4-[8-Fluoro-5-(4-fluoro-phenyl)-1,3,4,4a,5,9b-hexahydro-pyrido[4,3-b]indol-2-yl]-1-(4-fluoro-phenyl)-butan-1-ol

ID: ALA172323

Chembl Id: CHEMBL172323

PubChem CID: 44384845

Max Phase: Preclinical

Molecular Formula: C27H27F3N2O

Molecular Weight: 452.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC(CCCN1CC[C@H]2C(C1)c1cc(F)ccc1N2c1ccc(F)cc1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C27H27F3N2O/c28-19-5-3-18(4-6-19)27(33)2-1-14-31-15-13-26-24(17-31)23-16-21(30)9-12-25(23)32(26)22-10-7-20(29)8-11-22/h3-12,16,24,26-27,33H,1-2,13-15,17H2/t24?,26-,27?/m0/s1

Standard InChI Key:  HVWWOIDJLSKQLV-UYYAODIZSA-N

Alternative Forms

1. Parent:

   

   ALA172323

   4-[(4aS)-8-fluoro-5-(4-fluorophenyl)-3,4,4a,9b-tetrahydro-1H-pyrido[4,3-b]indol-2-yl]-1-(4-fluorophenyl)butan-1-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: 452.52

Molecular Weight (Monoisotopic): 452.2075

AlogP: 5.93

#Rotatable Bonds: 6

Polar Surface Area: 26.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.26

CX LogP: 5.40

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -0.73

References

1. Welch WM, Ewing FE, Harbert CA, Weissman A, Koe BK..  (1980)  4a,9b-trans-8-Fluoro-5-(4-fluorophenyl)-2-[4-(4-fluorophenyl)-4-hydroxybutyl]-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole hydrochloride, a new potent neuroleptic.,  23  (8): [PMID:6105220] [10.1021/jm00182a025]

Source

Source(1):

• Scientific Literature