6-Chloro-1-phenyl-1,2,3,4-tetrahydro-isoquinolin-7-ol

ID: ALA446396

Chembl Id: CHEMBL446396

PubChem CID: 14198588

Max Phase: Preclinical

Molecular Formula: C15H14ClNO

Molecular Weight: 259.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc2c(cc1Cl)CCNC2c1ccccc1

Standard InChI:  InChI=1S/C15H14ClNO/c16-13-8-11-6-7-17-15(12(11)9-14(13)18)10-4-2-1-3-5-10/h1-5,8-9,15,17-18H,6-7H2

Standard InChI Key:  VXQGSKLYCJFAKI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA446396

   1-Phenyl-6-chloro-7-hydroxy-1,2,3,4-tetrahydroisoquinoline

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 259.74

Molecular Weight (Monoisotopic): 259.0764

AlogP: 3.28

#Rotatable Bonds: 1

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.55

CX Basic pKa: 8.44

CX LogP: 3.12

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: 0.43

References

1. 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]

2. Berenguer I, El Aouad N, Andujar S, Romero V, Suvire F, Freret T, Bermejo A, Ivorra MD, Enriz RD, Boulouard M, Cabedo N, Cortes D..  (2009)  Tetrahydroisoquinolines as dopaminergic ligands: 1-Butyl-7-chloro-6-hydroxy-tetrahydroisoquinoline, a new compound with antidepressant-like activity in mice.,  17  (14): [PMID:19540762] [10.1016/j.bmc.2009.05.079]

Source

Source(1):

• Scientific Literature