lovingscience/chembl-v37-raw-activities huggingface dataset:
Compound (SMILES): O=C(Nc1ccccn1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: JTNZJGQXUWUYLM-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 95 nM (pChEMBL 7.019999980926514)
Descriptors: MW 310.29, ALogP 3.06, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1ncccc1F)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: OONRVIPTRXFDFB-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 328.28, ALogP 3.19, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1cc(Cl)ccn1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: WVEHLASNLHISFH-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 42 nM (pChEMBL 7.380000114440918)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): Cc1ccnc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)c1
InChIKey: QGKMOFDGJLSFEZ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 215 nM (pChEMBL 6.670000076293945)
Descriptors: MW 324.31, ALogP 3.36, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1cc(C(F)(F)F)ccn1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: XBWJPFZNCGVCJM-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 1050 nM (pChEMBL 5.980000019073486)
Descriptors: MW 378.29, ALogP 4.07, HBA 5, HBD 1, PSA 77, QED 0.69
Compound (SMILES): O=C(Nc1ccc(Cl)cn1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: IOXXAOZQHIIAFM-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 1080 nM (pChEMBL 5.96999979019165)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): N#Cc1ccc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)nc1
InChIKey: ODQRIPVTAGFKCP-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 335.3, ALogP 2.93, HBA 6, HBD 1, PSA 100.79, QED 0.79
Compound (SMILES): O=C(Nc1cccc(F)n1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: PYTUCSWOMZGAND-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 258 nM (pChEMBL 6.590000152587891)
Descriptors: MW 328.28, ALogP 3.19, HBA 5, HBD 1, PSA 77, QED 0.74
Compound (SMILES): O=C(Nc1cccc(Cl)n1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: XWHLYYMBZGRJKE-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 45 nM (pChEMBL 7.349999904632568)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.73
Compound (SMILES): COc1cccc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)n1
InChIKey: RSEYXRKWBRMVID-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 668 nM (pChEMBL 6.170000076293945)
Descriptors: MW 340.31, ALogP 3.06, HBA 6, HBD 1, PSA 86.23, QED 0.77
Compound (SMILES): O=C(Nc1cccc(C(F)F)n1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: IHADODBCYIFZQM-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 149 nM (pChEMBL 6.829999923706055)
Descriptors: MW 360.3, ALogP 3.99, HBA 5, HBD 1, PSA 77, QED 0.74
Compound (SMILES): O=C(Nc1cccc(C(F)(F)F)n1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: YQPSHBHBNCNNSB-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 2320 nM (pChEMBL 5.630000114440918)
Descriptors: MW 378.29, ALogP 4.07, HBA 5, HBD 1, PSA 77, QED 0.69
Compound (SMILES): O=C(Nc1ccccn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: KLPIAHKPLHLYQO-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 17 nM (pChEMBL 7.769999980926514)
Descriptors: MW 326.74, ALogP 3.57, HBA 5, HBD 1, PSA 77, QED 0.79
Compound (SMILES): O=C(Nc1ncccc1F)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: JONFYKSOZZHLQN-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): O=C(Nc1cc(F)ccn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: LBLUQLJKQZGYIW-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 341 nM (pChEMBL 6.46999979019165)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): O=C(Nc1cc(Cl)ccn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: QOQYGHCQDHENOU-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 169 nM (pChEMBL 6.769999980926514)
Descriptors: MW 361.19, ALogP 4.22, HBA 5, HBD 1, PSA 77, QED 0.75
Compound (SMILES): Cc1ccnc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)c1
