5-(4-Ethyl-3,5-dimethoxy-benzyl)-pyrimidine-2,4-diamine

ID: ALA174433

Chembl Id: CHEMBL174433

Cas Number: 78026-01-4

PubChem CID: 12752296

Max Phase: Preclinical

Molecular Formula: C15H20N4O2

Molecular Weight: 288.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(OC)cc(Cc2cnc(N)nc2N)cc1OC

Standard InChI:  InChI=1S/C15H20N4O2/c1-4-11-12(20-2)6-9(7-13(11)21-3)5-10-8-18-15(17)19-14(10)16/h6-8H,4-5H2,1-3H3,(H4,16,17,18,19)

Standard InChI Key:  WQVWSMYEWXVIGC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA174433

   5-[(4-Ethyl-3,5-dimethoxyphenyl)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: 288.35

Molecular Weight (Monoisotopic): 288.1586

AlogP: 1.81

#Rotatable Bonds: 5

Polar Surface Area: 96.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.40

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.87

Np Likeness Score: 0.01

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