5-[3,5-Dimethoxy-4-(4-nitro-phenoxy)-benzyl]-pyrimidine-2,4-diamine

ID: ALA367061

Chembl Id: CHEMBL367061

PubChem CID: 633916

Max Phase: Preclinical

Molecular Formula: C19H19N5O5

Molecular Weight: 397.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1Oc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C19H19N5O5/c1-27-15-8-11(7-12-10-22-19(21)23-18(12)20)9-16(28-2)17(15)29-14-5-3-13(4-6-14)24(25)26/h3-6,8-10H,7H2,1-2H3,(H4,20,21,22,23)

Standard InChI Key:  XQQZRZPTLJNMLX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA367061

   2,4-Diamino-5-[3,5-dimethoxy-4-[p-nitrophenoxy]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: 397.39

Molecular Weight (Monoisotopic): 397.1386

AlogP: 2.95

#Rotatable Bonds: 7

Polar Surface Area: 148.65

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.88

CX LogD: 2.69

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.42

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