rac-N-(2-Chloro-4-methylphenyl)-2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide

ID: ALA2017637

Chembl Id: CHEMBL2017637

PubChem CID: 68385740

Max Phase: Preclinical

Molecular Formula: C24H22ClN3O2S

Molecular Weight: 451.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2c(SC(C)C(=O)Nc3ccc(C)cc3Cl)nc3ccccc32)cc1

Standard InChI:  InChI=1S/C24H22ClN3O2S/c1-15-8-13-20(19(25)14-15)26-23(29)16(2)31-24-27-21-6-4-5-7-22(21)28(24)17-9-11-18(30-3)12-10-17/h4-14,16H,1-3H3,(H,26,29)

Standard InChI Key:  MSQDURICCQQEMX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2017637

   N-(2-chloro-4-methylphenyl)-2-[1-(4-methoxyphenyl)benzimidazol-2-yl]sulfanylpropanamide

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: 451.98

Molecular Weight (Monoisotopic): 451.1121

AlogP: 6.12

#Rotatable Bonds: 6

Polar Surface Area: 56.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.44

CX Basic pKa: 3.33

CX LogP: 6.58

CX LogD: 6.58

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -2.11

References

1. Sun A, Ndungu JM, Krumm SA, Yoon JJ, Thepchatri P, Natchus M, Plemper RK, Snyder JP..  (2011)  Host-directed Inhibitors of Myxoviruses: Synthesis and in vitro Biochemical Evaluation.,  2  (11): [PMID:22328961] [10.1021/ml200125r]

2. Moore TW, Sana K, Yan D, Krumm SA, Thepchatri P, Snyder JP, Marengo J, Arrendale RF, Prussia AJ, Natchus MG, Liotta DC, Plemper RK, Sun A..  (2013)  Synthesis and Metabolic Studies of Host Directed Inhibitors for Anti Viral Therapy.,  4  (8): [PMID:23956816] [10.1021/ml400166b]

Source

Source(1):

• Scientific Literature