2-(1-Benzimidazolyl)benzothiazole

ID: ALA3287387

PubChem CID: 30994080

Max Phase: Preclinical

Molecular Formula: C14H9N3S

Molecular Weight: 251.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2sc(-n3cnc4ccccc43)nc2c1

Standard InChI:  InChI=1S/C14H9N3S/c1-3-7-12-10(5-1)15-9-17(12)14-16-11-6-2-4-8-13(11)18-14/h1-9H

Standard InChI Key:  YNUBUKQZEBMVPY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 21  0  0  0  0  0  0  0  0999 V2000
   11.8103  -16.1355    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.2877  -15.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7953  -14.8006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0136  -15.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0228  -15.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2945  -14.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5847  -15.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5940  -15.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3131  -16.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6050  -16.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3867  -15.8516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3775  -15.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5901  -14.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1127  -15.4533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9844  -14.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8038  -13.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0164  -13.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4095  -13.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  5  9  1  0
  4  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
  2 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3287387

   2-(Benzimidazol-1-yl)-1,3-benzothiazole

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: 251.31

Molecular Weight (Monoisotopic): 251.0517

AlogP: 3.64

#Rotatable Bonds: 1

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.54

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 4

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: -1.93

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