InChIKey: UQJIMMAOWKSDDK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 140 nM (pChEMBL 6.849999904632568)
Descriptors: MW 340.77, ALogP 3.88, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): CCc1ccnc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)c1
InChIKey: KVHXWHWQVXJKNK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 4450 nM (pChEMBL 5.349999904632568)
Descriptors: MW 354.8, ALogP 4.13, HBA 5, HBD 1, PSA 77, QED 0.74
Compound (SMILES): O=C(Nc1cc(C(F)(F)F)ccn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: ZERPBBRTSAVHEV-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 4340 nM (pChEMBL 5.360000133514404)
Descriptors: MW 394.74, ALogP 4.59, HBA 5, HBD 1, PSA 77, QED 0.7
Compound (SMILES): O=C(Nc1ccc(Cl)cn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: BSYATLKIQPVDGA-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 103 nM (pChEMBL 6.989999771118164)
Descriptors: MW 361.19, ALogP 4.22, HBA 5, HBD 1, PSA 77, QED 0.75
Compound (SMILES): O=C(Nc1ccc(C(F)(F)F)cn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: ZFACWNWDXKQPJN-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 394.74, ALogP 4.59, HBA 5, HBD 1, PSA 77, QED 0.7
Compound (SMILES): O=C(Nc1cccc(F)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: FCGGFIQFAJSREN-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 < 100 nM (pChEMBL 7)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.73
Compound (SMILES): O=C(Nc1cccc(Cl)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: BUIOHRKCCSCORH-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 1900 nM (pChEMBL 5.71999979019165)
Descriptors: MW 361.19, ALogP 4.22, HBA 5, HBD 1, PSA 77, QED 0.7
Compound (SMILES): Cc1cccc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)n1
InChIKey: ZUOJEWXMTBAQSP-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 4300 nM (pChEMBL 5.369999885559082)
Descriptors: MW 340.77, ALogP 3.88, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): O=C(Nc1cccc(CF)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: AJEKYVPZXSBGDG-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 18 nM (pChEMBL 7.75)
Descriptors: MW 358.76, ALogP 4.04, HBA 5, HBD 1, PSA 77, QED 0.74
Compound (SMILES): O=C(Nc1cccc(C(F)F)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: HDJTXCGDJDPQRD-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 36 nM (pChEMBL 7.440000057220459)
Descriptors: MW 376.75, ALogP 4.51, HBA 5, HBD 1, PSA 77, QED 0.71
Compound (SMILES): O=C(Nc1cccc(C(F)(F)F)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: BVFCQFJNGZMYRJ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 309 nM (pChEMBL 6.510000228881836)
Descriptors: MW 394.74, ALogP 4.59, HBA 5, HBD 1, PSA 77, QED 0.7
Compound (SMILES): COc1cccc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)n1
InChIKey: ABUZOTKQQBPGAC-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Metabotropic Glutamate Receptor Activity Assay: The utility of the compounds in accordance with the present invention as negative allosteric modulators of metabotropic glutamate receptor activity, in particular mGluR5 activity, can be demonstrated by methodology known in the art. Human embryonic kidney (HEK) cells transfected with rat or human mGluR5 were plated in clear bottom assay plates for assay in a Functional Drug Screening System (FDSS). The cells were loaded with a Ca2+-sensitive fluorescent dye (e.g., Fluo-4), and the plates were washed and placed in the FDSS instrument. Test compound was applied to cells 3 seconds after baseline readings were taken. Cells were incubated with the test compounds for 140 seconds and then stimulated with an EC20 concentration of an mGluR5 agonist (e.g., glutamate, 3,5-dihydroxyphenylglycine, or quisqualate); 60-80 seconds later an EC80 concentration of agonist was added and readings taken for an additional 40 seconds. Data were collected at 1 Hz. Negative allosteric modulation of the agonist.
