(E)-4-fluoro-2-((4-nitrophenylimino)methyl)phenol

ID: ALA1241045

PubChem CID: 135908104

Max Phase: Preclinical

Molecular Formula: C13H9FN2O3

Molecular Weight: 260.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(/N=C/c2cc(F)ccc2O)cc1

Standard InChI:  InChI=1S/C13H9FN2O3/c14-10-1-6-13(17)9(7-10)8-15-11-2-4-12(5-3-11)16(18)19/h1-8,17H/b15-8+

Standard InChI Key:  TZKDSAJMRJBNSH-OVCLIPMQSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    1.2401  -23.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2390  -24.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9537  -25.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700  -24.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672  -23.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519  -23.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5256  -23.4645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3801  -23.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960  -23.8677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088  -23.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3852  -25.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5231  -23.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2356  -23.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2329  -22.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5119  -22.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8025  -22.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452  -22.2094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9446  -21.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6653  -22.6181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
  4 11  1  0
  5  6  2  0
 10 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  1  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 10  1  0
  5  8  1  0
 14 17  1  0
  8  9  2  0
 17 18  2  0
 17 19  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1241045

   ---

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: 260.22

Molecular Weight (Monoisotopic): 260.0597

AlogP: 3.19

#Rotatable Bonds: 3

Polar Surface Area: 75.73

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.08

CX Basic pKa: 0.13

CX LogP: 3.63

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.52

Np Likeness Score: -1.61

References

1. Shi L, Fang RQ, Zhu ZW, Yang Y, Cheng K, Zhong WQ, Zhu HL..  (2010)  Design and synthesis of potent inhibitors of beta-ketoacyl-acyl carrier protein synthase III (FabH) as potential antibacterial agents.,  45  (9): [PMID:20557983] [10.1016/j.ejmech.2010.05.033]

Source

Source(1):

• Scientific Literature