N6-(3,4,5-Trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine

ID: ALA2382325

Chembl Id: CHEMBL2382325

PubChem CID: 71681035

Max Phase: Preclinical

Molecular Formula: C13H9F3N6

Molecular Weight: 306.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2cc(Nc3cc(F)c(F)c(F)c3)cnc2n1

Standard InChI:  InChI=1S/C13H9F3N6/c14-8-2-5(3-9(15)10(8)16)20-6-1-7-11(17)21-13(18)22-12(7)19-4-6/h1-4,20H,(H4,17,18,19,21,22)

Standard InChI Key:  HYKGQJLFIDTHOT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2382325

   6-N-(3,4,5-trifluorophenyl)pyrido[2,3-d]pyrimidine-2,4,6-triamine

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: 306.25

Molecular Weight (Monoisotopic): 306.0841

AlogP: 2.35

#Rotatable Bonds: 2

Polar Surface Area: 102.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.02

CX LogP: 2.02

CX LogD: 2.02

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -1.38

References

1. Gangjee A, Namjoshi OA, Raghavan S, Queener SF, Kisliuk RL, Cody V..  (2013)  Design, synthesis, and molecular modeling of novel pyrido[2,3-d]pyrimidine analogues as antifolates; application of Buchwald-Hartwig aminations of heterocycles.,  56  (11): [PMID:23627352] [10.1021/jm400086g]

2. Shah K, Queener S, Cody V, Pace J, Gangjee A..  (2019)  Development of substituted pyrido[3,2-d]pyrimidines as potent and selective dihydrofolate reductase inhibitors for pneumocystis pneumonia infection.,  29  (15): [PMID:31176699] [10.1016/j.bmcl.2019.06.004]

Source

Source(1):

• Scientific Literature