5-(3,5-Dimethoxy-4-oxiranylmethoxy-benzyl)-pyrimidine-2,4-diamine

ID: ALA173265

Chembl Id: CHEMBL173265

PubChem CID: 12752282

Max Phase: Preclinical

Molecular Formula: C16H20N4O4

Molecular Weight: 332.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OCC1CO1

Standard InChI:  InChI=1S/C16H20N4O4/c1-21-12-4-9(3-10-6-19-16(18)20-15(10)17)5-13(22-2)14(12)24-8-11-7-23-11/h4-6,11H,3,7-8H2,1-2H3,(H4,17,18,19,20)

Standard InChI Key:  WQHJTGZAXBSIPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA173265

   5-[[3,5-Dimethoxy-4-(oxiran-2-ylmethoxy)phenyl]methyl]pyrimidine-2,4-diamine

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: 332.36

Molecular Weight (Monoisotopic): 332.1485

AlogP: 1.03

#Rotatable Bonds: 7

Polar Surface Area: 118.04

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 1.13

CX LogD: 0.94

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: 0.19

References

1. Roth B, Aig E, Rauckman BS, Strelitz JZ, Phillips AP, Ferone R, Bushby SR, Sigel CW..  (1981)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.,  24  (8): [PMID:7035668] [10.1021/jm00140a005]

Source

Source(1):

• Scientific Literature