3-amino-N-(2,6-dichlorophenyl)-1H-indazole-5-carboxamide

ID: ALA4555943

PubChem CID: 155557375

Max Phase: Preclinical

Molecular Formula: C14H10Cl2N4O

Molecular Weight: 321.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1n[nH]c2ccc(C(=O)Nc3c(Cl)cccc3Cl)cc12

Standard InChI:  InChI=1S/C14H10Cl2N4O/c15-9-2-1-3-10(16)12(9)18-14(21)7-4-5-11-8(6-7)13(17)20-19-11/h1-6H,(H,18,21)(H3,17,19,20)

Standard InChI Key:  IEYXJSQBMWIACG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    1.1336   -8.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1324   -9.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405   -9.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -9.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5473   -8.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8387   -8.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585   -9.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655   -9.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739   -9.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643   -8.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6706  -10.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3781  -10.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3741   -9.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0822   -9.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0892  -10.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8698  -10.7748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3453  -10.1085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8585   -9.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1044   -8.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8403  -10.5395    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2535   -8.0789    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
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555943

   ---

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: 321.17

Molecular Weight (Monoisotopic): 320.0232

AlogP: 3.70

#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: 3.36

CX LogD: 3.36

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -1.47

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