SID24791538

ID: ALA1603056

PubChem CID: 3108612

Max Phase: Preclinical

Molecular Formula: C19H15N3O5

Molecular Weight: 365.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc2ccccc2c1)NNC(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C19H15N3O5/c23-18(12-27-17-10-7-13-3-1-2-4-15(13)11-17)20-21-19(24)14-5-8-16(9-6-14)22(25)26/h1-11H,12H2,(H,20,23)(H,21,24)

Standard InChI Key:  IABFDDNEPOYCSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   -4.3634    2.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    1.4215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813    3.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0668    4.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9345    3.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0668    3.8965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5056    2.6590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2200    2.2465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5069    1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766    2.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0779    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7924    2.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    3.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7911    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7924    1.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0779    1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766    3.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    2.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2213    1.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379    3.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    2.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9345    2.6590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9358    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490    2.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9358    1.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 26  1  0
  2 15  2  0
  3  6  1  0
  4  6  2  0
  5 24  2  0
  6 14  1  0
  7  8  1  0
  7 15  1  0
  8 24  1  0
  9 10  1  0
  9 13  2  0
  9 20  1  0
 10 16  2  0
 10 21  1  0
 11 15  1  0
 11 18  2  0
 11 19  1  0
 12 13  1  0
 12 17  2  0
 14 22  2  0
 14 23  1  0
 16 17  1  0
 18 22  1  0
 19 23  2  0
 20 25  2  0
 21 27  2  0
 24 26  1  0
 25 27  1  0
M  CHG  2   3  -1   6   1
M  END

Alternative Forms

1. Parent:

   

   ALA1603056

   4-Nitro-benzoic acid N'-[2-(naphthalen-2-yloxy)-acetyl]-hydrazide

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: 365.35

Molecular Weight (Monoisotopic): 365.1012

AlogP: 2.59

#Rotatable Bonds: 5

Polar Surface Area: 110.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.57

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.66

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays