SID14746281

ID: ALA3197343

PubChem CID: 135446674

Max Phase: Preclinical

Molecular Formula: C23H18N4O7

Molecular Weight: 462.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(O)c(O)c1O)/C(=C/c1ccc([N+](=O)[O-])cc1)NC(=O)c1ccccc1

Standard InChI:  InChI=1S/C23H18N4O7/c28-19-11-8-16(20(29)21(19)30)13-24-26-23(32)18(25-22(31)15-4-2-1-3-5-15)12-14-6-9-17(10-7-14)27(33)34/h1-13,28-30H,(H,25,31)(H,26,32)/b18-12-,24-13+

Standard InChI Key:  KHUBWTYTOXSIPC-SJVSIACESA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383   -1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    5.8560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8484    7.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7174    7.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6661    9.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1873    7.5117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933    3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951    3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6740    8.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1894    6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7894    6.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920    5.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5973    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869    8.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8848    9.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3797    7.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0924    5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7817    7.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3875    6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0768    8.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863   10.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843   10.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5872   12.0128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1853   12.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8867   12.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  2 14  1  0
  3 16  1  0
  4 17  2  0
  5 23  2  0
  6 11  1  0
  7 11  2  0
  8 15  1  0
  8 23  1  0
  9 10  1  0
  9 17  1  0
 10 22  2  0
 11 25  1  0
 12 13  1  0
 12 14  2  0
 13 19  2  0
 13 22  1  0
 14 16  1  0
 15 17  1  0
 15 20  2  0
 16 21  2  0
 18 20  1  0
 18 26  2  0
 18 27  1  0
 19 21  1  0
 23 24  1  0
 24 30  2  0
 24 31  1  0
 25 28  2  0
 25 29  1  0
 26 28  1  0
 27 29  2  0
 30 32  1  0
 31 33  2  0
 32 34  2  0
 33 34  1  0
M  CHG  2   6  -1  11   1
M  END

Alternative Forms

1. Parent:

   

   ALA3197343

   ---

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: 462.42

Molecular Weight (Monoisotopic): 462.1175

AlogP: 2.63

#Rotatable Bonds: 7

Polar Surface Area: 174.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.54

CX Basic pKa: 0.64

CX LogP: 3.01

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.12

Np Likeness Score: -1.10

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays