4-[3-(2,4-Diamino-5-methyl-pyrido[2,3-d]pyrimidin-6-ylmethyl)-4-methoxy-phenoxy]-butyric acid ethyl ester

ID: ALA189796

Chembl Id: CHEMBL189796

PubChem CID: 6481086

Max Phase: Preclinical

Molecular Formula: C22H27N5O4

Molecular Weight: 425.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)CCCOc1ccc(OC)c(Cc2cnc3nc(N)nc(N)c3c2C)c1

Standard InChI:  InChI=1S/C22H27N5O4/c1-4-30-18(28)6-5-9-31-16-7-8-17(29-3)14(11-16)10-15-12-25-21-19(13(15)2)20(23)26-22(24)27-21/h7-8,11-12H,4-6,9-10H2,1-3H3,(H4,23,24,25,26,27)

Standard InChI Key:  OJXNTDHQQMJPKJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA189796

   Ethyl 4-{3-[(2,4-Diamino-5-Methylpyrido[2,3-D]pyrimidin-6-Yl)methyl]-4-Methoxyphenoxy}butanoate

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: 425.49

Molecular Weight (Monoisotopic): 425.2063

AlogP: 2.82

#Rotatable Bonds: 9

Polar Surface Area: 135.47

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.66

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -0.36

References

1. Chan DC, Fu H, Forsch RA, Queener SF, Rosowsky A..  (2005)  Design, synthesis, and antifolate activity of new analogues of piritrexim and other diaminopyrimidine dihydrofolate reductase inhibitors with omega-carboxyalkoxy or omega-carboxy-1-alkynyl substitution in the side chain.,  48  (13): [PMID:15974594] [10.1021/jm0581718]

Source

Source(1):

• Scientific Literature