(Z)-4-(3-Amino-4,4,4-trifluorobut-2-enoyl)benzonitrile

ID: ALA2251703

PubChem CID: 44247922

Max Phase: Preclinical

Molecular Formula: C11H7F3N2O

Molecular Weight: 240.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(=O)/C=C(\N)C(F)(F)F)cc1

Standard InChI:  InChI=1S/C11H7F3N2O/c12-11(13,14)10(16)5-9(17)8-3-1-7(6-15)2-4-8/h1-5H,16H2/b10-5-

Standard InChI Key:  SSLBNNYGLVCOJK-YHYXMXQVSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
    2.6626   -3.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9439   -0.8931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081   -2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2341   -2.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3782   -2.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5182   -1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6630   -2.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0900   -1.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9470   -1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053   -2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3770   -2.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9477   -3.7955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0918   -3.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5151   -0.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3692   -1.7167    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6660   -2.9451    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.3659   -2.5341    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
 13  3  2  0
  8  5  1  0
 10  6  1  0
 11 13  1  0
  9  7  1  0
 10  8  2  0
 11  1  1  0
  9  2  1  0
  3 10  1  0
  1 12  3  0
  4  9  2  0
  5 11  2  0
  6 14  2  0
  7 15  1  0
  7 16  1  0
  7 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251703

   4-[(Z)-3-amino-4,4,4-trifluorobut-2-enoyl]benzonitrile

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: 240.18

Molecular Weight (Monoisotopic): 240.0510

AlogP: 2.15

#Rotatable Bonds: 2

Polar Surface Area: 66.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.59

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.64

Np Likeness Score: -0.83

References

1. Gellerman G, Pariente N, Paz Z, Shnaiderman A, Yarden O..  (2009)  Synthesis and antifungal activity of beta-trifluoroalkyl aminovinyl ketone derivatives.,  57  (18): [PMID:19711891] [10.1021/jf902190w]

Source

Source(1):

• Scientific Literature