4-(3-nitrophenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)thiazole

ID: ALA1808693

Max Phase: Preclinical

Molecular Formula: C15H11N5O2S

Molecular Weight: 325.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cccc(-c2csc(N/N=C\c3ccccn3)n2)c1

Standard InChI:  InChI=1S/C15H11N5O2S/c21-20(22)13-6-3-4-11(8-13)14-10-23-15(18-14)19-17-9-12-5-1-2-7-16-12/h1-10H,(H,18,19)/b17-9-

Standard InChI Key:  QQIIECCQLAXVNP-MFOYZWKCSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -4.4973   -6.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4984   -7.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836   -8.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0672   -7.6019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0700   -6.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7854   -6.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3571   -6.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -6.7659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347   -7.5892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9171   -7.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -8.8173    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1464   -9.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473   -8.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1288   -7.7479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1723   -8.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696   -9.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3937   -9.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8164   -8.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089   -7.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5861   -7.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -7.0209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209   -6.2994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6515   -7.0257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
  6  1  1  0
  1  2  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  5  7  1  0
 13 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
 20 15  1  0
  9 10  1  0
 19 21  1  0
 10 11  1  0
  2  3  1  0
 21 22  2  0
 21 23  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1808693

   ---

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: 325.35

Molecular Weight (Monoisotopic): 325.0633

AlogP: 3.56

#Rotatable Bonds: 5

Polar Surface Area: 93.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.98

CX Basic pKa: 3.08

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: -2.52

References

1. Zeng XF, Li WW, Fan HJ, Wang XY, Ji P, Wang ZR, Ma S, Li LL, Ma XF, Yang SY..  (2011)  Discovery of novel fatty acid synthase (FAS) inhibitors based on the structure of ketoaceyl synthase (KS) domain.,  21  (16): [PMID:21752639] [10.1016/j.bmcl.2011.06.075]

Source

Source(1):

• Scientific Literature