2-(3,4-Dichloro-benzylamino)-1,9-dihydro-purin-6-one

ID: ALA183665

PubChem CID: 135625355

Max Phase: Preclinical

Molecular Formula: C12H9Cl2N5O

Molecular Weight: 310.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1[nH]c(NCc2ccc(Cl)c(Cl)c2)nc2ncnc1-2

Standard InChI:  InChI=1S/C12H9Cl2N5O/c13-7-2-1-6(3-8(7)14)4-15-12-18-10-9(11(20)19-12)16-5-17-10/h1-3,5H,4H2,(H3,15,16,17,18,19,20)

Standard InChI Key:  JSCNOJMNXGDROK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.8708    0.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833    0.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2875    0.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5833   -0.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2875   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9000    1.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583    1.7833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5708    1.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042    0.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1500   -0.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083   -0.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167    0.7583    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -0.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -0.6792    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6875   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  4  1  0
  6  1  2  0
  7  3  1  0
  8  2  2  0
  9  8  1  0
 10 14  2  0
 11  6  1  0
 12  5  1  0
 13 15  2  0
 14 16  1  0
 15 20  1  0
 16 18  1  0
 17 10  1  0
 18 11  1  0
 19 13  1  0
 20 16  2  0
  5  3  2  0
  9  7  2  0
 13 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA183665

   ---

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: 310.14

Molecular Weight (Monoisotopic): 309.0184

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 86.72

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.13

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.00

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.69

Np Likeness Score: -1.19

References

1. Wright GE, Brown NC, Xu WC, Long ZY, Zhi C, Gambino JJ, Barnes MH, Butler MM..  (2005)  Active site directed inhibitors of replication-specific bacterial DNA polymerases.,  15  (3): [PMID:15664846] [10.1016/j.bmcl.2004.11.016]

Source

Source(1):

• Scientific Literature