4-(5-Methyl-2-(4,4,4-trifluorobutyl)-2H-1,2,3-triazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidine

ID: ALA4537821

PubChem CID: 142744326

Max Phase: Preclinical

Molecular Formula: C13H13F3N6

Molecular Weight: 310.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn(CCCC(F)(F)F)nc1-c1ncnc2[nH]ccc12

Standard InChI:  InChI=1S/C13H13F3N6/c1-8-10(11-9-3-5-17-12(9)19-7-18-11)21-22(20-8)6-2-4-13(14,15)16/h3,5,7H,2,4,6H2,1H3,(H,17,18,19)

Standard InChI Key:  GAPKEGFKKBWQLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.4269  -10.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1390  -10.5776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8449  -10.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346   -9.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1224   -8.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4207   -9.3604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6224  -10.4015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6072   -9.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0949   -9.7381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5066   -6.8618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6895   -6.8722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4445   -7.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1121   -8.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7668   -7.6386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2018   -6.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5229   -5.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3359   -5.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6611   -4.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5484   -7.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9561   -3.9359    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4816   -4.3863    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2682   -3.8594    0.0000 F   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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 10 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 15  1  0
 14 19  1  0
  5 13  1  0
 18 20  1  0
 18 21  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537821

   ---

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: 310.28

Molecular Weight (Monoisotopic): 310.1154

AlogP: 2.87

#Rotatable Bonds: 4

Polar Surface Area: 72.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.67

CX Basic pKa: 0.75

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.01

References

1. Lee SM, Yoon KB, Lee HJ, Kim J, Chung YK, Cho WJ, Mukai C, Choi S, Kang KW, Han SY, Ko H, Kim YC..  (2016)  The discovery of 2,5-isomers of triazole-pyrrolopyrimidine as selective Janus kinase 2 (JAK2) inhibitors versus JAK1 and JAK3.,  24  (21): [PMID:27555284] [10.1016/j.bmc.2016.08.008]

Source

Source(1):

• Scientific Literature