5-[4-(3-Chloro-propoxy)-3,5-dimethoxy-benzyl]-pyrimidine-2,4-diamine

ID: ALA176489

Chembl Id: CHEMBL176489

PubChem CID: 12752267

Max Phase: Preclinical

Molecular Formula: C16H21ClN4O3

Molecular Weight: 352.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OCCCCl

Standard InChI:  InChI=1S/C16H21ClN4O3/c1-22-12-7-10(6-11-9-20-16(19)21-15(11)18)8-13(23-2)14(12)24-5-3-4-17/h7-9H,3-6H2,1-2H3,(H4,18,19,20,21)

Standard InChI Key:  ROAWFYCFJHYCMG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA176489

   5-[[4-(3-Chloropropoxy)-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: 352.82

Molecular Weight (Monoisotopic): 352.1302

AlogP: 2.26

#Rotatable Bonds: 8

Polar Surface Area: 105.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.01

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.55

Np Likeness Score: -0.09

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