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

ID: ALA263732

Chembl Id: CHEMBL263732

Cas Number: 49845-48-9

PubChem CID: 12752291

Max Phase: Preclinical

Molecular Formula: C14H18N4O2

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1C

Standard InChI:  InChI=1S/C14H18N4O2/c1-8-11(19-2)5-9(6-12(8)20-3)4-10-7-17-14(16)18-13(10)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

Standard InChI Key:  AXLRMDRWQOKEIY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA263732

   5-[(3,5-Dimethoxy-4-methylphenyl)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: 274.32

Molecular Weight (Monoisotopic): 274.1430

AlogP: 1.56

#Rotatable Bonds: 4

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: 1.95

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.88

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