2,6-Dichloro-9-[[p-(chloromethyl)phenyl]methyl]purine

ID: ALA2262441

PubChem CID: 24204978

Max Phase: Preclinical

Molecular Formula: C13H9Cl3N4

Molecular Weight: 327.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  ClCc1ccc(Cn2cnc3c(Cl)nc(Cl)nc32)cc1

Standard InChI:  InChI=1S/C13H9Cl3N4/c14-5-8-1-3-9(4-2-8)6-20-7-17-10-11(15)18-13(16)19-12(10)20/h1-4,7H,5-6H2

Standard InChI Key:  USHSCIQUGJAAGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   17.3559  -16.6566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6022  -16.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6884  -15.5006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4954  -15.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9079  -14.6146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7329  -14.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1454  -15.3290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7329  -16.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9079  -16.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0754  -14.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2907  -15.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1192  -16.0104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3346  -16.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7215  -15.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8930  -14.9064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6776  -14.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9369  -15.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3238  -15.4163    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.1454  -16.7580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.1454  -13.9001    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  1  9  1  0
  4  9  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  1  0
 14 17  1  0
 10 11  1  0
  3 10  1  0
  8 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2262441

   2,6-Dichloro-9-[[4-(chloromethyl)phenyl]methyl]purine

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: 327.60

Molecular Weight (Monoisotopic): 325.9893

AlogP: 3.92

#Rotatable Bonds: 3

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: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.42

Np Likeness Score: -1.04

References

1. Chen L, Kode N, Murthy D, Phadtare S.  (2005)  N9- and N7-(Chloromethyl Phenymethyl)Chloropurine Derivatives from , '-Dichloroxylenes: Synthesis and Anticancer Activity,  14  (8): [10.1007/s00044-006-0150-6]

Source

Source(1):

• Scientific Literature