1-(3-(4-amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one

ID: ALA4582632

PubChem CID: 141523776

Max Phase: Preclinical

Molecular Formula: C13H15BrN6O

Molecular Weight: 351.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CCCC(n2nc(Br)c3c(N)ncnc32)C1

Standard InChI:  InChI=1S/C13H15BrN6O/c1-2-9(21)19-5-3-4-8(6-19)20-13-10(11(14)18-20)12(15)16-7-17-13/h2,7-8H,1,3-6H2,(H2,15,16,17)

Standard InChI Key:  MACLJRDGXVTVHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   12.9581   -7.8087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9569   -8.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6650   -9.0372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6632   -7.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3718   -7.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3766   -8.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1610   -8.8781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6410   -8.2092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1532   -7.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6608   -6.5826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4012   -6.7675    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.4181   -9.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8675  -10.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1216  -11.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9213  -11.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4667  -10.5973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2123   -9.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2665  -10.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5209  -11.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8118  -10.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3206  -11.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  9 11  1  0
  7 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582632

   ---

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: 351.21

Molecular Weight (Monoisotopic): 350.0491

AlogP: 1.52

#Rotatable Bonds: 2

Polar Surface Area: 89.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.36

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -0.91

References

1. Yin Y, Chen CJ, Yu RN, Shu L, Zhang TT, Zhang DY..  (2019)  Discovery of novel selective Janus kinase 2 (JAK2) inhibitors bearing a 1H-pyrazolo[3,4-d]pyrimidin-4-amino scaffold.,  27  (8): [PMID:30846405] [10.1016/j.bmc.2019.02.054]

Source

Source(1):

• Scientific Literature