lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(C(C)C)c(C)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: TWQWCRZBQVMTGV-FQEVSTJZSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 429 nM (pChEMBL 6.369999885559082)
Descriptors: MW 468.55, ALogP 2.95, HBA 8, HBD 3, PSA 130.6, QED 0.41
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(C(CC)CC)c(C)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: ZMNOUBNUOQDFTE-QFIPXVFZSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 2630 nM (pChEMBL 5.579999923706055)
Descriptors: MW 496.61, ALogP 3.73, HBA 8, HBD 3, PSA 130.6, QED 0.35
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(C4CCCC4)c(C)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: AJNUGGYZUUFYOF-QFIPXVFZSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 25 nM (pChEMBL 7.599999904632568)
Descriptors: MW 494.59, ALogP 3.48, HBA 8, HBD 3, PSA 130.6, QED 0.39
Compound (SMILES): CCc1cc(-c2nc(-c3cc(C)c(OC[C@@H](O)CNC(=O)CO)c(CC)c3)no2)cnc1CC(C)C
InChIKey: CEJRBGWMVBFMCI-QFIPXVFZSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 29 nM (pChEMBL 7.539999961853027)
Descriptors: MW 496.61, ALogP 3.28, HBA 8, HBD 3, PSA 130.6, QED 0.35
Compound (SMILES): CCc1cc(-c2nc(-c3cc(C)c(OC[C@@H](O)CNC(=O)CO)c(CC)c3)no2)cnc1C1CCCC1
InChIKey: NLXLNICDVXAUSE-QHCPKHFHSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 24 nM (pChEMBL 7.619999885559082)
Descriptors: MW 508.62, ALogP 3.74, HBA 8, HBD 3, PSA 130.6, QED 0.36
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(N(CC)CC)c(C)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: SQTAMGWBERXZHW-NRFANRHFSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 616 nM (pChEMBL 6.210000038146973)
Descriptors: MW 497.6, ALogP 2.67, HBA 9, HBD 3, PSA 133.84, QED 0.35
Compound (SMILES): CCc1cc(-c2noc(-c3ccc(CC(C)C)s3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: QFDFADQTDJFPIU-SFHVURJKSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 320 nM (pChEMBL 6.5)
Descriptors: MW 473.6, ALogP 3.38, HBA 8, HBD 3, PSA 117.71, QED 0.39
Compound (SMILES): CCc1cc(-c2noc(-c3ccc(CC(C)C)nc3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: JQWWHUICSFOVNE-NRFANRHFSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 1710 nM (pChEMBL 5.769999980926514)
Descriptors: MW 468.55, ALogP 2.72, HBA 8, HBD 3, PSA 130.6, QED 0.39
Compound (SMILES): CCc1cc(-c2noc(-c3ccc(CC(C)C)nc3)n2)cc(C)c1OC[C@H](O)CNC(=O)CO
InChIKey: JQWWHUICSFOVNE-OAQYLSRUSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 5740 nM (pChEMBL 5.239999771118164)
Descriptors: MW 468.55, ALogP 2.72, HBA 8, HBD 3, PSA 130.6, QED 0.39
Compound (SMILES): CCCc1ccc(-c2nc(-c3cc(C)c(OC[C@@H](O)CNC(=O)CO)c(CC)c3)no2)cn1
InChIKey: DGUWTMUEMCHJOI-FQEVSTJZSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 1770 nM (pChEMBL 5.75)
Descriptors: MW 454.53, ALogP 2.47, HBA 8, HBD 3, PSA 130.6, QED 0.4
Compound (SMILES): CCc1cc(-c2noc(-c3ccc(C(C)C)nc3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: XWEMDPWLDATBMR-IBGZPJMESA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 2900 nM (pChEMBL 5.539999961853027)
Descriptors: MW 454.53, ALogP 2.64, HBA 8, HBD 3, PSA 130.6, QED 0.43
Compound (SMILES): CCc1ccc(-c2nc(-c3cc(C)c(OC[C@@H](O)CNC(=O)CO)c(CC)c3)no2)cn1
InChIKey: FPNVSJXNCZMKAF-IBGZPJMESA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 440.5, ALogP 2.08, HBA 8, HBD 3, PSA 130.6, QED 0.44
Compound (SMILES): CCc1cc(-c2noc(-c3ccc(C)nc3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: ZXIMEPAOSUTYCN-SFHVURJKSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 426.47, ALogP 1.83, HBA 8, HBD 3, PSA 130.6, QED 0.47
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(CC(C)C)c(C)c3)n2)cc(C)c1OC[C@@H](O)CNC(=O)CO
InChIKey: ZKGCZXRNKCZZPF-NRFANRHFSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 318 nM (pChEMBL 6.5)
Descriptors: MW 482.58, ALogP 3.02, HBA 8, HBD 3, PSA 130.6, QED 0.38
Compound (SMILES): CCc1cc(-c2noc(-c3cnc(CC(C)C)c(C)c3)n2)cc(C)c1OC[C@H](O)CNC(=O)CO
InChIKey: ZKGCZXRNKCZZPF-OAQYLSRUSA-N
Target: Sphingosine 1-phosphate receptor 3 (SINGLE PROTEIN), Homo sapiens
UniProt: Q99500
Assay: Agonist activity at human recombinant S1P3 receptor expressed in CHO cells incubated for 30 mins prior to [35S]-GTPgammaS addition measured after 1 hr by topcount scintillation counting analysis
Measurement: EC50 = 519 nM (pChEMBL 6.289999961853027)
