4-nitro-2-[(4-phenyl-6-p-tolyl-pyrimidin-2-yl)-hydrazonomethyl]-phenol

ID: ALA1911378

PubChem CID: 135443155

Max Phase: Preclinical

Molecular Formula: C24H19N5O3

Molecular Weight: 425.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cc(-c3ccccc3)nc(N/N=C/c3cc([N+](=O)[O-])ccc3O)n2)cc1

Standard InChI:  InChI=1S/C24H19N5O3/c1-16-7-9-18(10-8-16)22-14-21(17-5-3-2-4-6-17)26-24(27-22)28-25-15-19-13-20(29(31)32)11-12-23(19)30/h2-15,30H,1H3,(H,26,27,28)/b25-15+

Standard InChI Key:  UGVZCUFTNQCSKG-MFKUBSTISA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   14.2486   -2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2474   -3.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9622   -3.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6787   -3.2352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6758   -2.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9604   -1.9955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5361   -1.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5372   -1.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8235   -0.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1082   -1.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1110   -1.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8253   -2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -4.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2477   -4.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2472   -5.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9621   -6.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6790   -5.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6760   -4.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9630   -6.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3887   -1.9895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3856   -1.1645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6696   -0.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6665    0.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3812    0.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3784    1.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6619    1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9466    1.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9529    0.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2414    0.0583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0941    1.7271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0914    2.5521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8099    1.3170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  0
 16 17  1  0
  8  9  1  0
 17 18  2  0
 18 13  1  0
  3 13  1  0
  4  5  1  0
 16 19  1  0
  9 10  2  0
  5 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 21 22  2  0
  5  6  2  0
 22 23  1  0
 11 12  2  0
 23 24  2  0
 12  7  1  0
 24 25  1  0
  1  7  1  0
 25 26  2  0
  6  1  1  0
 26 27  1  0
  1  2  2  0
 27 28  2  0
 28 23  1  0
 13 14  2  0
 28 29  1  0
  3  4  2  0
 14 15  1  0
  7  8  2  0
 30 31  2  0
 30 32  1  0
 25 30  1  0
M  CHG  2  30   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1911378

   ---

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: 425.45

Molecular Weight (Monoisotopic): 425.1488

AlogP: 5.18

#Rotatable Bonds: 6

Polar Surface Area: 113.54

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.40

CX Basic pKa: 3.54

CX LogP: 6.77

CX LogD: 5.76

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -1.32

References

1. Corradi V, Mancini M, Santucci MA, Carlomagno T, Sanfelice D, Mori M, Vignaroli G, Falchi F, Manetti F, Radi M, Botta M..  (2011)  Computational techniques are valuable tools for the discovery of protein-protein interaction inhibitors: the 14-3-3σ case.,  21  (22): [PMID:21962576] [10.1016/j.bmcl.2011.09.011]

Source

Source(1):

• Scientific Literature