Measurement: IC50 = 51 nM (pChEMBL 7.289999961853027)
Descriptors: MW 356.77, ALogP 3.58, HBA 6, HBD 1, PSA 86.23, QED 0.75
Compound (SMILES): Cc1cc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)ncc1F
InChIKey: HVAOLBZNERELAE-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 3250 nM (pChEMBL 5.489999771118164)
Descriptors: MW 358.76, ALogP 4.02, HBA 5, HBD 1, PSA 77, QED 0.76
Compound (SMILES): Cc1nc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)ccc1F
InChIKey: JZEUSUKNWAQANF-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 50 nM (pChEMBL 7.300000190734863)
Descriptors: MW 358.76, ALogP 4.02, HBA 5, HBD 1, PSA 77, QED 0.76
Compound (SMILES): O=C(Nc1ccc(F)c(CF)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: XHKOODWMHYSQAC-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 145 nM (pChEMBL 6.840000152587891)
Descriptors: MW 376.75, ALogP 4.18, HBA 5, HBD 1, PSA 77, QED 0.72
Compound (SMILES): O=C(Nc1ccc(F)c(C(F)F)n1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: XOKCLCRLSIZRQQ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 502 nM (pChEMBL 6.300000190734863)
Descriptors: MW 394.74, ALogP 4.65, HBA 5, HBD 1, PSA 77, QED 0.68
Compound (SMILES): Cc1ncc(Oc2cc(Cl)cc(C(=O)Nc3ccc(F)cn3)c2)cn1
InChIKey: VXTZFMURPVPGPT-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 4470 nM (pChEMBL 5.349999904632568)
Descriptors: MW 358.76, ALogP 4.02, HBA 5, HBD 1, PSA 77, QED 0.76
Compound (SMILES): Cc1cccc(NC(=O)c2cc(Cl)cc(Oc3cnc(C)nc3)c2)n1
InChIKey: ZSYPUZAOOWEOLM-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 96 nM (pChEMBL 7.019999980926514)
Descriptors: MW 354.8, ALogP 4.19, HBA 5, HBD 1, PSA 77, QED 0.76
Compound (SMILES): O=C(Nc1ccc(F)cn1)c1cc(Cl)cc(Oc2cncc(F)c2)c1
InChIKey: DIPLMIIVEFADBF-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 1300 nM (pChEMBL 5.889999866485596)
Descriptors: MW 361.74, ALogP 4.45, HBA 4, HBD 1, PSA 64.11, QED 0.75
Compound (SMILES): Cc1cccc(NC(=O)c2cc(Cl)cc(Oc3cncc(F)c3)c2)n1
InChIKey: AGDUASOAFRXTRF-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 700 nM (pChEMBL 6.159999847412109)
Descriptors: MW 357.77, ALogP 4.62, HBA 4, HBD 1, PSA 64.11, QED 0.74
Compound (SMILES): N#Cc1cncc(Oc2cc(Cl)cc(C(=O)Nc3ccc(F)cn3)c2)c1
InChIKey: DYWOKTOZNTWQJV-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 1700 nM (pChEMBL 5.769999980926514)
Descriptors: MW 368.76, ALogP 4.19, HBA 5, HBD 1, PSA 87.9, QED 0.75
Compound (SMILES): Cc1cccc(NC(=O)c2cc(Cl)cc(Oc3cncc(C#N)c3)c2)n1
InChIKey: VZMXTLFGRRDTCY-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 10 nM (pChEMBL 8)
Descriptors: MW 364.79, ALogP 4.35, HBA 5, HBD 1, PSA 87.9, QED 0.74
Compound (SMILES): Nc1cc(NC(=O)c2cccc(Cl)c2)cc(Oc2cccnc2)c1
InChIKey: HMXKIYPXDUHHDA-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 284 nM (pChEMBL 6.550000190734863)
Descriptors: MW 339.78, ALogP 4.36, HBA 4, HBD 2, PSA 77.24, QED 0.69
Compound (SMILES): O=C(Nc1cccc(Oc2cccnc2)c1)c1cccc(Cl)c1
InChIKey: YYAZKQIEPQZFBI-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 81 nM (pChEMBL 7.090000152587891)
Descriptors: MW 324.77, ALogP 4.78, HBA 3, HBD 1, PSA 51.22, QED 0.75
Compound (SMILES): O=C(Nc1cccc(Cl)c1)c1cccc(Oc2cccnc2)c1
InChIKey: NVOKGGUUOPGPFH-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 1960 nM (pChEMBL 5.710000038146973)
Descriptors: MW 324.77, ALogP 4.78, HBA 3, HBD 1, PSA 51.22, QED 0.75
Compound (SMILES): Cc1cccc(NC(=O)c2cccc(Oc3cccnc3)c2)c1
InChIKey: YLINOOJZCDKQLS-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 2190 nM (pChEMBL 5.659999847412109)
Descriptors: MW 304.35, ALogP 4.43, HBA 3, HBD 1, PSA 51.22, QED 0.78
Compound (SMILES): O=C(Nc1ccccn1)c1cccc(Oc2cccnc2)c1
InChIKey: RFHWQPYTEWNTJJ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 844 nM (pChEMBL 6.070000171661377)
Descriptors: MW 291.31, ALogP 3.52, HBA 4, HBD 1, PSA 64.11, QED 0.8
Compound (SMILES): O=C(Nc1ccncn1)c1cccc(Oc2cccnc2)c1
InChIKey: JTRCVEHTIBFSFG-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 292.3, ALogP 2.92, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): Cc1cccc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: DUGLCCCEFLLNPV-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 354 nM (pChEMBL 6.449999809265137)
