Methyl N-(5-{[2-({2-[(methoxycarbonyl)amino]-1H-1,3-benzodiazol-5-yl}formamido)ethyl]carbamoyl}-1H-1,3-benzodiazol-2-yl)carbamate

ID: ALA430327

Chembl Id: CHEMBL430327

PubChem CID: 44267449

Max Phase: Preclinical

Molecular Formula: C22H22N8O6

Molecular Weight: 494.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)NCCNC(=O)c3ccc4[nH]c(NC(=O)OC)nc4c3)ccc2[nH]1

Standard InChI:  InChI=1S/C22H22N8O6/c1-35-21(33)29-19-25-13-5-3-11(9-15(13)27-19)17(31)23-7-8-24-18(32)12-4-6-14-16(10-12)28-20(26-14)30-22(34)36-2/h3-6,9-10H,7-8H2,1-2H3,(H,23,31)(H,24,32)(H2,25,27,29,33)(H2,26,28,30,34)

Standard InChI Key:  NWTVZRNTFVHUNT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA430327

   methyl N-[6-[2-[[2-(methoxycarbonylamino)-3H-benzimidazole-5-carbonyl]amino]ethylcarbamoyl]-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: 494.47

Molecular Weight (Monoisotopic): 494.1662

AlogP: 1.96

#Rotatable Bonds: 7

Polar Surface Area: 192.22

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.92

CX Basic pKa: 3.77

CX LogP: 1.58

CX LogD: 1.57

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.21

Np Likeness Score: -0.75

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