2-(1-Benzimidazolyl)benzothiophene

ID: ALA3287385

PubChem CID: 90680843

Max Phase: Preclinical

Molecular Formula: C15H10N2S

Molecular Weight: 250.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2sc(-n3cnc4ccccc43)cc2c1

Standard InChI:  InChI=1S/C15H10N2S/c1-4-8-14-11(5-1)9-15(18-14)17-10-16-12-6-2-3-7-13(12)17/h1-10H

Standard InChI Key:  NUVBNZPAKXQCHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
   11.1036  -17.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6233  -16.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8370  -16.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8311  -17.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6140  -18.0214    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1253  -16.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080  -16.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4023  -17.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1139  -18.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4088  -18.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1952  -17.7844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2009  -16.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4181  -16.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9286  -17.3631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8178  -16.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6520  -15.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8691  -15.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2522  -15.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  1  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  4  9  1  0
  3  6  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 10 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 12 15  1  0
  1 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287385

   1-(1-Benzothiophen-2-yl)benzimidazole

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: 250.33

Molecular Weight (Monoisotopic): 250.0565

AlogP: 4.24

#Rotatable Bonds: 1

Polar Surface Area: 17.82

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.77

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: -1.38

References

1. Hedidi M, Bentabed-Ababsa G, Derdour A, Roisnel T, Dorcet V, Chevallier F, Picot L, Thiéry V, Mongin F..  (2014)  Synthesis of C,N'-linked bis-heterocycles using a deprotometalation-iodination-N-arylation sequence and evaluation of their antiproliferative activity in melanoma cells.,  22  (13): [PMID:24831678] [10.1016/j.bmc.2014.04.028]

Source

Source(1):

• Scientific Literature