ID: ALA349832

Max Phase: Preclinical

Molecular Formula: C23H31N3O2

Molecular Weight: 381.52

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1c(C)[nH]c2c1C(=O)CC(CN1CCN(c3ccccc3OC)CC1)C2

Standard InChI:  InChI=1S/C23H31N3O2/c1-4-18-16(2)24-19-13-17(14-21(27)23(18)19)15-25-9-11-26(12-10-25)20-7-5-6-8-22(20)28-3/h5-8,17,24H,4,9-15H2,1-3H3

Standard InChI Key:  WBOSTHWNFSNILI-UHFFFAOYSA-N

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

Properties

Molecular Weight: 381.52

Molecular Weight (Monoisotopic): 381.2416

AlogP: 3.46

#Rotatable Bonds: 5

Polar Surface Area: 48.57

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.76

CX LogP: 3.50

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.86

Np Likeness Score: -0.84

References

1. Brea J, Rodrigo J, Carrieri A, Sanz F, Cadavid MI, Enguix MJ, Villazón M, Mengod G, Caro Y, Masaguer CF, Raviña E, Centeno NB, Carotti A, Loza MI..  (2002)  New serotonin 5-HT(2A), 5-HT(2B), and 5-HT(2C) receptor antagonists: synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo and heterocycloalkanones.,  45  (1): [PMID:11754579] [10.1021/jm011014y]

2. Masaguer CF, Ravina E, Loza I, Fontenla J.  (1997)  New cyclic butyrophenone derivatives in the indole series as potential atypical antipsychotics. A simple and practical synthesis of 6-aminomethyl-tetrahydroindol-4-ones and their affinites for D2 and 5-HT2A receptors,  7  (7): [10.1016/S0960-894X(97)00131-5]

Source

Source(1):

• Scientific Literature