Descriptors: MW 482.58, ALogP 3.02, HBA 8, HBD 3, PSA 130.6, QED 0.38
Compound (SMILES): Cc1cc(Nc2ccccc2NC(=O)c2ccc(Nc3ccnc4ccccc34)cc2)nc(N)n1
InChIKey: RDZBOUQJVWVNEA-UHFFFAOYSA-N
Target: DNA (cytosine-5)-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P26358
Assay: Inhibition of human N-terminal 600 residues-deleted DNMT1 using poly(dI-dC) as substrate in presence of AdoMet
Measurement: IC50 = 35000 nM (pChEMBL 4.460000038146973)
Descriptors: MW 461.53, ALogP 5.65, HBA 7, HBD 4, PSA 117.85, QED 0.26
Compound (SMILES): Cc1cc(Nc2ccc(NC(=O)c3cccc(Nc4ccnc5ccccc45)c3)cc2)nc(N)n1
InChIKey: LYBFHWMXJBZNBI-UHFFFAOYSA-N
Target: Histone-lysine N-methyltransferase EHMT1 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9H9B1
Assay: Inhibition of human GLP (734 to 1235) using histone as substrate preincubated for 5 mins followed by substrate addition measured after 5 mins by liquid scintillation counting analysis in presence of [methyl-3H]-AdoMet
Measurement: IC50 = 100000 nM (pChEMBL 4)
Descriptors: MW 461.53, ALogP 5.65, HBA 7, HBD 4, PSA 117.85, QED 0.26
Compound (SMILES): Cc1cc(Nc2cccc(NC(=O)c3cccc(Nc4ccnc5ccccc45)c3)c2)nc(N)n1
InChIKey: GRGNBXUBKBUEDX-UHFFFAOYSA-N
Target: DNA (cytosine-5)-methyltransferase 3A (SINGLE PROTEIN), Homo sapiens
UniProt: Q9Y6K1
Assay: Inhibition of His6-tagged human recombinant DNMT3a expressed in insect Sf9 cells assessed as reduction in DNA methyltransferase activity using 5'-biotinylated 45-bp unmethylated or hemimethylated oligonucleotide substrates and [3H]-AdoMet by liquid scintillation counting method
Measurement: IC50 = 2800 nM (pChEMBL 5.550000190734863)
Descriptors: MW 461.53, ALogP 5.65, HBA 7, HBD 4, PSA 117.85, QED 0.26
Compound (SMILES): Cc1cc(Nc2ccc(NC(=O)c3ccccc3Nc3ccnc4ccccc34)cc2)nc(N)n1
InChIKey: OYFMVXAOZRABGN-UHFFFAOYSA-N
Target: DNA (cytosine-5)-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P26358
Assay: Inhibition of human N-terminal 600 residues-deleted DNMT1 using poly(dI-dC) as substrate in presence of AdoMet
Measurement: IC50 = 12300 nM (pChEMBL 4.909999847412109)
Descriptors: MW 461.53, ALogP 5.65, HBA 7, HBD 4, PSA 117.85, QED 0.26
Compound (SMILES): Cc1cc(Nc2cccc(NC(=O)c3ccccc3Nc3ccnc4ccccc34)c2)nc(N)n1
InChIKey: JRXORZBMNPAEJP-UHFFFAOYSA-N
Target: DNA (cytosine-5)-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P26358
Assay: Inhibition of human N-terminal 600 residues-deleted DNMT1 using poly(dI-dC) as substrate in presence of AdoMet
Measurement: IC50 = 38600 nM (pChEMBL 4.409999847412109)
Descriptors: MW 461.53, ALogP 5.65, HBA 7, HBD 4, PSA 117.85, QED 0.26
Compound (SMILES): O=C(Nc1ccc(Nc2ccnc3ccccc23)cc1)c1ccc(Nc2ccnc3ccccc23)cc1
InChIKey: MIVZAUUBMZYYER-UHFFFAOYSA-N
Target: DNMT3A2/3L complex (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9UJW3
Assay: Inhibition of human DNMT3A2/3L using unmethylated DNA as substrate in presence of [methyl-3H]-AdoMet
Measurement: IC50 = 27000 nM (pChEMBL 4.570000171661377)
Descriptors: MW 481.56, ALogP 7.52, HBA 5, HBD 3, PSA 78.94, QED 0.23
Compound (SMILES): Cc1cc(Nc2ccc(NC(=O)c3ccc(Nc4cc(C)nc(N)n4)cc3)cc2)nc(N)n1
InChIKey: HQIGTSYWJONWMK-UHFFFAOYSA-N
Target: DNMT3A2/3L complex (PROTEIN COMPLEX), Homo sapiens
UniProt: Q9UJW3
Assay: Inhibition of human DNMT3A2/3L using unmethylated DNA as substrate in presence of [methyl-3H]-AdoMet
Measurement: IC50 = 18000 nM (pChEMBL 4.75)
Descriptors: MW 441.5, ALogP 3.79, HBA 9, HBD 5, PSA 156.76, QED 0.3
Compound (SMILES): Nc1ccc(NC(=O)c2ccc(Nc3ccnc4ccccc34)cc2)cc1
InChIKey: UCIZEGZPSMUBGV-UHFFFAOYSA-N
Target: DNA (cytosine-5)-methyltransferase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P26358
Assay: Inhibition of human N-terminal 600 residues-deleted DNMT1 using poly(dI-dC) as substrate in presence of AdoMet
Measurement: IC50 = 27900 nM (pChEMBL 4.550000190734863)
Descriptors: MW 354.41, ALogP 4.81, HBA 4, HBD 3, PSA 80.04, QED 0.46
Compound (SMILES): COc1ccc2c(c1)C1CC1(C(=O)N1CCN(C(C)=O)CC1)Cn1c-2c(C2CCCCC2)c2ccc(C(=O)NS(=O)(=O)N(C)C)cc21
InChIKey: BBLJZPXJPLUHQR-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75469
Assay: Transactivation of human PXR expressed in human HepG2 cells by luciferase reporter gene assay
Measurement: EC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 661.82, ALogP 4.08, HBA 7, HBD 1, PSA 121.26, QED 0.43
Compound (SMILES): COc1ccc2c(c1)C1CC1(C(=O)N1CCN(C(=O)N(C)C)CC1)Cn1c-2c(C2CCCCC2)c2ccc(C(=O)NS(=O)(=O)N(C)C)cc21
