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

ID: ALA2409452

PubChem CID: 71818689

Max Phase: Preclinical

Molecular Formula: C17H13N3O5

Molecular Weight: 339.31

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H13N3O5/c1-10-4-3-5-11(8-10)16(21)19-14-7-6-12(20(23)24)9-13(14)15(18-19)17(22)25-2/h3-9H,1-2H3

Standard InChI Key:  WQDQVYGCTAVNKI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    3.6925  -10.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6913  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994  -11.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3976   -9.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062  -10.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1064  -10.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8877  -11.2088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3731  -10.5399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887   -9.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8741  -12.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1590  -12.4200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742  -12.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5570  -13.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2563  -13.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9724  -13.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9847  -12.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2848  -12.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2630   -9.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0792   -9.1092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5212   -9.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210   -8.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6984  -12.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9839   -9.7241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763  -10.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9838   -8.9069    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
 16 22  1  0
 23 24  2  0
 23 25  1  0
  1 23  1  0
M  CHG  2  23   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2409452

   Methyl 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: 339.31

Molecular Weight (Monoisotopic): 339.0855

AlogP: 2.73

#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: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -1.56

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