4-chloro-6-(chloromethyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine

ID: ALA2282821

Cas Number: 1354952-35-4

PubChem CID: 54593937

Max Phase: Preclinical

Molecular Formula: C12H8Cl2N4

Molecular Weight: 279.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ClCc1nc(Cl)c2cnn(-c3ccccc3)c2n1

Standard InChI:  InChI=1S/C12H8Cl2N4/c13-6-10-16-11(14)9-7-15-18(12(9)17-10)8-4-2-1-3-5-8/h1-5,7H,6H2

Standard InChI Key:  ZOANCJOAKNNRRG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   23.1315  -28.7425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8474  -28.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8445  -27.4996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1297  -27.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4173  -28.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4185  -27.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6311  -27.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1432  -27.9140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6291  -28.5847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2094  -29.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3840  -29.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9610  -29.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3622  -30.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1908  -30.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6101  -30.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1278  -26.2665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.5619  -28.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5632  -29.5649    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 10  1  0
  4 16  1  0
  2 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282821

   4-chloro-6-(chloromethyl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 279.13

Molecular Weight (Monoisotopic): 278.0126

AlogP: 3.21

#Rotatable Bonds: 2

Polar Surface Area: 43.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.18

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: -2.06

References

1. Devarakonda M, Doonaboina R, Vanga S, Vemu J, Boni S, Mailavaram RP.  (2013)  Synthesis of novel 2-alkyl-4-substituted-amino-pyrazolo[3,4-d]pyrimidines as new leads for anti-bacterial and anti-cancer activity,  22  (3): [10.1007/s00044-012-0084-0]

Source

Source(1):

• Scientific Literature