InChIKey: AQLUFAYJVJVBOX-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75469
Assay: Transactivation of human PXR expressed in human HepG2 cells by luciferase reporter gene assay
Measurement: EC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 690.87, ALogP 4.21, HBA 7, HBD 1, PSA 124.5, QED 0.41
Compound (SMILES): COc1ccc2c(c1)C1CC1(C(=O)N1C3CNCC1C3)Cn1c-2c(C2CCCCC2)c2ccc(C(=O)NS(=O)(=O)N(C)C)cc21
InChIKey: QQJQXOIBORDNRE-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes using benzyloxyresorufin as substrate after 30 mins in presence of NADPH
Measurement: EC50 > 40000 nM (pChEMBL 4.3979997634887695)
Descriptors: MW 631.8, ALogP 3.96, HBA 7, HBD 2, PSA 112.98, QED 0.43
Compound (SMILES): COc1ccc2c(c1)C1CC1(C(=O)N1C3CC1CN(C)C3)Cn1c-2c(C2CCCCC2)c2ccc(C(=O)NS(=O)(=O)N(C)C)cc21
InChIKey: SSVBJRBZPBDWRB-UHFFFAOYSA-N
Target: Nuclear receptor subfamily 1 group I member 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75469
Assay: Transactivation of human PXR expressed in human HepG2 cells by luciferase reporter gene assay
Measurement: EC50 > 50000 nM (pChEMBL 4.301000118255615)
Descriptors: MW 645.83, ALogP 4.3, HBA 7, HBD 1, PSA 104.19, QED 0.43
Compound (SMILES): CS(=O)(=O)c1ccc(C(=O)Nc2ccc(Cl)c(NC(=O)Nc3ccc(C(F)(F)F)cc3Cl)c2)c(Cl)c1
InChIKey: QPWNQEIHZQVOKU-UHFFFAOYSA-N
Target: Protein smoothened (SINGLE PROTEIN), Homo sapiens
UniProt: Q99835
Assay: Antagonist activity at smoothened (unknown origin) expressed in mouse Shh Light2 cells co-expressing Gli-dependent reporter gene assessed as inhibition of Hh signaling by dual luciferase reporter gene assay
Measurement: IC50 = 300 nM (pChEMBL 6.519999980926514)
Descriptors: MW 580.8, ALogP 6.97, HBA 4, HBD 3, PSA 104.37, QED 0.3
Compound (SMILES): Cc1cccc(NC(=O)c2cc(NC(=O)c3ccc(S(C)(=O)=O)cc3Cl)ccc2Cl)c1C
InChIKey: AEBVEQJVBUJBDW-UHFFFAOYSA-N
Target: Protein smoothened (SINGLE PROTEIN), Homo sapiens
UniProt: Q99835
Assay: Antagonist activity at smoothened (unknown origin) expressed in mouse Shh Light2 cells co-expressing Gli-dependent reporter gene assessed as inhibition of Hh signaling by dual luciferase reporter gene assay
Measurement: IC50 = 100 nM (pChEMBL 7)
Descriptors: MW 491.4, ALogP 5.52, HBA 4, HBD 2, PSA 92.34, QED 0.49
Compound (SMILES): CS(=O)(=O)c1ccc(C(=O)Nc2ccc(Cl)c(C(=O)Nc3cccc(O)c3)c2)c(Cl)c1
InChIKey: PNBPPSKEUWGJOT-UHFFFAOYSA-N
Target: Protein smoothened (SINGLE PROTEIN), Homo sapiens
UniProt: Q99835
Assay: Antagonist activity at smoothened (unknown origin) expressed in mouse Shh Light2 cells co-expressing Gli-dependent reporter gene assessed as inhibition of Hh signaling by dual luciferase reporter gene assay
Measurement: IC50 = 40 nM (pChEMBL 7.400000095367432)
Descriptors: MW 479.34, ALogP 4.61, HBA 5, HBD 3, PSA 112.57, QED 0.5
Compound (SMILES): CCCCNCC[S+]([O-])C(c1ccccc1)c1ccccc1
InChIKey: MZMNCEHOIUZFMG-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 63600 nM (pChEMBL 4.199999809265137)
Descriptors: MW 315.48, ALogP 3.91, HBA 2, HBD 1, PSA 35.09, QED 0.56
Compound (SMILES): [O-][S+](CCNCCCc1ccccc1)C(c1ccc(F)cc1)c1ccc(F)cc1
InChIKey: IICLPRRTXKMOAA-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Dopamine Transporter Binding Assay: Brains from male Sprague-Dawley rats weighing 200-225 g (Taconic Labs) were removed, striatum dissected and quickly frozen. Membranes were prepared by homogenizing tissues in 20 volumes (w/v) of ice cold modified sucrose phosphate buffer (0.32 M sucrose, 7.74 mM Na2HPO4, 2.26 mM NaH2PO4, pH adjusted to 7.4) using a Brinkman Polytron (setting 6 for 20 sec) and centrifuged at 20,000ug for 10 min at 4° C. The resulting pellet was resuspended in buffer, recentrifuged and resuspended in buffer to a concentration of 10 mg/ml. Ligand binding experiments were conducted in assay tubes containing 0.5 ml sucrose phosphate buffer for 120 min on ice. Each tube contained 0.5 nM 3H WIN 35428 (specific activity 84 Ci/mmol) and 1.0 mg striatal tissue (original wet weight). Nonspecific binding was determined using 0.1 mM cocaine HCl. Incubations were terminated by rapid filtration through Whatman GF/B filters, presoaked in 0.05% PEI (polyethyleneimine), using a Brandel R48 filtering manifold (Brandel Instruments Gaithersburg, Md.). The filters were washed twice with 5 ml cold buffer and transferred to scintillation vials.
