2-(2-nitrobenzylideneamino)thiophene-3-carbonitrile

ID: ALA5220393

PubChem CID: 168298507

Max Phase: Preclinical

Molecular Formula: C12H7N3O2S

Molecular Weight: 257.27

Names and Identifiers

Canonical SMILES:  N#Cc1ccsc1/N=C/c1ccccc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C12H7N3O2S/c13-7-9-5-6-18-12(9)14-8-10-3-1-2-4-11(10)15(16)17/h1-6,8H/b14-8+

Standard InChI Key:  JQNUMDRWWFJYIS-RIYZIHGNSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    0.2959   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4185   -0.5814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330   -0.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -0.5043    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0257    0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192    0.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0532    1.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -0.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -0.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -0.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4356   -1.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7258   -1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0099   -1.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241    0.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381    1.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101    1.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  4  3  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  2  0
  8  7  1  0
  8  9  3  0
  1 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 16 11  1  0
 16 17  1  0
 16 18  2  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5220393

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 257.27

Molecular Weight (Monoisotopic): 257.0259

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.48

Np Likeness Score: -2.06

References

1. Duvauchelle V, Meffre P, Benfodda Z..  (2022)  Recent contribution of medicinally active 2-aminothiophenes: A privileged scaffold for drug discovery.,  238  [PMID:35696863] [10.1016/j.ejmech.2022.114502]

Source

Source(1):

• Scientific Literature