Descriptors: MW 305.34, ALogP 3.83, HBA 4, HBD 1, PSA 64.11, QED 0.8
Compound (SMILES): Cc1cc(NC(=O)c2cccc(Oc3cccnc3)c2)ccn1
InChIKey: UNNZTSJBCZZVBD-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 305.34, ALogP 3.83, HBA 4, HBD 1, PSA 64.11, QED 0.8
Compound (SMILES): CCc1cccc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: LLWSATGKWOAMDC-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 1860 nM (pChEMBL 5.730000019073486)
Descriptors: MW 319.36, ALogP 4.08, HBA 4, HBD 1, PSA 64.11, QED 0.77
Compound (SMILES): COc1cccc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: WJOAZYOOYPDUDK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 3610 nM (pChEMBL 5.440000057220459)
Descriptors: MW 321.34, ALogP 3.53, HBA 5, HBD 1, PSA 73.34, QED 0.78
Compound (SMILES): O=C(Nc1ccc(F)cn1)c1cccc(Oc2cccnc2)c1
InChIKey: CQRRXOMPWJRSMW-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 3780 nM (pChEMBL 5.420000076293945)
Descriptors: MW 309.3, ALogP 3.66, HBA 4, HBD 1, PSA 64.11, QED 0.8
Compound (SMILES): O=C(Nc1nccs1)c1cccc(Oc2cccnc2)c1
InChIKey: QMHYKWFUKHKQCR-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 10000 nM (pChEMBL 5)
Descriptors: MW 297.34, ALogP 3.58, HBA 5, HBD 1, PSA 64.11, QED 0.8
Compound (SMILES): Cc1csc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: ZNLXZOKRZRNBJW-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 772 nM (pChEMBL 6.110000133514404)
Descriptors: MW 311.37, ALogP 3.89, HBA 5, HBD 1, PSA 64.11, QED 0.79
Compound (SMILES): Cc1nsc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: FWHADSJPIUEPFQ-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 312.35, ALogP 3.29, HBA 6, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1nc(C(F)(F)F)cs1)c1cccc(Oc2cccnc2)c1
InChIKey: YSMKZZMJWLWAEA-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 365.34, ALogP 4.6, HBA 5, HBD 1, PSA 64.11, QED 0.73
Compound (SMILES): Cc1nc(NC(=O)c2cccc(Oc3cccnc3)c2)nn1C
InChIKey: MMZXQZIIPHKELX-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 309.33, ALogP 2.56, HBA 6, HBD 1, PSA 81.93, QED 0.8
Compound (SMILES): Cn1cnc(NC(=O)c2cccc(Oc3cccnc3)c2)n1
InChIKey: OXYPKCLVWYGKRK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 > 30000 nM (pChEMBL 4.5229997634887695)
Descriptors: MW 295.3, ALogP 2.25, HBA 6, HBD 1, PSA 81.93, QED 0.8
Compound (SMILES): Cc1csc(NC(=O)c2cccc(Oc3cncnc3)c2)n1
InChIKey: HBQXKBHHJWJRLY-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 205 nM (pChEMBL 6.690000057220459)
Descriptors: MW 312.35, ALogP 3.29, HBA 6, HBD 1, PSA 77, QED 0.8
Compound (SMILES): Cc1csc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)n1
InChIKey: AXVLPJHYYFHCHK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Homo sapiens
UniProt: P41594
Assay: Allosteric modulation of human mGlu5 receptor expressed in HEK cells assessed as effect on glutamate-induced calcium mobilization
Measurement: IC50 = 49 nM (pChEMBL 7.309999942779541)
Descriptors: MW 330.34, ALogP 3.43, HBA 6, HBD 1, PSA 77, QED 0.79
Compound (SMILES): Cc1csc(NC(=O)c2cc(Cl)cc(Oc3cncnc3)c2)n1
InChIKey: JBUDGQFEYJAIBH-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Metabotropic Glutamate Receptor Activity Assay: The utility of the compounds in accordance with the present invention as negative allosteric modulators of metabotropic glutamate receptor activity, in particular mGluR5 activity, can be demonstrated by methodology known in the art. Human embryonic kidney (HEK) cells transfected with rat or human mGluR5 were plated in clear bottom assay plates for assay in a Functional Drug Screening System (FDSS). The cells were loaded with a Ca2+-sensitive fluorescent dye (e.g., Fluo-4), and the plates were washed and placed in the FDSS instrument. Test compound was applied to cells 3 seconds after baseline readings were taken. Cells were incubated with the test compounds for 140 seconds and then stimulated with an EC20 concentration of an mGluR5 agonist (e.g., glutamate, 3,5-dihydroxyphenylglycine, or quisqualate); 60-80 seconds later an EC80 concentration of agonist was added and readings taken for an additional 40 seconds. Data were collected at 1 Hz. Negative allosteric modulation of the agonist.
