1-Benzyl-6-chloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol

ID: ALA299056

Chembl Id: CHEMBL299056

PubChem CID: 14198596

Max Phase: Preclinical

Molecular Formula: C16H16ClNO

Molecular Weight: 273.76

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CN1Cc2cc(Cl)c(O)cc2C(c2ccccc2)C1

Standard InChI:  InChI=1S/C16H16ClNO/c1-18-9-12-7-15(17)16(19)8-13(12)14(10-18)11-5-3-2-4-6-11/h2-8,14,19H,9-10H2,1H3

Standard InChI Key:  QMEAXKMTOSHGKG-UHFFFAOYSA-N

Associated Targets(non-human)

Drd1 Dopamine D1 receptor (1900 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Drd2 Dopamine D2 receptor (7893 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Drd1 Dopamine receptors; D1 & D2 (258 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 273.76Molecular Weight (Monoisotopic): 273.0920AlogP: 3.62#Rotatable Bonds: 1
Polar Surface Area: 23.47Molecular Species: NEUTRALHBA: 2HBD: 1
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 7.25CX Basic pKa: 8.36CX LogP: 3.12CX LogD: 3.06
Aromatic Rings: 2Heavy Atoms: 19QED Weighted: 0.86Np Likeness Score: 0.40

References

1. Charifson PS, Wyrick SD, Hoffman AJ, Simmons RM, Bowen JP, McDougald DL, Mailman RB..  (1988)  Synthesis and pharmacological characterization of 1-phenyl-, 4-phenyl-, and 1-benzyl-1,2,3,4-tetrahydroisoquinolines as dopamine receptor ligands.,  31  (10): [PMID:3050089] [10.1021/jm00118a012]
2. Hoffman B, Cho SJ, Zheng W, Wyrick S, Nichols DE, Mailman RB, Tropsha A..  (1999)  Quantitative structure-activity relationship modeling of dopamine D(1) antagonists using comparative molecular field analysis, genetic algorithms-partial least-squares, and K nearest neighbor methods.,  42  (17): [PMID:10464009] [10.1021/jm980415j]
3. Minor DL, Wyrick SD, Charifson PS, Watts VJ, Nichols DE, Mailman RB..  (1994)  Synthesis and molecular modeling of 1-phenyl-1,2,3,4-tetrahydroisoquinolines and related 5,6,8,9-tetrahydro-13bH-dibenzo[a,h]quinolizines as D1 dopamine antagonists.,  37  (25): [PMID:7996543] [10.1021/jm00051a008]

Source