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

ID: ALA4474787

PubChem CID: 142744367

Max Phase: Preclinical

Molecular Formula: C13H14N6

Molecular Weight: 254.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)Cn1nc(C)c(-c2ncnc3[nH]ccc23)n1

Standard InChI:  InChI=1S/C13H14N6/c1-8(2)6-19-17-9(3)11(18-19)12-10-4-5-14-13(10)16-7-15-12/h4-5,7H,1,6H2,2-3H3,(H,14,15,16)

Standard InChI Key:  AGVBYMJWMOKXLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   10.1393  -11.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8520  -11.9129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5532  -11.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5459  -10.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8333  -10.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1279  -10.6966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3351  -11.7390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3183  -10.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8068  -11.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2148   -8.2007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3977   -8.2121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1537   -8.9900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8219   -9.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4759   -8.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9092   -7.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2335   -6.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7408   -6.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0421   -6.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2579   -9.2171    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  1  0
 12 13  2  0
 13 14  1  0
 10 14  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 11 15  1  0
 14 19  1  0
  5 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474787

   ---

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: 254.30

Molecular Weight (Monoisotopic): 254.1280

AlogP: 2.10

#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: 0.82

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: -0.75

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