Measurement: Ki = 200 nM (pChEMBL 6.699999809265137)
Descriptors: MW 413.53, ALogP 5.03, HBA 2, HBD 1, PSA 35.09, QED 0.37
Compound (SMILES): [O-][S+](CCNCCCc1ccccc1)C(c1ccc(Cl)cc1)c1ccc(Cl)cc1
InChIKey: IKCIJMRWKOYSQT-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 553 nM (pChEMBL 6.260000228881836)
Descriptors: MW 446.44, ALogP 6.05, HBA 2, HBD 1, PSA 35.09, QED 0.3
Compound (SMILES): [O-][S+](CCNCCCc1ccccc1)C(c1ccc(Br)cc1)c1ccc(Br)cc1
InChIKey: DNZVFEURSMOPDR-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 557 nM (pChEMBL 6.25)
Descriptors: MW 535.35, ALogP 6.27, HBA 2, HBD 1, PSA 35.09, QED 0.25
Compound (SMILES): O=C(CSC(c1ccc(Br)cc1)c1ccc(Br)cc1)NCCCc1ccccc1
InChIKey: UWSCLSVRYFYMEH-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 60700 nM (pChEMBL 4.21999979019165)
Descriptors: MW 533.33, ALogP 6.78, HBA 2, HBD 1, PSA 29.1, QED 0.31
Compound (SMILES): O=C(CSC(c1ccccc1)c1ccccc1)NCCCCc1ccccc1
InChIKey: GFRKAPPUDAFPTC-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 1150 nM (pChEMBL 5.940000057220459)
Descriptors: MW 389.56, ALogP 5.65, HBA 2, HBD 1, PSA 29.1, QED 0.45
Compound (SMILES): O=C(CSC(c1ccc(Br)cc1)c1ccc(Br)cc1)NCCCCc1ccccc1
InChIKey: PYFFLFRZZOWEGI-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Serotonin Transporter Binding Assay: Brains from male Sprague-Dawley rats weighing 200-225 g (Taconic Labs, Germantown, N.Y.) were removed, midbrain dissected and rapidly frozen. Membranes were prepared by homogenizing tissues in 20 volumes (w/v) of 50 mM Tris containing 120 mM NaCl and 5 mM KCl, (pH 7.4 at 25° C.), using a Brinkman Polytron and centrifuged at 50,000xg for 10 min at 4° C. The resulting pellet was resuspended in buffer, recentrifuged and resuspended in buffer to a concentration of 15 mg/mL. Ligand binding experiments were conducted in assay tubes containing 0.5 mL buffer for 60 min at room temperature. Each tube contained 1.4 nM [3H]Citalopram (Amersham Biosciences, Piscataway, N.J.) and 1.5 mg midbrain tissue (original wet weight). Nonspecific binding was determined using 10 mM fluoxetine. Incubations were terminated by rapid filtration through Whatman GF/B filters, presoaked in 0.3% polyethylenimine, using a Brandel R48 filtering manifold (Brandel Instruments Gaithersburg, Md.). The filters were washed twice with 3 mL cold buffer and transferred to scintillation vials. Beckman Ready Value (3.0 mL) was added and the vials were counted the next day using a Beckman 6000 liquid scintillation counter (Beckman Coulter Instruments, Fullerton, Calif.).
Measurement: Ki > 100000 nM (pChEMBL 4)
Descriptors: MW 547.36, ALogP 7.17, HBA 2, HBD 1, PSA 29.1, QED 0.27
Compound (SMILES): Cc1ccc(C(c2ccc(C)cc2)[S+]([O-])CC(N)=O)cc1
InChIKey: AYOCZGUGRFODCG-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 12700 nM (pChEMBL 4.900000095367432)
Descriptors: MW 301.41, ALogP 2.63, HBA 2, HBD 1, PSA 66.15, QED 0.86
Compound (SMILES): NC(=O)C[S+]([O-])C(c1ccc(C(F)(F)F)cc1)c1ccc(C(F)(F)F)cc1
InChIKey: PDBZCRSGVBDGAF-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 35400 nM (pChEMBL 4.449999809265137)
Descriptors: MW 409.35, ALogP 4.05, HBA 2, HBD 1, PSA 66.15, QED 0.6
Compound (SMILES): NC(=O)C[S+]([O-])C(c1cccc(F)c1)c1cccc(F)c1
InChIKey: NNHUOBDLUAOWEA-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 5930 nM (pChEMBL 5.230000019073486)
Descriptors: MW 309.34, ALogP 2.29, HBA 2, HBD 1, PSA 66.15, QED 0.86
Compound (SMILES): NC(=O)C[S+]([O-])C(c1cccc(Cl)c1)c1cccc(Cl)c1
InChIKey: WJSLDOIQHSFCLW-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 881 nM (pChEMBL 6.050000190734863)
Descriptors: MW 342.25, ALogP 3.32, HBA 2, HBD 1, PSA 66.15, QED 0.85
Compound (SMILES): NC(=O)C[S+]([O-])C(c1ccccc1)c1cccc(Br)c1
InChIKey: UHAPVHXNAHJXQO-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 550 nM (pChEMBL 6.260000228881836)
Descriptors: MW 352.25, ALogP 2.77, HBA 2, HBD 1, PSA 66.15, QED 0.84
Compound (SMILES): CNC(=O)C[S+]([O-])C(c1ccccc1)c1ccccc1
InChIKey: USDHVNQXFRZMAP-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 13100 nM (pChEMBL 4.880000114440918)
Descriptors: MW 287.38, ALogP 2.27, HBA 2, HBD 1, PSA 52.16, QED 0.86
Compound (SMILES): O=C(C[S+]([O-])C(c1ccc(Br)cc1)c1ccc(Br)cc1)NCCCc1ccccc1
InChIKey: UZGMDRDNGDSQDH-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 892 nM (pChEMBL 6.050000190734863)
Descriptors: MW 549.33, ALogP 5.8, HBA 2, HBD 1, PSA 52.16, QED 0.27
Compound (SMILES): NCCSC(c1ccc(Cl)cc1)c1ccc(Cl)cc1
InChIKey: UZCXWMDBXCJWSY-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Homo sapiens
