Ethyl 2-(4-chlorophenyl)-1H-benzo[d]imidazole-5-carboxylate

ID: ALA4536622

Cas Number: 1416344-27-8

PubChem CID: 91673681

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O2

Molecular Weight: 300.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc2[nH]c(-c3ccc(Cl)cc3)nc2c1

Standard InChI:  InChI=1S/C16H13ClN2O2/c1-2-21-16(20)11-5-8-13-14(9-11)19-15(18-13)10-3-6-12(17)7-4-10/h3-9H,2H2,1H3,(H,18,19)

Standard InChI Key:  RANXKVQMYZVPHC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   18.2562   -2.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2551   -3.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9631   -3.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6702   -3.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6700   -2.4553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9613   -2.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4485   -2.2022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9299   -2.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4489   -3.5267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5484   -2.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5482   -1.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8408   -2.4593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1330   -2.0508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4254   -2.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7433   -2.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1516   -3.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9680   -3.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3772   -2.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9639   -2.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1489   -2.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1944   -2.8612    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  8  7  2  0
  9  8  1  0
  4  9  1  0
  1 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 15  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536622

   ethyl 2-(4-chlorophenyl)-1H-benzimidazole-5-carboxylate

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: 300.75

Molecular Weight (Monoisotopic): 300.0666

AlogP: 4.06

#Rotatable Bonds: 3

Polar Surface Area: 54.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.76

CX Basic pKa: 3.95

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -1.33

References

1. Yeong KY, Nor Azizi MIH, Berdigaliyev N, Chen WN, Lee WL, Shirazi AN, Parang K..  (2019)  Sirtuin inhibition and anti-cancer activities of ethyl 2-benzimidazole-5-carboxylate derivatives.,  10  (12): [PMID:32904142] [10.1039/C9MD00323A]

Source

Source(1):

• Scientific Literature