6-(4-Chloro-3-chloromethyl-benzylamino)-1H-pyrimidine-2,4-dione

ID: ALA435556

PubChem CID: 44391321

Max Phase: Preclinical

Molecular Formula: C12H11Cl2N3O2

Molecular Weight: 300.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(NCc2ccc(Cl)c(CCl)c2)nc(O)n1

Standard InChI:  InChI=1S/C12H11Cl2N3O2/c13-5-8-3-7(1-2-9(8)14)6-15-10-4-11(18)17-12(19)16-10/h1-4H,5-6H2,(H3,15,16,17,18,19)

Standard InChI Key:  WPGHQEGYMBWQQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.0708   -0.5542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833    0.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3625   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3625    0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708    1.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167    0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6458   -0.5625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000   -0.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0708    1.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0167   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0625   -0.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2542   -0.5625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1917   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.8708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  5  1  0
  7 11  2  0
  8  4  1  0
  9 13  2  0
 10  2  1  0
 11 14  1  0
 12  6  1  0
 13 17  1  0
 14 15  1  0
 15  8  1  0
 16  9  1  0
 17 14  2  0
 18  7  1  0
 19 18  1  0
  6  3  2  0
  9  7  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA435556

   6-(4-Chloro-3-chloromethyl-benzylamino)-1H-pyrimidine-2,4-dione

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: 300.14

Molecular Weight (Monoisotopic): 299.0228

AlogP: 2.89

#Rotatable Bonds: 4

Polar Surface Area: 78.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.74

CX Basic pKa: 1.49

CX LogP: 3.70

CX LogD: 3.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.76

Np Likeness Score: -1.35

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