Measurement: IC50 = 16 nM (pChEMBL 7.800000190734863)
Descriptors: MW 346.8, ALogP 3.94, HBA 6, HBD 1, PSA 77, QED 0.77
Compound (SMILES): Cc1csc(NC(=O)c2cc(Oc3cncnc3)cc(C(F)(F)F)c2)n1
InChIKey: IKDQCWFUKVYOBO-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 283 nM (pChEMBL 6.550000190734863)
Descriptors: MW 380.35, ALogP 4.3, HBA 6, HBD 1, PSA 77, QED 0.73
Compound (SMILES): O=C(Nc1ccc(F)cn1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: WPPUQPQIWFRMGK-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 305 nM (pChEMBL 6.519999980926514)
Descriptors: MW 328.28, ALogP 3.19, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1ccc(F)cn1)c1cc(Cl)cc(Oc2cncnc2)c1
InChIKey: GAENEKJGLXICIO-UHFFFAOYSA-N
Target: Cytochrome P450 3A4 (SINGLE PROTEIN), Homo sapiens
UniProt: P08684
Assay: Inhibition of CYP3A4 in human liver microsomes in presence of NADPH
Measurement: IC50 = 6200 nM (pChEMBL 5.210000038146973)
Descriptors: MW 344.73, ALogP 3.71, HBA 5, HBD 1, PSA 77, QED 0.78
Compound (SMILES): Cc1cc(Oc2cncnc2)cc(C(=O)Nc2ccc(F)cn2)c1
InChIKey: IXRVAEYDHWYODF-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 19 nM (pChEMBL 7.71999979019165)
Descriptors: MW 324.32, ALogP 3.36, HBA 5, HBD 1, PSA 77, QED 0.8
Compound (SMILES): O=C(Nc1ccc(F)cn1)c1cc(Oc2cncnc2)cc(C(F)(F)F)c1
InChIKey: BYYARMUYPWBERE-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 5530 nM (pChEMBL 5.260000228881836)
Descriptors: MW 378.29, ALogP 4.07, HBA 5, HBD 1, PSA 77, QED 0.69
Compound (SMILES): N#Cc1cc(Oc2cncnc2)cc(C(=O)Nc2ccc(F)cn2)c1
InChIKey: DUSPKBHMACRROB-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 318 nM (pChEMBL 6.5)
Descriptors: MW 335.3, ALogP 2.93, HBA 6, HBD 1, PSA 100.79, QED 0.79
Compound (SMILES): O=C(Nc1nccs1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: JRBVPKPLAFJGPW-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 1790 nM (pChEMBL 5.75)
Descriptors: MW 316.32, ALogP 3.12, HBA 6, HBD 1, PSA 77, QED 0.8
Compound (SMILES): CCCc1csc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)n1
InChIKey: GRDXCGZCXXWBFC-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 238 nM (pChEMBL 6.619999885559082)
Descriptors: MW 358.4, ALogP 4.07, HBA 6, HBD 1, PSA 77, QED 0.72
Compound (SMILES): Cc1nc(NC(=O)c2cc(F)cc(Oc3cncnc3)c2)sc1F
InChIKey: ZLESPSYSYGEQOS-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 54 nM (pChEMBL 7.269999980926514)
Descriptors: MW 348.33, ALogP 3.56, HBA 6, HBD 1, PSA 77, QED 0.78
Compound (SMILES): O=C(Nc1nc(CF)cs1)c1cc(F)cc(Oc2cncnc2)c1
InChIKey: REAQGCOITRLVMV-UHFFFAOYSA-N
Target: Metabotropic glutamate receptor 5 (SINGLE PROTEIN), Rattus norvegicus
UniProt: P31424
Assay: Negative allosteric modulation of rat mGlu5 receptor expressed in HEK293A cells assessed as inhibition of glutamate-induced calcium mobilization preincubated for 140 seconds prior to glutamate-stimulation measured after 60 seconds
Measurement: IC50 = 217 nM (pChEMBL 6.659999847412109)
Descriptors: MW 348.33, ALogP 3.59, HBA 6, HBD 1, PSA 77, QED 0.76
