1-Benzoyl-5-nitro-1H-indazole-3-carboxylic Acid Methyl Ester

ID: ALA2409451

PubChem CID: 71818688

Max Phase: Preclinical

Molecular Formula: C16H11N3O5

Molecular Weight: 325.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1nn(C(=O)c2ccccc2)c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C16H11N3O5/c1-24-16(21)14-12-9-11(19(22)23)7-8-13(12)18(17-14)15(20)10-5-3-2-4-6-10/h2-9H,1H3

Standard InChI Key:  DGCKICNEBFFWGE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    3.6347   -3.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6335   -4.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3416   -4.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3398   -3.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0484   -3.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0487   -4.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8299   -4.6671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -3.9983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8309   -3.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8163   -5.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1012   -5.8783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5164   -5.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4993   -6.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1986   -7.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9146   -6.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9269   -5.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2270   -5.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -2.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0214   -2.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4634   -3.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7632   -1.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9262   -3.1825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2185   -3.5912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260   -2.3653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 22 23  2  0
 22 24  1  0
  1 22  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2409451

   Methyl 1-benzoyl-5-nitroindazole-3-carboxylate

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: 325.28

Molecular Weight (Monoisotopic): 325.0699

AlogP: 2.42

#Rotatable Bonds: 3

Polar Surface Area: 104.33

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.42

Np Likeness Score: -1.34

References

1. Crocetti L, Schepetkin IA, Cilibrizzi A, Graziano A, Vergelli C, Giomi D, Khlebnikov AI, Quinn MT, Giovannoni MP..  (2013)  Optimization of N-benzoylindazole derivatives as inhibitors of human neutrophil elastase.,  56  (15): [PMID:23844670] [10.1021/jm400742j]

Source

Source(1):

• Scientific Literature