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

ID: ALA300778

Chembl Id: CHEMBL300778

PubChem CID: 14198600

Max Phase: Preclinical

Molecular Formula: C18H20ClNO

Molecular Weight: 301.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CCc2cc(Cl)c(O)cc2C1c1ccccc1

Standard InChI:  InChI=1S/C18H20ClNO/c1-2-9-20-10-8-14-11-16(19)17(21)12-15(14)18(20)13-6-4-3-5-7-13/h3-7,11-12,18,21H,2,8-10H2,1H3

Standard InChI Key:  UCVFZVSEYSSSHP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA300778

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

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: 301.82

Molecular Weight (Monoisotopic): 301.1233

AlogP: 4.40

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.32

CX Basic pKa: 7.41

CX LogP: 4.47

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: -0.31

References

1. 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]

2. 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

Source(1):

• Scientific Literature