Compound (SMILES): O=C1N[C@H]2Cc3ccccc3CN2c2ccccc21
InChIKey: DVRUWQOQMFRZES-OAHLLOKOSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP-1 (unknown origin) after 60 mins by colorimetric assay
Measurement: IC50 = 1920 nM (pChEMBL 5.71999979019165)
Descriptors: MW 250.3, ALogP 2.32, HBA 2, HBD 1, PSA 32.34, QED 0.78
Compound (SMILES): O=C1N[C@@H]2N(Cc3ccccc3C23CCOCC3)c2ccccc21
InChIKey: QTQPAYUBEVRWNK-LJQANCHMSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP-1 (unknown origin) after 60 mins by colorimetric assay
Measurement: IC50 = 1960 nM (pChEMBL 5.710000038146973)
Descriptors: MW 320.39, ALogP 2.82, HBA 3, HBD 1, PSA 41.57, QED 0.81
Compound (SMILES): O=C(CSc1nc2sc3c(c2c(=O)[nH]1)CCC3)N(CCO)CCO
InChIKey: ZJFAWHHRLUODQT-UHFFFAOYSA-N
Target: Poly [ADP-ribose] polymerase 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P09874
Assay: Inhibition of PARP-1 (unknown origin) after 60 mins by colorimetric assay
Measurement: IC50 = 2140 nM (pChEMBL 5.670000076293945)
Descriptors: MW 369.47, ALogP 0.38, HBA 7, HBD 3, PSA 106.52, QED 0.48
Compound (SMILES): Cl.O=C(O)c1cc(Cl)ccc1S[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: IAGGSXOUNLEAJP-CDROLBIXSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 42000 nM (pChEMBL 4.380000114440918)
Descriptors: MW 369.87, ALogP 3.36, HBA 4, HBD 3, PSA 86.63, QED 0.75
Compound (SMILES): Cl.O=C(O)c1cc(Cl)ccc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: HMMNRZUDRPDIQF-CDROLBIXSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 19000 nM (pChEMBL 4.71999979019165)
Descriptors: MW 353.8, ALogP 2.65, HBA 4, HBD 3, PSA 95.86, QED 0.77
Compound (SMILES): Cl.O=C(O)c1c(F)cccc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: DQSVRHYAJQTZIB-CGLRNCBJSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 93000 nM (pChEMBL 4.03000020980835)
Descriptors: MW 337.35, ALogP 2.13, HBA 4, HBD 3, PSA 95.86, QED 0.78
Compound (SMILES): Cl.O=C(O)c1ccccc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: ZFFWOBJIGRPDLM-CBZOTKRNSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 70000 nM (pChEMBL 4.159999847412109)
Descriptors: MW 319.36, ALogP 2, HBA 4, HBD 3, PSA 95.86, QED 0.79
Compound (SMILES): O=C(O)c1ccccc1S[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: VZIZJQPFNOXKGE-OPDFLTKYSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 15000 nM (pChEMBL 4.820000171661377)
Descriptors: MW 335.43, ALogP 2.71, HBA 4, HBD 3, PSA 86.63, QED 0.78
Compound (SMILES): O=C(O)c1ccccc1N[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: CFFVIMKQYLDJRV-OXIQGZBJSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 77000 nM (pChEMBL 4.110000133514404)
Descriptors: MW 318.37, ALogP 2.03, HBA 4, HBD 4, PSA 98.66, QED 0.68
Compound (SMILES): Cl.O=C(O)c1ccccc1C[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: FSVHCMHGRDTUEZ-VDSQZSGCSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 67000 nM (pChEMBL 4.170000076293945)
Descriptors: MW 317.38, ALogP 2.41, HBA 3, HBD 3, PSA 86.63, QED 0.79
Compound (SMILES): Cl.O=C(O)c1cccc(O[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1