UniProt: P31645
Assay: Binding affinity to human SERT T497A mutant expressed in African green monkey COS7 cells assessed as inhibition of [3H]-serotonin uptake after 3 mins by beta-scintillation counting analysis
Measurement: Ki = 170 nM (pChEMBL 6.769999980926514)
Descriptors: MW 312.26, ALogP 4.77, HBA 2, HBD 1, PSA 26.02, QED 0.86
Compound (SMILES): NCCSC(c1ccc(Br)cc1)c1ccc(Br)cc1
InChIKey: BATSWGXPUVZTJQ-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 26.1 nM (pChEMBL 7.579999923706055)
Descriptors: MW 401.17, ALogP 4.99, HBA 2, HBD 1, PSA 26.02, QED 0.76
Compound (SMILES): c1ccc(C(SCCNCC2CC2)c2ccccc2)cc1
InChIKey: YJPRBYFNOMICPU-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 10000 nM (pChEMBL 5)
Descriptors: MW 297.47, ALogP 4.51, HBA 2, HBD 1, PSA 12.03, QED 0.72
Compound (SMILES): CCCCNCCSC(c1ccccc1)c1ccccc1
InChIKey: OQYIBJBEMZBPHB-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 5700 nM (pChEMBL 5.239999771118164)
Descriptors: MW 299.48, ALogP 4.9, HBA 2, HBD 1, PSA 12.03, QED 0.66
Compound (SMILES): c1ccc(CCCNCCSC(c2ccccc2)c2ccccc2)cc1
InChIKey: RQIJEINZTIJVAW-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 927 nM (pChEMBL 6.03000020980835)
Descriptors: MW 361.55, ALogP 5.73, HBA 2, HBD 1, PSA 12.03, QED 0.46
Compound (SMILES): Fc1ccc(C(SCCNCCCc2ccccc2)c2ccc(F)cc2)cc1
InChIKey: IWZNOFWARONDLD-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 354 nM (pChEMBL 6.449999809265137)
Descriptors: MW 397.53, ALogP 6.01, HBA 2, HBD 1, PSA 12.03, QED 0.42
Compound (SMILES): Brc1ccc(C(SCCNCCCc2ccccc2)c2ccc(Br)cc2)cc1
InChIKey: OQRQLSXKDJYXQN-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 163 nM (pChEMBL 6.789999961853027)
Descriptors: MW 519.35, ALogP 7.26, HBA 2, HBD 1, PSA 12.03, QED 0.28
Compound (SMILES): NCC[S+]([O-])C(c1ccccc1)c1ccccc1
InChIKey: SHMYXVVITSBKCM-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 3380 nM (pChEMBL 5.46999979019165)
Descriptors: MW 259.37, ALogP 2.48, HBA 2, HBD 1, PSA 49.08, QED 0.84
Compound (SMILES): CCCNC(=O)CSC(c1ccc(Br)cc1)c1ccc(Br)cc1
InChIKey: RLOKHFJDXSAUHJ-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 8900 nM (pChEMBL 5.050000190734863)
Descriptors: MW 457.23, ALogP 5.56, HBA 2, HBD 1, PSA 29.1, QED 0.59
Compound (SMILES): O=C(CSC(c1ccccc1)c1ccccc1)NCC1CC1
InChIKey: OWMIZUYHYVMPAZ-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 20500 nM (pChEMBL 4.690000057220459)
Descriptors: MW 311.45, ALogP 4.04, HBA 2, HBD 1, PSA 29.1, QED 0.84
Compound (SMILES): O=C(CSC(c1ccc(F)cc1)c1ccc(F)cc1)NCC1CC1
InChIKey: HXAYHHZCOCOHSM-UHFFFAOYSA-N
Target: Transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q63380
Assay: Norepinephrine Transporter Binding Assay: Norepinephrine Transporter Binding Assay. Brains from male Sprague-Dawley rats weighing 200-225 g (Taconic Labs, Germantown, N.Y.) were removed, frontal cortex dissected and rapidly frozen. Membranes were prepared by homogenizing tissues in 20 volumes (w/v) of 50 mM Tris containing 120 mM NaCl and 5 mM KCl, (pH 7.4 at 25° C.), using a Brinkman Polytron and centrifuged at 50,000×g for 10 min at 4° C. The resulting pellet was resuspended in buffer, recentrifuged and resuspended in buffer to a concentration of 80 mg/mL. Ligand binding experiments were conducted in assay tubes containing 0.5 mL buffer for 60 min at 0-4° C. Each tube contained 0.5 nM [3H]Nisoxetine (PerkinElmer Life Sciences, Boston, Mass.) and 8 mg frontal cortex tissue (original wet weight). Nonspecific binding was determined using 1 mM desipramine. Incubations were terminated by rapid filtration through Whatman GF/B filters, presoaked in 0.05% polyethylenimine, using a Brandel R48 filtering manifold (Brandel Instruments Gaithersburg, Md.). The filters were washed twice with 3 mL cold buffer and transferred to scintillation vials. Beckman Ready Value (3.0 mL) was added and the vials were counted using a Beckman 6000 liquid scintillation counter (Beckman Coulter Instruments, Fullerton, Calif.). Each compound was tested with concentrations ranging from 0.01 nM to 100 mM for competition against binding of [3H]Nisoxetine, in at least three independent experiments, each performed in triplicate. Data were analyzed by using GraphPad Prism software (San Diego, Calif.) [11; Zou et. al. J. Med. Chem. 2006, 49, 6391-6399]. The results of the in vitro assays, grouped by functionality into the amides and amines are presented in Tables 1 and 2, respectively. All compounds were tested as racemic mixtures.
