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

ID: ALA11725

Chembl Id: CHEMBL11725

PubChem CID: 44267426

Max Phase: Preclinical

Molecular Formula: C28H26N8O6

Molecular Weight: 570.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)NCCc3ccc(NC(=O)c4ccc5[nH]c(NC(=O)OC)nc5c4)cc3)ccc2[nH]1

Standard InChI:  InChI=1S/C28H26N8O6/c1-41-27(39)35-25-31-19-9-5-16(13-21(19)33-25)23(37)29-12-11-15-3-7-18(8-4-15)30-24(38)17-6-10-20-22(14-17)34-26(32-20)36-28(40)42-2/h3-10,13-14H,11-12H2,1-2H3,(H,29,37)(H,30,38)(H2,31,33,35,39)(H2,32,34,36,40)

Standard InChI Key:  RLSUMFLXKSSXCX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA11725

   methyl N-[6-[[4-[2-[[2-(methoxycarbonylamino)-3H-benzimidazole-5-carbonyl]amino]ethyl]phenyl]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: 570.57

Molecular Weight (Monoisotopic): 570.1975

AlogP: 4.02

#Rotatable Bonds: 8

Polar Surface Area: 192.22

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.84

CX Basic pKa: 3.68

CX LogP: 3.81

CX LogD: 3.79

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.16

Np Likeness Score: -0.90

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