1-(3-Methylbenzoyl)-5-nitro-1H-indazole-3-carboxylic Acid Ethyl ester

ID: ALA2409456

PubChem CID: 71818692

Max Phase: Preclinical

Molecular Formula: C18H15N3O5

Molecular Weight: 353.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1nn(C(=O)c2cccc(C)c2)c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C18H15N3O5/c1-3-26-18(23)16-14-10-13(21(24)25)7-8-15(14)20(19-16)17(22)12-6-4-5-11(2)9-12/h4-10H,3H2,1-2H3

Standard InChI Key:  XCGFGRFEADLGDR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.7354  -25.4319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7343  -26.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4423  -26.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4405  -25.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1492  -25.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1494  -26.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9307  -26.5084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4161  -25.8395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9316  -25.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9170  -27.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2020  -27.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6172  -27.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6000  -28.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2993  -28.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0153  -28.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277  -27.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3278  -27.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3059  -24.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1222  -24.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5642  -25.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8640  -23.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0269  -25.0238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3193  -25.4325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0267  -24.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3804  -25.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7414  -27.3675    0.0000 C   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
 20 25  1  0
 16 26  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2409456

   Ethyl 1-(3-methylbenzoyl)-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: 353.33

Molecular Weight (Monoisotopic): 353.1012

AlogP: 3.12

#Rotatable Bonds: 4

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: 3.47

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -1.65

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