InChIKey: JACHQWWAKOTLDP-KXFBXADVSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 44000 nM (pChEMBL 4.360000133514404)
Descriptors: MW 319.36, ALogP 2, HBA 4, HBD 3, PSA 95.86, QED 0.79
Compound (SMILES): O=C(O)c1cccc(S[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1
InChIKey: CMUVUEVCKRSHCG-NEBZKDRISA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 9000 nM (pChEMBL 5.050000190734863)
Descriptors: MW 335.43, ALogP 2.71, HBA 4, HBD 3, PSA 86.63, QED 0.78
Compound (SMILES): O=C(O)c1cccc(N[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1
InChIKey: LOYGCJOVDMBLBZ-NEBZKDRISA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 8000 nM (pChEMBL 5.099999904632568)
Descriptors: MW 318.37, ALogP 2.03, HBA 4, HBD 4, PSA 98.66, QED 0.68
Compound (SMILES): Cl.O=C(O)c1cccc(C[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1
InChIKey: NEEPVEQOYZJCCB-OGKMREIKSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 16000 nM (pChEMBL 4.800000190734863)
Descriptors: MW 317.38, ALogP 2.41, HBA 3, HBD 3, PSA 86.63, QED 0.79
Compound (SMILES): O=C(O)c1ccc(S[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)cc1
InChIKey: HFZASQXIXZTQNF-NEBZKDRISA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 19000 nM (pChEMBL 4.71999979019165)
Descriptors: MW 335.43, ALogP 2.71, HBA 4, HBD 3, PSA 86.63, QED 0.78
Compound (SMILES): Cl.O=C(O)c1ccc(C[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)cc1
InChIKey: STIOOXBUPPTNNL-OGKMREIKSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 3600 nM (pChEMBL 5.440000057220459)
Descriptors: MW 317.38, ALogP 2.41, HBA 3, HBD 3, PSA 86.63, QED 0.79
Compound (SMILES): Cl.O=C(O)c1ccc(-c2ccccc2)cc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: BYAGIHXEDRLXIA-MUZPBVMXSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 8800 nM (pChEMBL 5.059999942779541)
Descriptors: MW 395.46, ALogP 3.66, HBA 4, HBD 3, PSA 95.86, QED 0.72
Compound (SMILES): COc1ccc(C(=O)O)c(O[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1.Cl
InChIKey: NGEVJRORSXGUFY-VGFDZMLQSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 6200 nM (pChEMBL 5.210000038146973)
Descriptors: MW 349.38, ALogP 2, HBA 5, HBD 3, PSA 105.09, QED 0.75
Compound (SMILES): Cc1ccc(C(=O)O)c(O[C@H]2CC[C@H]3CN[C@H](C(=O)O)C[C@H]3C2)c1.Cl
InChIKey: OYHIHXHERNGPOC-AHIVOZEXSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 89000 nM (pChEMBL 4.050000190734863)
Descriptors: MW 333.38, ALogP 2.3, HBA 4, HBD 3, PSA 95.86, QED 0.78
Compound (SMILES): Cl.O=C(O)c1ccc(Cl)cc1S[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: XLLOMMKFJCXDEC-CDROLBIXSA-N
Target: Glutamate receptor 2 (SINGLE PROTEIN), Homo sapiens
UniProt: P42262
Assay: Binding affinity to GluA2 receptor (unknown origin)
Measurement: Ki = 22000 nM (pChEMBL 4.659999847412109)
Descriptors: MW 369.87, ALogP 3.36, HBA 4, HBD 3, PSA 86.63, QED 0.75
Compound (SMILES): Cl.O=C(O)c1ccc(Cl)cc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: PATHOAZWYBQDJE-CDROLBIXSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 2100 nM (pChEMBL 5.679999828338623)
