SID24838172

ID: ALA3197141

PubChem CID: 135520062

Max Phase: Preclinical

Molecular Formula: C20H19N3O4

Molecular Weight: 365.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N/N=C/c2ccc(O)c(O)c2O)c(C)n1-c1ccccc1

Standard InChI:  InChI=1S/C20H19N3O4/c1-12-10-16(13(2)23(12)15-6-4-3-5-7-15)20(27)22-21-11-14-8-9-17(24)19(26)18(14)25/h3-11,24-26H,1-2H3,(H,22,27)/b21-11+

Standard InChI Key:  PAOMXTMEGYGJOW-SRZZPIQSSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    6.4969    0.4591    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
   -2.3383    1.3500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1554   -1.9824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2003   -1.4932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8990   -0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1517   -0.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8003   -1.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4054   -3.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6479   -1.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9382   -2.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990   -0.7409    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
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3562   -0.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4326   -3.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3942    0.3076    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
    9.8935   -4.3777    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
    2.6003   -1.4977    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
   13.8556   -0.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9320   -3.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6435   -1.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  2  0
  2 15  1  0
  3 16  1  0
  4 20  1  0
  5  8  1  0
  5 10  1  0
  5 11  1  0
  6  7  1  0
  6 13  1  0
  7 23  2  0
  8  9  2  0
  8 19  1  0
  9 12  1  0
  9 13  1  0
 10 12  2  0
 10 21  1  0
 11 17  2  0
 11 18  1  0
 14 15  1  0
 14 22  2  0
 14 23  1  0
 15 16  2  0
 16 20  1  0
 17 25  1  0
 18 26  2  0
 20 24  2  0
 22 24  1  0
 25 27  2  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3197141

   ---

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: 365.39

Molecular Weight (Monoisotopic): 365.1376

AlogP: 2.97

#Rotatable Bonds: 4

Polar Surface Area: 107.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.54

CX Basic pKa: 1.21

CX LogP: 3.41

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.32

Np Likeness Score: -1.45

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays