6-Methylsulfanyl-5-(3,4,5-trimethoxy-benzyl)-pyrimidine-2,4-diamine

ID: ALA150538

Chembl Id: CHEMBL150538

PubChem CID: 12655191

Max Phase: Preclinical

Molecular Formula: C15H20N4O3S

Molecular Weight: 336.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2c(N)nc(N)nc2SC)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H20N4O3S/c1-20-10-6-8(7-11(21-2)12(10)22-3)5-9-13(16)18-15(17)19-14(9)23-4/h6-7H,5H2,1-4H3,(H4,16,17,18,19)

Standard InChI Key:  VEVXEIZWSIBHLL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA150538

   6-Methylsulfanyl-5-[(3,4,5-trimethoxyphenyl)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: 336.42

Molecular Weight (Monoisotopic): 336.1256

AlogP: 1.98

#Rotatable Bonds: 6

Polar Surface Area: 105.51

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.51

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.24

References

1. Roth B, Aig E, Lane K, Rauckman BS..  (1980)  2,4-Diamino-5-benzylpyrimidines as antibacterial agents. 4. 6-Substituted trimethoprim derivatives from phenolic Mannich intermediates. Application to the synthesis of trimethoprim and 3,5-dialkylbenzyl analogues.,  23  (5): [PMID:6991695] [10.1021/jm00179a012]

Source

Source(1):

• Scientific Literature