(5-Phenylcarbamoyl-1H-benzoimidazol-2-yl)-carbamic acid ethyl ester

ID: ALA11486

Chembl Id: CHEMBL11486

PubChem CID: 44267470

Max Phase: Preclinical

Molecular Formula: C17H16N4O3

Molecular Weight: 324.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)Nc1nc2cc(C(=O)Nc3ccccc3)ccc2[nH]1

Standard InChI:  InChI=1S/C17H16N4O3/c1-2-24-17(23)21-16-19-13-9-8-11(10-14(13)20-16)15(22)18-12-6-4-3-5-7-12/h3-10H,2H2,1H3,(H,18,22)(H2,19,20,21,23)

Standard InChI Key:  ZZAUARQCBPBZFY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA11486

   ethyl N-[6-(phenylcarbamoyl)-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: 324.34

Molecular Weight (Monoisotopic): 324.1222

AlogP: 3.38

#Rotatable Bonds: 4

Polar Surface Area: 96.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 3.26

CX LogP: 3.25

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -1.46

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