SID26755521

ID: ALA1555355

PubChem CID: 2929429

Max Phase: Preclinical

Molecular Formula: C18H17N3O5

Molecular Weight: 355.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=O)NC(c1ccco1)c1cc([N+](=O)[O-])c2cccnc2c1O

Standard InChI:  InChI=1S/C18H17N3O5/c1-10(2)18(23)20-15(14-6-4-8-26-14)12-9-13(21(24)25)11-5-3-7-19-16(11)17(12)22/h3-10,15,22H,1-2H3,(H,20,23)

Standard InChI Key:  YXSQDCUYDOWPHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    0.4890   -1.1394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1564    1.8205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3689    1.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0834    0.0981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    1.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3689    0.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -1.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    0.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2255    0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2255   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4890    0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399    0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4890    1.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3689   -1.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784    1.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3689   -1.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9179    0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9015    2.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765    2.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324    0.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    0.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0
  2 16  1  0
  2 22  1  0
  3  6  1  0
  4  6  2  0
  5 21  2  0
  6 13  1  0
  7 10  2  0
  7 19  1  0
  8 14  1  0
  8 21  1  0
  9 11  2  0
  9 14  1  0
  9 15  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 17  2  0
 13 15  2  0
 14 16  1  0
 16 18  2  0
 17 20  1  0
 18 23  1  0
 19 20  2  0
 21 24  1  0
 22 23  2  0
 24 25  1  0
 24 26  1  0
M  CHG  2   3  -1   6   1
M  END

Alternative Forms

1. Parent:

   

   ALA1555355

   N-[furan-2-yl-(8-hydroxy-5-nitroquinolin-7-yl)methyl]-2-methylpropanamide

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: 355.35

Molecular Weight (Monoisotopic): 355.1168

AlogP: 3.30

#Rotatable Bonds: 5

Polar Surface Area: 118.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.54

CX Basic pKa: 1.54

CX LogP: 2.80

CX LogD: 2.20

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.18

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays