5-[4-(4-Amino-phenoxy)-3,5-dimethoxy-benzyl]-pyrimidine-2,4-diamine

ID: ALA423434

Chembl Id: CHEMBL423434

PubChem CID: 632637

Max Phase: Preclinical

Molecular Formula: C19H21N5O3

Molecular Weight: 367.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1Oc1ccc(N)cc1

Standard InChI:  InChI=1S/C19H21N5O3/c1-25-15-8-11(7-12-10-23-19(22)24-18(12)21)9-16(26-2)17(15)27-14-5-3-13(20)4-6-14/h3-6,8-10H,7,20H2,1-2H3,(H4,21,22,23,24)

Standard InChI Key:  BAHLFRPSXQSPTQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA423434

   2,4-Diamino-5-[3,5-dimethoxy-4-[p-aminophenoxy]benzyl]pyrimidine

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: 367.41

Molecular Weight (Monoisotopic): 367.1644

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 131.53

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.11

CX LogD: 1.92

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -0.04

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