Compound: A-77636
SMILES: O1[C@H](C23CC4CC(C2)CC(C3)C4)Cc5c(O)c(O)ccc5[C@@H]1CN
InChIKey: QLJOSZATCBCBDR-DFKUFRTHSA-N
Synonyms: A-77636, 778546-51-3, 8PDA66H6ZI, 1H-2-Benzopyran-5,6-diol, 1-(aminomethyl)-3,4-dihydro-3-tricyclo(3.3.1.13,7)dec-1-yl-, (1R,3S)-, 1H-2-Benzopyran-5,6-diol, 1-(aminomethyl)-3,4-dihydro-3-tricyclo(3.3.1.13,7)dec-1-yl-, (1R-cis), RefChem:1049458, (1R,3S)-1-(Aminomethyl)-3,4-dihydro-3-tricyclo(3.3.1.13,7)dec-1-yl-1H-2-benzopyran-5,6-diol, A 77636, UNII-8PDA66H6ZI, (1R,3S)-3-(1-adamantyl)-1-(aminomethyl)-3,4-dihydro-1H-isochromene-5,6-diol, CHEMBL291143, A77636, MLS001056780, (1R,3S)-3-(Adamantan-1-yl)-1-(aminomethyl)isochromane-5,6-diol, (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol, (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-isochromene-5,6-diol, 3-(1'-Adamantyl)-1-aminomethyl-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrochloride, SMR000326988, NCGC00015025-01, Tocris-1701, Lopac-A-255, Biomol-NT_000065, Lopac0_000129, BPBio1_001355, GTPL9637, orb1944491, SCHEMBL1081313, DTXSID1043887, SCHEMBL20785596, BDBM65550, CHEBI:64080, cid_6603703, cid_9951033, QLJOSZATCBCBDR-DFKUFRTHSA-N, BDBM50033116, CCG-204224, SDCCGSBI-0050117.P002, (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-2-benzopyran-5,6-diol, NCGC00025265-01, NCGC00025265-02, NCGC00025265-03, NCGC00025265-04, NCGC00025265-07, G3O, PD007559, PD119564, HY-141496, CS-0173590, SR-01000778309, Q4646883, SR-01000778309-2, BRD-K24396733-001-01-1, BRD-K72226571-003-01-2, (1R,3S)-3-(1-adamantyl)-1-(aminomethyl)isochroman-5,6-diol, (1R,3S)-3-Adamantan-1-yl-1-aminomethyl-isochroman-5,6-diol, (1R,3S)-3-(1-adamantyl)-1-(aminomethyl)isochroman-5,6-diol;hydrochloride, (1R,3S)-3-(1-adamantyl)-1-(aminomethyl)-3,4-dihydro-1H-2-benzopyran-5,6-diol;hydrochloride
Theoretical properties:
molecular_formula: C20H27NO3
molecular_weight: 329.4 g/mol
exact_mass: 329.19909372 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 24
topological_polar_surface_area: 75.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol is an isochromene that is 3,4-dihydroisochromene-5,6-diol bearing additional aminomethyl and 1-adamantyl substituents at positions 1 and 3 respectively (the 1R,3S-diastereomer). Potent and selective dopamine D1-like receptor agonist (pEC50 values are 8.97 and < 5 for D1-like and D2-like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo. It has a role as an antiparkinson drug and a dopamine agonist. It is a member of catechols, a member of isochromenes, a primary amino compound and a member of adamantanes. It is a conjugate base of a (1R,3S)-3-(adamantan-1-yl)-1-(ammoniomethyl)-3,4-dihydroisochromene-5,6-diol(1+).", "chebi": "An isochromene that is 3,4-dihydroisochromene-5,6-diol bearing additional aminomethyl and 1-adamantyl substituents at positions 1 and 3 respectively (the 1<i>R</i>,3<i>S</i>-diastereomer). Potent and selective dopamine D<small><sub>1</sub></small>-like receptor agonist (pEC50 values are 8.97 and < 5 for D<small><sub>1</sub></small>-like and D<small><sub>2</sub></small>-like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo.", "chembl": "Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "A-77636 is a synthetic drug which acts as a selective D1 receptor full agonist. It has nootropic, anorectic, rewarding and antiparkinsonian effects in animal studies, but its high potency and long duration of action causes D1 receptor downregulation and tachyphylaxis, and unlike other D1 full agonists such as SKF-82,958, it does not produce place preference in animals. A-77636 partially substituted for cocaine in animal studies, and has been suggested for use as a possible substitute drug in treating addiction, but it is better known for its use in studying the role of D1 receptors in the brain."}