N4-(2-chlorobenzyl)-N2-(1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

ID: ALA4483021

PubChem CID: 155539973

Max Phase: Preclinical

Molecular Formula: C16H14ClN7

Molecular Weight: 339.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccccc1CNc1nc(Nc2cn[nH]c2)nc2[nH]ccc12

Standard InChI:  InChI=1S/C16H14ClN7/c17-13-4-2-1-3-10(13)7-19-15-12-5-6-18-14(12)23-16(24-15)22-11-8-20-21-9-11/h1-6,8-9H,7H2,(H,20,21)(H3,18,19,22,23,24)

Standard InChI Key:  NGTPDNMAUWOFLL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    9.5788   -6.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2819   -6.1390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9928   -6.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0006   -7.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2975   -7.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5866   -7.3710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7704   -6.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7814   -7.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2560   -6.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8679   -6.1515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3053   -8.5904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4372   -4.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2544   -4.0711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5163   -4.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8601   -5.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1940   -4.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6023   -9.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6101   -9.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3210  -10.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3288  -11.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6258  -11.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9149  -11.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9070  -10.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0241   -9.8099    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
  8  9  2  0
  7  9  1  0
  3  7  1  0
  4  8  1  0
  1 10  1  0
  5 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
 10 15  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 19 24  1  0
 11 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483021

   ---

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: 339.79

Molecular Weight (Monoisotopic): 339.0999

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 94.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 5.88

CX LogP: 3.33

CX LogD: 3.32

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.44

Np Likeness Score: -1.97

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