Methyl 6-chloro-2-({2-[(5-nitrothiazol-2-yl)amino]-2-oxoethyl}thio)-1H-benzimidazole-5-carboxylate

ID: ALA4576576

Chembl Id: CHEMBL4576576

PubChem CID: 155553740

Max Phase: Preclinical

Molecular Formula: C14H10ClN5O5S2

Molecular Weight: 427.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc2nc(SCC(=O)Nc3ncc([N+](=O)[O-])s3)[nH]c2cc1Cl

Standard InChI:  InChI=1S/C14H10ClN5O5S2/c1-25-12(22)6-2-8-9(3-7(6)15)18-14(17-8)26-5-10(21)19-13-16-4-11(27-13)20(23)24/h2-4H,5H2,1H3,(H,17,18)(H,16,19,21)

Standard InChI Key:  BPZPPMXJWIPQSY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4576576

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.85

Molecular Weight (Monoisotopic): 426.9812

AlogP: 3.10

#Rotatable Bonds: 6

Polar Surface Area: 140.11

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.52

CX Basic pKa: 3.08

CX LogP: 3.23

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.26

Np Likeness Score: -2.61

References

1. Velázquez-López JM, Hernández-Campos A, Yépez-Mulia L, Téllez-Valencia A, Flores-Carrillo P, Nieto-Meneses R, Castillo R..  (2016)  Synthesis and trypanocidal activity of novel benzimidazole derivatives.,  26  (17): [PMID:27503677] [10.1016/j.bmcl.2015.08.018]

Source

Source(1):

• Scientific Literature