ID: ALA541821

Max Phase: Preclinical

Molecular Formula: C25H29Cl2NO3

Molecular Weight: 425.96

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cl.O=C(O)[C@H]1CCCN(CCOC/C=C2\c3ccccc3CCc3ccc(Cl)cc32)C1

Standard InChI:  InChI=1S/C25H28ClNO3.ClH/c26-21-10-9-19-8-7-18-4-1-2-6-22(18)23(24(19)16-21)11-14-30-15-13-27-12-3-5-20(17-27)25(28)29;/h1-2,4,6,9-11,16,20H,3,5,7-8,12-15,17H2,(H,28,29);1H/b23-11+;/t20-;/m0./s1

Standard InChI Key:  ITKCOENWTXADBW-RBIVMSNRSA-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: 425.96

Molecular Weight (Monoisotopic): 425.1758

AlogP: 4.68

#Rotatable Bonds: 6

Polar Surface Area: 49.77

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.63

CX Basic pKa: 9.35

CX LogP: 2.58

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -0.67

References

1. Andersen KE, Sørensen JL, Lau J, Lundt BF, Petersen H, Huusfeldt PO, Suzdak PD, Swedberg MD..  (2001)  Synthesis of novel gamma-aminobutyric acid (GABA) uptake inhibitors. 5.(1) Preparation and structure-activity studies of tricyclic analogues of known GABA uptake inhibitors.,  44  (13): [PMID:11405652] [10.1021/jm990513k]

Source

Source(1):

• Scientific Literature