ID: ALA87943

Max Phase: Preclinical

Molecular Formula: C24H26FNO2

Molecular Weight: 379.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(c1ccc(F)cc1)C1CCN(CCC2CCc3ccccc3C2=O)CC1

Standard InChI:  InChI=1S/C24H26FNO2/c25-21-9-7-18(8-10-21)23(27)20-12-15-26(16-13-20)14-11-19-6-5-17-3-1-2-4-22(17)24(19)28/h1-4,7-10,19-20H,5-6,11-16H2

Standard InChI Key:  CWYWUEUVHLRQJP-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: 379.48

Molecular Weight (Monoisotopic): 379.1948

AlogP: 4.56

#Rotatable Bonds: 5

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.00

CX LogP: 4.51

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.76

References

1. Fontenla JA, Osuna J, Rosa E, Castro ME, G-Ferreiro T, Loza-García I, Calleja JM, Sanz F, Rodríguez J, Raviña E..  (1994)  Synthesis and atypical antipsychotic profile of some 2-(2-piperidinoethyl)benzocycloalkanones as analogues of butyrophenone.,  37  (16): [PMID:7914540] [10.1021/jm00042a009]

2. Raviña E, Negreira J, Cid J, Masaguer CF, Rosa E, Rivas ME, Fontenla JA, Loza MI, Tristán H, Cadavid MI, Sanz F, Lozoya E, Carotti A, Carrieri A..  (1999)  Conformationally constrained butyrophenones with mixed dopaminergic (D(2)) and serotoninergic (5-HT(2A), 5-HT(2C)) affinities: synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo- and -thienocycloalkanones as putative atypical antipsychotics.,  42  (15): [PMID:10425088] [10.1021/jm981094e]

3. Pastor M, Cruciani G, McLay I, Pickett S, Clementi S..  (2000)  GRid-INdependent descriptors (GRIND): a novel class of alignment-independent three-dimensional molecular descriptors.,  43  (17): [PMID:10966742] [10.1021/jm000941m]

4. 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]

Source

Source(1):

• Scientific Literature