Measurement: Ki = 57600 nM (pChEMBL 4.239999771118164)
Descriptors: MW 347.43, ALogP 4.31, HBA 2, HBD 1, PSA 29.1, QED 0.81
Compound (SMILES): O=C(CSC(c1ccc(Br)cc1)c1ccc(Br)cc1)NCC1CC1
InChIKey: LAPOCEPBSTYUAE-UHFFFAOYSA-N
Target: Transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q63380
Assay: Norepinephrine Transporter Binding Assay: Norepinephrine Transporter Binding Assay. Brains from male Sprague-Dawley rats weighing 200-225 g (Taconic Labs, Germantown, N.Y.) were removed, frontal cortex dissected and rapidly frozen. Membranes were prepared by homogenizing tissues in 20 volumes (w/v) of 50 mM Tris containing 120 mM NaCl and 5 mM KCl, (pH 7.4 at 25° C.), using a Brinkman Polytron and centrifuged at 50,000×g for 10 min at 4° C. The resulting pellet was resuspended in buffer, recentrifuged and resuspended in buffer to a concentration of 80 mg/mL. Ligand binding experiments were conducted in assay tubes containing 0.5 mL buffer for 60 min at 0-4° C. Each tube contained 0.5 nM [3H]Nisoxetine (PerkinElmer Life Sciences, Boston, Mass.) and 8 mg frontal cortex tissue (original wet weight). Nonspecific binding was determined using 1 mM desipramine. Incubations were terminated by rapid filtration through Whatman GF/B filters, presoaked in 0.05% polyethylenimine, using a Brandel R48 filtering manifold (Brandel Instruments Gaithersburg, Md.). The filters were washed twice with 3 mL cold buffer and transferred to scintillation vials. Beckman Ready Value (3.0 mL) was added and the vials were counted using a Beckman 6000 liquid scintillation counter (Beckman Coulter Instruments, Fullerton, Calif.). Each compound was tested with concentrations ranging from 0.01 nM to 100 mM for competition against binding of [3H]Nisoxetine, in at least three independent experiments, each performed in triplicate. Data were analyzed by using GraphPad Prism software (San Diego, Calif.) [11; Zou et. al. J. Med. Chem. 2006, 49, 6391-6399]. The results of the in vitro assays, grouped by functionality into the amides and amines are presented in Tables 1 and 2, respectively. All compounds were tested as racemic mixtures.
Measurement: Ki > 100000 nM (pChEMBL 4)
Descriptors: MW 469.24, ALogP 5.56, HBA 2, HBD 1, PSA 29.1, QED 0.58
Compound (SMILES): CCCCNC(=O)CSC(c1ccccc1)c1ccccc1
InChIKey: GXTBGRNCCGYWLS-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 23600 nM (pChEMBL 4.630000114440918)
Descriptors: MW 313.47, ALogP 4.43, HBA 2, HBD 1, PSA 29.1, QED 0.73
Compound (SMILES): CCCCNC(=O)CSC(c1ccc(F)cc1)c1ccc(F)cc1
InChIKey: QVIGDMVJIKWUSA-UHFFFAOYSA-N
Target: Transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: Q63380
Assay: Norepinephrine Transporter Binding Assay: Brains from male Sprague-Dawley rats weighing 200-225 g (Taconic Labs, Germantown, N.Y.) were removed, frontal cortex dissected and rapidly frozen. Membranes were prepared by homogenizing tissues in 20 volumes (w/v) of 50 mM Tris containing 120 mM NaCl and 5 mM KCl, (pH 7.4 at 25° C.), using a Brinkman Polytron and centrifuged at 50,000xg for 10 min at 4° C. The resulting pellet was resuspended in buffer, recentrifuged and resuspended in buffer to a concentration of 80 mg/mL. Ligand binding experiments were conducted in assay tubes containing 0.5 mL buffer for 60 min at 0-4° C. Each tube contained 0.5 nM [3H]Nisoxetine (PerkinElmer Life Sciences, Boston, Mass.) and 8 mg frontal cortex tissue (original wet weight). Nonspecific binding was determined using 1 mM desipramine. Incubations were terminated by rapid filtration through Whatman GF/B filters, presoaked in 0.05% polyethylenimine, using a Brandel R48 filtering manifold (Brandel Instruments Gaithersburg, Md.). The filters were washed twice with 3 mL cold buffer and transferred to scintillation vials. Beckman Ready Value (3.0 mL) was added and the vials were counted using a Beckman 6000 liquid scintillation counter (Beckman Coulter Instruments, Fullerton, Calif.).
