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

ID: ALA4537769

PubChem CID: 155548623

Max Phase: Preclinical

Molecular Formula: C13H11ClN6

Molecular Weight: 286.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1cnc(Nc2cn[nH]c2)nc1Nc1ccccc1

Standard InChI:  InChI=1S/C13H11ClN6/c14-11-8-15-13(19-10-6-16-17-7-10)20-12(11)18-9-4-2-1-3-5-9/h1-8H,(H,16,17)(H2,15,18,19,20)

Standard InChI Key:  VDPHYTKFUFZVHE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   11.4504  -10.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2676  -10.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6762   -9.7159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2676   -9.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4504   -9.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0418   -9.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0418  -11.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4934   -9.7159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9673  -10.7255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9673  -11.5427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7445  -11.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2246  -11.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7445  -10.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9020  -10.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4934  -11.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9020  -11.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7192  -11.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1278  -11.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7192  -10.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6762   -8.3018    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
  8 14  1  0
  4 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537769

   ---

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: 286.73

Molecular Weight (Monoisotopic): 286.0734

AlogP: 3.34

#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: 3.11

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -1.88

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