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

ID: ALA4536348

PubChem CID: 155548109

Max Phase: Preclinical

Molecular Formula: C16H20N6

Molecular Weight: 296.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ncnc3[nH]ccc23)nnn1CC1CCCCC1

Standard InChI:  InChI=1S/C16H20N6/c1-11-14(15-13-7-8-17-16(13)19-10-18-15)20-21-22(11)9-12-5-3-2-4-6-12/h7-8,10,12H,2-6,9H2,1H3,(H,17,18,19)

Standard InChI Key:  AWWYAMYQVBEHRG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    8.9208  -12.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6230  -13.1231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3386  -12.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3519  -11.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6497  -11.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9382  -11.8831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1090  -12.9920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1315  -11.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6024  -12.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0965   -9.4217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2795   -9.4084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0126  -10.1788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6630  -10.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3347  -10.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1092  -10.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5898   -8.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2670   -8.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7608   -7.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4412   -6.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6288   -6.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1371   -7.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4576   -7.9232    0.0000 C   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  2  0
 12 13  1  0
 13 14  2  0
 10 14  1  0
 14 15  1  0
 16 17  1  0
 10 16  1  0
  5 13  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536348

   ---

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: 296.38

Molecular Weight (Monoisotopic): 296.1749

AlogP: 3.11

#Rotatable Bonds: 3

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: 0.85

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -1.18

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