2-Amino-3-phenyl-propionic acid 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)-butyl ester

ID: ALA173438

Chembl Id: CHEMBL173438

PubChem CID: 44384571

Max Phase: Preclinical

Molecular Formula: C36H36F3N3O2

Molecular Weight: 599.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1ccccc1)C(=O)OC(CCCN1CC[C@@H]2C(C1)c1cc(F)ccc1N2c1ccc(F)cc1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C36H36F3N3O2/c37-26-10-8-25(9-11-26)35(44-36(43)32(40)21-24-5-2-1-3-6-24)7-4-19-41-20-18-34-31(23-41)30-22-28(39)14-17-33(30)42(34)29-15-12-27(38)13-16-29/h1-3,5-6,8-17,22,31-32,34-35H,4,7,18-21,23,40H2/t31?,32?,34-,35?/m1/s1

Standard InChI Key:  NRXLSVZBUARMKR-KUZSPDFBSA-N

Alternative Forms

1. Parent:

   

   ALA173438

   [4-[(4aR)-8-fluoro-5-(4-fluorophenyl)-3,4,4a,9b-tetrahydro-1H-pyrido[4,3-b]indol-2-yl]-1-(4-fluorophenyl)butyl] 2-amino-3-phenylpropanoate

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: 599.70

Molecular Weight (Monoisotopic): 599.2760

AlogP: 7.05

#Rotatable Bonds: 10

Polar Surface Area: 58.80

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.57

CX LogP: 7.15

CX LogD: 5.83

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.20

Np Likeness Score: -0.47

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]

2. 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]

3. 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