1-(3-Methylbenzoyl)-1H-indazole-3-carbonitrile

ID: ALA2409450

Cas Number: 1448314-31-5

PubChem CID: 71818549

Max Phase: Preclinical

Molecular Formula: C16H11N3O

Molecular Weight: 261.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)n2nc(C#N)c3ccccc32)c1

Standard InChI:  InChI=1S/C16H11N3O/c1-11-5-4-6-12(9-11)16(20)19-15-8-3-2-7-13(15)14(10-17)18-19/h2-9H,1H3

Standard InChI Key:  KRFSMLDUZFVINX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.1447  -21.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436  -22.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516  -22.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8499  -20.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585  -21.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587  -22.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3400  -22.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8254  -21.6298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3409  -20.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3264  -23.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113  -23.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0265  -23.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093  -24.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7086  -24.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4247  -24.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4370  -23.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7371  -23.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5909  -20.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8430  -19.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1507  -23.1577    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
 18 19  3  0
  9 18  1  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409450

   1-(3-Methylbenzoyl)-1H-indazole-3-carbonitrile

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: 261.28

Molecular Weight (Monoisotopic): 261.0902

AlogP: 2.90

#Rotatable Bonds: 1

Polar Surface Area: 58.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.64

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]

2. Crocetti L, Giovannoni MP, Schepetkin IA, Quinn MT, Khlebnikov AI, Cantini N, Guerrini G, Iacovone A, Teodori E, Vergelli C..  (2018)  1H-pyrrolo[2,3-b]pyridine: A new scaffold for human neutrophil elastase (HNE) inhibitors.,  26  (21): [PMID:30385225] [10.1016/j.bmc.2018.09.034]

Source

Source(1):

• Scientific Literature