3-amino-N-(2-chlorophenyl)-1H-indazole-5-carboxamide

ID: ALA4540569

PubChem CID: 155549631

Max Phase: Preclinical

Molecular Formula: C14H11ClN4O

Molecular Weight: 286.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1n[nH]c2ccc(C(=O)Nc3ccccc3Cl)cc12

Standard InChI:  InChI=1S/C14H11ClN4O/c15-10-3-1-2-4-12(10)17-14(20)8-5-6-11-9(7-8)13(16)19-18-11/h1-7H,(H,17,20)(H3,16,18,19)

Standard InChI Key:  GQHZTWZYZYVKGA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   26.6398   -2.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6387   -3.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3467   -3.9235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0564   -3.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0536   -2.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3450   -2.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7648   -3.9216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4718   -3.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1802   -3.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4705   -2.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1768   -4.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8843   -5.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8804   -3.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5885   -3.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5955   -4.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3761   -4.9761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8516   -4.3097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3648   -3.6517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6106   -2.8724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3465   -4.7407    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 18 19  1  0
  3 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540569

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 286.72

Molecular Weight (Monoisotopic): 286.0621

AlogP: 3.05

#Rotatable Bonds: 2

Polar Surface Area: 83.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.16

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.75

References

1. Egyed A, Bajusz D, Keserű GM..  (2019)  The impact of binding site waters on the activity/selectivity trade-off of Janus kinase 2 (JAK2) inhibitors.,  27  (8): [PMID:30833158] [10.1016/j.bmc.2019.02.029]

Source

Source(1):

• Scientific Literature