2-[(4-Fluoro-phenylamino)-methylene]-malononitrile

ID: ALA300157

Cas Number: 195243-31-3

PubChem CID: 4053336

Max Phase: Preclinical

Molecular Formula: C10H6FN3

Molecular Weight: 187.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC(C#N)=CNc1ccc(F)cc1

Standard InChI:  InChI=1S/C10H6FN3/c11-9-1-3-10(4-2-9)14-7-8(5-12)6-13/h1-4,7,14H

Standard InChI Key:  GGDDRIKHWMGNAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.1792   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -6.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -7.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -5.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -8.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -7.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -7.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8917   -7.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -7.8667    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6500   -7.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -8.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -8.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4750   -7.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  3  0
  5  3  3  0
  6  1  2  0
  7  6  1  0
  8  7  1  0
  9 13  2  0
 10  9  1  0
 11  8  1  0
 12  8  2  0
 13 12  1  0
 14 11  2  0
  9 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA300157

   2-[(4-Fluoroanilino)methylene]malononitrile

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: 187.18

Molecular Weight (Monoisotopic): 187.0546

AlogP: 2.17

#Rotatable Bonds: 2

Polar Surface Area: 59.61

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.56

CX LogD: 1.56

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.72

Np Likeness Score: -2.04

References

1. Tewari S, Chauhan P, Bhaduri A, Singh S, Fatma N, Chatterjee R, Srivastava V.  (1997)  1,1-Dicyano-2-substituted ethylenes: A new class of glucose uptake inhibitors in antifilarial chemotherapy,  7  (14): [10.1016/S0960-894X(97)00322-3]

Source

Source(1):

• Scientific Literature