6-(5-Iodo-2-methoxy-benzyl)-5-methyl-pyrido[2,3-d]pyrimidine-2,4-diamine

ID: ALA187570

Chembl Id: CHEMBL187570

PubChem CID: 6481091

Max Phase: Preclinical

Molecular Formula: C16H16IN5O

Molecular Weight: 421.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(I)cc1Cc1cnc2nc(N)nc(N)c2c1C

Standard InChI:  InChI=1S/C16H16IN5O/c1-8-10(5-9-6-11(17)3-4-12(9)23-2)7-20-15-13(8)14(18)21-16(19)22-15/h3-4,6-7H,5H2,1-2H3,(H4,18,19,20,21,22)

Standard InChI Key:  CFTCUSCIZZTKPF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA187570

   6-[(5-Iodo-2-methoxyphenyl)methyl]-5-methylpyrido[2,3-d]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: 421.24

Molecular Weight (Monoisotopic): 421.0400

AlogP: 2.70

#Rotatable Bonds: 3

Polar Surface Area: 99.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.66

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.60

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