ID: ALA4092420

Max Phase: Preclinical

Molecular Formula: C24H21BrClN5O2S

Molecular Weight: 558.89

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(N)=N\C(=N/S(=O)(=O)c1ccc(Br)cc1)N1CC(c2ccccc2)C(c2ccc(Cl)cc2)=N1

Standard InChI:  InChI=1S/C24H21BrClN5O2S/c1-16(27)28-24(30-34(32,33)21-13-9-19(25)10-14-21)31-15-22(17-5-3-2-4-6-17)23(29-31)18-7-11-20(26)12-8-18/h2-14,22H,15H2,1H3,(H2,27,28,30)

Standard InChI Key:  FWWQASVOENYRCH-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: 558.89

Molecular Weight (Monoisotopic): 557.0288

AlogP: 5.03

#Rotatable Bonds: 4

Polar Surface Area: 100.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 7.85

CX LogP: 4.66

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -0.90

References

1. Iyer MR, Cinar R, Katz A, Gao M, Erdelyi K, Jourdan T, Coffey NJ, Pacher P, Kunos G..  (2017)  Design, Synthesis, and Biological Evaluation of Novel, Non-Brain-Penetrant, Hybrid Cannabinoid CB1R Inverse Agonist/Inducible Nitric Oxide Synthase (iNOS) Inhibitors for the Treatment of Liver Fibrosis.,  60  (3): [PMID:28085283] [10.1021/acs.jmedchem.6b01504]

Source

Source(1):

• Scientific Literature