Descriptors: MW 353.8, ALogP 2.65, HBA 4, HBD 3, PSA 95.86, QED 0.77
Compound (SMILES): Cl.O=C(O)c1cc(-c2ccccc2)ccc1O[C@H]1CC[C@H]2CN[C@H](C(=O)O)C[C@H]2C1
InChIKey: LPZWUHMHYZENMT-MUZPBVMXSA-N
Target: Glutamate receptor ionotropic, kainate 1 (SINGLE PROTEIN), Homo sapiens
UniProt: P39086
Assay: Binding affinity to GluK1 receptor (unknown origin)
Measurement: Ki = 11000 nM (pChEMBL 4.960000038146973)
Descriptors: MW 395.45, ALogP 3.66, HBA 4, HBD 3, PSA 95.86, QED 0.72
Compound (SMILES): CCCCCNC(=O)Nc1cc(/C=C/C(=O)NO)ccc1SCCN(CC)CC
InChIKey: HWENGHCULNSUQK-ZRDIBKRKSA-N
Target: Protein deacetylase HDAC6 (SINGLE PROTEIN), Homo sapiens
UniProt: Q9UBN7
Assay: BIOMOL Fluorescent-Based HDAC Assay: The BIOMOL fluorescent-based HDAC activity assay has been applied in In vitro HDACi assay for determination of IC50 values of the compounds of this invention. The assay has been carried out in white 96 well formats according to the BIOMOL's method. In order to optimize the experiment conditions and optinal, the exact concentration range of the Deacetylated Standard (biomol, KI-142) that will vary depending on the flurimeter model, the gain setting and the exact excitation and emission wavelengths used. We recommend diluting some of the standard to a relatively low concentration with Assay Buffer (an appropriate series of Deacetylated Standard dilutions from 20 uM to 0.3125 uM), and Assay Buffer as a time zero to a set of wells on the microtiter plate. Experimental to samples (five dilute groups: 100 uM, 20 uM, 4 uM, 0.8 uM, 0.16 uM) should be compared to a time zero.
Measurement: IC50 = 200 nM (pChEMBL 6.699999809265137)
Descriptors: MW 422.6, ALogP 3.95, HBA 5, HBD 4, PSA 93.7, QED 0.13
Compound (SMILES): NCc1ccc(C(=O)Nc2ccncc2F)cc1-c1cccc(C(=O)OCC2CC2)c1
InChIKey: AIFNSIBLMYXDPH-UHFFFAOYSA-N
Target: Rho-associated protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75116
Assay: Inhibition of ROCK2 (unknown origin) using long S6 kinase peptide as substrate by radiometric assay
Measurement: IC50 = 2.7 nM (pChEMBL 8.569999694824219)
Descriptors: MW 419.46, ALogP 4.17, HBA 5, HBD 2, PSA 94.31, QED 0.56
Compound (SMILES): NCc1ccc(C(=O)Nc2ccncc2)cc1-c1cccc(C(=O)OCc2ccccc2)c1
InChIKey: NYQIHQFOOXJUQJ-UHFFFAOYSA-N
Target: Rho-associated protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75116
Assay: Inhibition of ROCK2 (unknown origin) using long S6 kinase peptide as substrate by radiometric assay
Measurement: IC50 = 45 nM (pChEMBL 7.349999904632568)
Descriptors: MW 437.5, ALogP 4.82, HBA 5, HBD 2, PSA 94.31, QED 0.4
Compound (SMILES): COCCOC(=O)c1cccc(-c2cc(C(=O)Nc3ccncc3)ccc2CN)c1
InChIKey: PLLPNOTWYJGSOE-UHFFFAOYSA-N
Target: Rho-associated protein kinase 2 (SINGLE PROTEIN), Homo sapiens
UniProt: O75116
Assay: Inhibition of ROCK2 (unknown origin) using long S6 kinase peptide as substrate by radiometric assay
Measurement: IC50 = 3.6 nM (pChEMBL 8.4399995803833)
Descriptors: MW 405.45, ALogP 3.26, HBA 6, HBD 2, PSA 103.54, QED 0.44