Measurement: Ki = 56200 nM (pChEMBL 4.25)
Descriptors: MW 349.45, ALogP 4.7, HBA 2, HBD 1, PSA 29.1, QED 0.7
Compound (SMILES): CCCCNC(=O)CSC(c1ccc(Br)cc1)c1ccc(Br)cc1
InChIKey: PZLJZRXGHIMLHP-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 7090 nM (pChEMBL 5.150000095367432)
Descriptors: MW 471.26, ALogP 5.95, HBA 2, HBD 1, PSA 29.1, QED 0.48
Compound (SMILES): O=C(CSC(c1ccccc1)c1ccccc1)NCCCc1ccccc1
InChIKey: MUSOAWRQTLWYTF-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 2020 nM (pChEMBL 5.699999809265137)
Descriptors: MW 375.54, ALogP 5.26, HBA 2, HBD 1, PSA 29.1, QED 0.52
Compound (SMILES): O=C(CSC(c1ccc(F)cc1)c1ccc(F)cc1)NCCCc1ccccc1
InChIKey: YPEAZIZEEHIOJQ-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 3500 nM (pChEMBL 5.460000038146973)
Descriptors: MW 411.52, ALogP 5.54, HBA 2, HBD 1, PSA 29.1, QED 0.47
Compound (SMILES): O=C(CSC(c1ccc(Cl)cc1)c1ccc(Cl)cc1)NCCCc1ccccc1
InChIKey: BGZDVGAGNCBTFH-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 223 nM (pChEMBL 6.650000095367432)
Descriptors: MW 444.43, ALogP 6.57, HBA 2, HBD 1, PSA 29.1, QED 0.38
Compound (SMILES): NC(=O)CSC(c1ccccc1)c1ccccc1
InChIKey: HCRQRIFRHGPWBH-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 14500 nM (pChEMBL 4.840000152587891)
Descriptors: MW 257.36, ALogP 2.99, HBA 2, HBD 1, PSA 43.09, QED 0.89
Compound (SMILES): NC(=O)CSC(c1cccc(Cl)c1)c1cccc(Cl)c1
InChIKey: WGDSBVBJLQAKOZ-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 275 nM (pChEMBL 6.559999942779541)
Descriptors: MW 326.25, ALogP 4.3, HBA 2, HBD 1, PSA 43.09, QED 0.89
Compound (SMILES): CNC(=O)CSC(c1ccccc1)c1ccccc1
InChIKey: VBLOYTBDVHDEGM-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Homo sapiens
UniProt: Q01959
Assay: Binding affinity to human DAT A480T mutant expressed in African green monkey COS7 cells assessed as inhibition of [3H]-dopamine uptake after 5 mins by beta-scintillation counting analysis
Measurement: Ki = 3600 nM (pChEMBL 5.440000057220459)
Descriptors: MW 271.39, ALogP 3.26, HBA 2, HBD 1, PSA 29.1, QED 0.9
Compound (SMILES): CNC(=O)CSC(c1ccc(Cl)cc1)c1ccc(Cl)cc1
InChIKey: JHCKOEJURUJMLC-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Homo sapiens
UniProt: P31645
Assay: Binding affinity to human SERT T497A mutant expressed in African green monkey COS7 cells assessed as inhibition of [3H]-serotonin uptake after 3 mins by beta-scintillation counting analysis
Measurement: Ki = 27000 nM (pChEMBL 4.570000171661377)
Descriptors: MW 340.27, ALogP 4.56, HBA 2, HBD 1, PSA 29.1, QED 0.86
Compound (SMILES): CNC(=O)CSC(c1ccc(Br)cc1)c1ccc(Br)cc1
InChIKey: KCWIVDWLAMHIET-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 5720 nM (pChEMBL 5.239999771118164)
Descriptors: MW 429.18, ALogP 4.78, HBA 2, HBD 1, PSA 29.1, QED 0.74
Compound (SMILES): C=CCNC(=O)CSC(c1ccccc1)c1ccccc1
InChIKey: YYSHCHWLZNNGIT-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 8370 nM (pChEMBL 5.079999923706055)
Descriptors: MW 297.42, ALogP 3.81, HBA 2, HBD 1, PSA 29.1, QED 0.79
Compound (SMILES): CCCNC(=O)CSC(c1ccccc1)c1ccccc1
InChIKey: OSBGMJKQDJSLOD-UHFFFAOYSA-N
Target: Sodium-dependent dopamine transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P23977
Assay: Displacement of [3H]WIN35,428 from Sprague-Dawley rat brain DAT after 120 mins by liquid scintillation counting analysis
Measurement: Ki = 20700 nM (pChEMBL 4.679999828338623)
Descriptors: MW 299.44, ALogP 4.04, HBA 2, HBD 1, PSA 29.1, QED 0.84
Compound (SMILES): CCCNC(=O)CSC(c1ccc(F)cc1)c1ccc(F)cc1
InChIKey: MPTBGBPNCYTAMA-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 44200 nM (pChEMBL 4.360000133514404)
Descriptors: MW 335.42, ALogP 4.31, HBA 2, HBD 1, PSA 29.1, QED 0.82
Compound (SMILES): CCCNC(=O)CSC(c1ccc(Cl)cc1)c1ccc(Cl)cc1
InChIKey: WYHNFRJKFMDHPY-UHFFFAOYSA-N
Target: Sodium-dependent serotonin transporter (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31652
Assay: Displacement of [3H]citalopram from Sprague-Dawley rat brain SERT after 60 mins by liquid scintillation counting analysis
Measurement: Ki = 10100 nM (pChEMBL 5)
Descriptors: MW 368.33, ALogP 5.34, HBA 2, HBD 1, PSA 29.1, QED 0.71
Compound (SMILES): Cc1ccc(-c2nn(-c3ccc(S(N)(=O)=O)cc3)cc2C(=O)NN)cc1
InChIKey: IEDHNSZCAYGLLT-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 10.4 nM (pChEMBL 7.980000019073486)
Descriptors: MW 371.42, ALogP 1.1, HBA 6, HBD 3, PSA 133.1, QED 0.36
Compound (SMILES): COc1ccc(-c2nn(-c3ccc(S(N)(=O)=O)cc3)cc2C(=O)NN)cc1
InChIKey: MDGIEWTUOYMMTH-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 24.3 nM (pChEMBL 7.610000133514404)
Descriptors: MW 387.42, ALogP 0.8, HBA 7, HBD 3, PSA 142.33, QED 0.34
Compound (SMILES): NNC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(Br)cc1
