Methyl N-[5-({4-[(4-{2-[(methoxycarbonyl)amino]-1H-1,3-benzodiazole-5-amido}benzene)sulfonyl]phenyl}carbamoyl)-1H-1,3-benzodiazol-2-yl]carbamate

ID: ALA11378

Chembl Id: CHEMBL11378

PubChem CID: 44267400

Max Phase: Preclinical

Molecular Formula: C32H26N8O8S

Molecular Weight: 682.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)Nc3ccc(S(=O)(=O)c4ccc(NC(=O)c5ccc6[nH]c(NC(=O)OC)nc6c5)cc4)cc3)ccc2[nH]1

Standard InChI:  InChI=1S/C32H26N8O8S/c1-47-31(43)39-29-35-23-13-3-17(15-25(23)37-29)27(41)33-19-5-9-21(10-6-19)49(45,46)22-11-7-20(8-12-22)34-28(42)18-4-14-24-26(16-18)38-30(36-24)40-32(44)48-2/h3-16H,1-2H3,(H,33,41)(H,34,42)(H2,35,37,39,43)(H2,36,38,40,44)

Standard InChI Key:  QCJXRKCVQMESGY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA11378

   methyl N-[6-[[4-[4-[[2-(methoxycarbonylamino)-3H-benzimidazole-5-carbonyl]amino]phenyl]sulfonylphenyl]carbamoyl]-1H-benzimidazol-2-yl]carbamate

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: 682.68

Molecular Weight (Monoisotopic): 682.1594

AlogP: 5.13

#Rotatable Bonds: 8

Polar Surface Area: 226.36

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 8.76

CX Basic pKa: 3.56

CX LogP: 4.77

CX LogD: 4.75

Aromatic Rings: 6

Heavy Atoms: 49

QED Weighted: 0.12

Np Likeness Score: -0.88

References

1. Kumar S, Seth M, Bhaduri AP, Visen PK, Misra A, Gupta S, Fatima N, Katiyar JC, Chatterjee RK, Sen AB..  (1984)  Syntheses and anthelmintic activity of alkyl 5(6)-(substituted-carbamoyl)- and 5(6)-(disubstituted-carbamoyl)benzimidazole-2-carbamates and related compounds.,  27  (8): [PMID:6540312] [10.1021/jm00374a025]

Source

Source(1):

• Scientific Literature