5-Chloro-N4-(4-chlorophenyl)-N2-(1H-pyrazol-4-yl)pyrimidine-2,4-diamine

ID: ALA4474915

PubChem CID: 155537581

Max Phase: Preclinical

Molecular Formula: C13H10Cl2N6

Molecular Weight: 321.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(Nc2nc(Nc3cn[nH]c3)ncc2Cl)cc1

Standard InChI:  InChI=1S/C13H10Cl2N6/c14-8-1-3-9(4-2-8)19-12-11(15)7-16-13(21-12)20-10-5-17-18-6-10/h1-7H,(H,17,18)(H2,16,19,20,21)

Standard InChI Key:  DMOJXGBZEWFHLF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   11.3900  -10.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2072  -10.0023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6158   -9.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2072   -8.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3900   -8.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9814   -9.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9814  -10.7073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4330   -9.2932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9068  -10.2987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9068  -11.1159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6841  -11.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1642  -10.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6841  -10.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8416  -10.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4330  -10.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8416  -11.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6587  -11.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0673  -10.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6587  -10.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0673  -12.1255    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6158   -7.8792    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  1  7  1  0
  3  8  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  9 13  1  0
  7 12  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
 17 20  1  0
  8 14  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474915

   ---

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): 320.0344

AlogP: 3.99

#Rotatable Bonds: 4

Polar Surface Area: 78.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.81

CX Basic pKa: 2.25

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.95

References

1. Liang X, Zang J, Zhu M, Gao Q, Wang B, Xu W, Zhang Y..  (2016)  Design, Synthesis, and Antitumor Evaluation of 4-Amino-(1H)-pyrazole Derivatives as JAKs Inhibitors.,  7  (10): [PMID:27774135] [10.1021/acsmedchemlett.6b00247]

Source

Source(1):

• Scientific Literature