1-(1H-benzo[d]imidazol-2-yl)-3-(5-mercapto-1,3,4-oxadiazol-2-yl)propan-1-one

ID: ALA2335263

PubChem CID: 71480987

Max Phase: Preclinical

Molecular Formula: C12H10N4O2S

Molecular Weight: 274.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCc1nnc(S)o1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C12H10N4O2S/c17-9(5-6-10-15-16-12(19)18-10)11-13-7-3-1-2-4-8(7)14-11/h1-4H,5-6H2,(H,13,14)(H,16,19)

Standard InChI Key:  UIBHAWHRGPMQPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    1.3360   -0.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -1.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0497   -1.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0479   -0.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7633   -0.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7635   -1.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540   -1.5423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0423   -0.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5536   -0.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8673   -0.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2800   -1.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795   -0.1549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050   -1.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5790   -2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3095   -3.0370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9689   -3.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6442   -3.0588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4020   -2.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9554   -4.3577    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2335263

   1-(1H-benzimidazol-2-yl)-3-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)propan-1-one

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: 274.30

Molecular Weight (Monoisotopic): 274.0524

AlogP: 2.05

#Rotatable Bonds: 4

Polar Surface Area: 84.67

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.69

CX Basic pKa: 3.15

CX LogP: 1.10

CX LogD: 0.38

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.56

Np Likeness Score: -1.39

References

1. Husain A, Rashid M, Shaharyar M, Siddiqui AA, Mishra R..  (2013)  Benzimidazole clubbed with triazolo-thiadiazoles and triazolo-thiadiazines: new anticancer agents.,  62  [PMID:23333063] [10.1016/j.ejmech.2012.07.011]

Source

Source(1):

• Scientific Literature