6-[(2-Methoxy-5-trifluoromethyl-phenylamino)-methyl]-5-methyl-pyrido[2,3-d]pyrimidine-2,4-diamine

ID: ALA281648

Chembl Id: CHEMBL281648

Cas Number: 174654-98-9

PubChem CID: 72509

Max Phase: Preclinical

Molecular Formula: C17H17F3N6O

Molecular Weight: 378.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(F)(F)F)cc1NCc1cnc2nc(N)nc(N)c2c1C

Standard InChI:  InChI=1S/C17H17F3N6O/c1-8-9(7-24-15-13(8)14(21)25-16(22)26-15)6-23-11-5-10(17(18,19)20)3-4-12(11)27-2/h3-5,7,23H,6H2,1-2H3,(H4,21,22,24,25,26)

Standard InChI Key:  XNEOAXKYJADVSI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA281648

   6-[[2-Methoxy-5-(trifluoromethyl)anilino]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: 378.36

Molecular Weight (Monoisotopic): 378.1416

AlogP: 3.14

#Rotatable Bonds: 4

Polar Surface Area: 111.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.70

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.15

References

1. Piper JR, Johnson CA, Krauth CA, Carter RL, Hosmer CA, Queener SF, Borotz SE, Pfefferkorn ER..  (1996)  Lipophilic antifolates as agents against opportunistic infections. 1. Agents superior to trimetrexate and piritrexim against Toxoplasma gondii and Pneumocystis carinii in in vitro evaluations.,  39  (6): [PMID:8632434] [10.1021/jm950760y]

2. Debnath AK..  (2002)  Pharmacophore mapping of a series of 2,4-diamino-5-deazapteridine inhibitors of Mycobacterium avium complex dihydrofolate reductase.,  45  (1): [PMID:11754578] [10.1021/jm010360c]

Source

Source(1):

• Scientific Literature