InChIKey: NJVNNESRWBZSBT-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 17.1 nM (pChEMBL 7.769999980926514)
Descriptors: MW 436.29, ALogP 1.55, HBA 6, HBD 3, PSA 133.1, QED 0.32
Compound (SMILES): NNC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(Cl)cc1
InChIKey: PAJHSXQQPZAVON-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 13 nM (pChEMBL 7.889999866485596)
Descriptors: MW 391.84, ALogP 1.44, HBA 6, HBD 3, PSA 133.1, QED 0.35
Compound (SMILES): NNC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(F)cc1
InChIKey: GCUBRELAXSZALZ-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 8.9 nM (pChEMBL 8.050000190734863)
Descriptors: MW 375.39, ALogP 0.93, HBA 6, HBD 3, PSA 133.1, QED 0.35
Compound (SMILES): NNC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc([N+](=O)[O-])cc1
InChIKey: MGLPPIXXHJPCHI-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 13.5 nM (pChEMBL 7.869999885559082)
Descriptors: MW 402.39, ALogP 0.7, HBA 8, HBD 3, PSA 176.24, QED 0.24
Compound (SMILES): NC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccccc1
InChIKey: KXSJAIKVZNEKEA-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 2.7 nM (pChEMBL 8.569999694824219)
Descriptors: MW 342.38, ALogP 1.29, HBA 5, HBD 2, PSA 121.07, QED 0.74
Compound (SMILES): NC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(F)cc1
InChIKey: PLXXETHVUJUCAE-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 1.9 nM (pChEMBL 8.720000267028809)
Descriptors: MW 360.37, ALogP 1.42, HBA 5, HBD 2, PSA 121.07, QED 0.73
Compound (SMILES): NC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc([N+](=O)[O-])cc1
InChIKey: XKWBOBPNRHNHTQ-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 58 nM (pChEMBL 7.239999771118164)
Descriptors: MW 387.38, ALogP 1.19, HBA 7, HBD 2, PSA 164.21, QED 0.49
Compound (SMILES): NC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1cccs1
InChIKey: ZGRBLUMHUGBAIH-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 3.9 nM (pChEMBL 8.40999984741211)
Descriptors: MW 348.41, ALogP 1.35, HBA 6, HBD 2, PSA 121.07, QED 0.74
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccccc1
InChIKey: KXPAIVPXFVDMFH-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 23 nM (pChEMBL 7.639999866485596)
Descriptors: MW 357.39, ALogP 1.97, HBA 6, HBD 1, PSA 104.28, QED 0.72
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(C)cc1
InChIKey: XKGPGGYWUABPQI-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 18.9 nM (pChEMBL 7.71999979019165)
Descriptors: MW 371.42, ALogP 2.28, HBA 6, HBD 1, PSA 104.28, QED 0.71
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(OC)cc1
InChIKey: HEAFHTHAFQJABB-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 10.6 nM (pChEMBL 7.96999979019165)
Descriptors: MW 387.42, ALogP 1.98, HBA 7, HBD 1, PSA 113.51, QED 0.67
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(Br)cc1
InChIKey: KCTUGEKEJIYFIQ-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 43.7 nM (pChEMBL 7.360000133514404)
Descriptors: MW 436.29, ALogP 2.74, HBA 6, HBD 1, PSA 104.28, QED 0.63
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(Cl)cc1
InChIKey: DMXDVUIEDDRTQM-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 21.5 nM (pChEMBL 7.670000076293945)
Descriptors: MW 391.84, ALogP 2.63, HBA 6, HBD 1, PSA 104.28, QED 0.69
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc(F)cc1
InChIKey: LKMOESZCLLTGHY-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 10.2 nM (pChEMBL 7.989999771118164)
Descriptors: MW 375.38, ALogP 2.11, HBA 6, HBD 1, PSA 104.28, QED 0.7
Compound (SMILES): COC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccc([N+](=O)[O-])cc1
InChIKey: LZEXOJUALAKFGW-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 4.5 nM (pChEMBL 8.350000381469727)
Descriptors: MW 402.39, ALogP 1.88, HBA 8, HBD 1, PSA 147.42, QED 0.39
Compound (SMILES): NNC(=O)c1cn(-c2ccc(S(N)(=O)=O)cc2)nc1-c1ccccc1
InChIKey: CEOAVZKXWQJZTG-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 12.9 nM (pChEMBL 7.889999866485596)
Descriptors: MW 357.4, ALogP 0.79, HBA 6, HBD 3, PSA 133.1, QED 0.36
Compound (SMILES): Cc1ccc(-c2nn(-c3ccc(S(N)(=O)=O)cc3)cc2C(N)=O)cc1
InChIKey: KQNLJPQBNLBZFU-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 3.1 nM (pChEMBL 8.510000228881836)
Descriptors: MW 356.41, ALogP 1.59, HBA 5, HBD 2, PSA 121.07, QED 0.74
Compound (SMILES): COc1ccc(-c2nn(-c3ccc(S(N)(=O)=O)cc3)cc2C(N)=O)cc1
InChIKey: XJOPSAUOPFYZFD-UHFFFAOYSA-N
Target: Carbonic anhydrase 12 (SINGLE PROTEIN), Homo sapiens
UniProt: O43570
Assay: Inhibition of human carbonic anhydrase 12-mediated CO2 hydration preincubated for 10 mins by stopped-flow assay
Measurement: Ki = 10.7 nM (pChEMBL 7.96999979019165)
Descriptors: MW 372.41, ALogP 1.29, HBA 6, HBD 2, PSA 130.3, QED 0.7