ID: ALA145979

Max Phase: Preclinical

Molecular Formula: C14H12Cl2N6

Molecular Weight: 335.20

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c2cc(CNc3cc(Cl)ccc3Cl)cnc2n1

Standard InChI:  InChI=1S/C14H12Cl2N6/c15-8-1-2-10(16)11(4-8)19-5-7-3-9-12(17)21-14(18)22-13(9)20-6-7/h1-4,6,19H,5H2,(H4,17,18,20,21,22)

Standard InChI Key:  RSPDQFOJWPXTPN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 335.20

Molecular Weight (Monoisotopic): 334.0500

AlogP: 3.11

#Rotatable Bonds: 3

Polar Surface Area: 102.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 2.96

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.45

References

1. Gangjee A, Adair OO, Queener SF..  (2003)  Synthesis and biological evaluation of 2,4-diamino-6-(arylaminomethyl)pyrido[2,3-d]pyrimidines as inhibitors of Pneumocystis carinii and Toxoplasma gondii dihydrofolate reductase and as antiopportunistic infection and antitumor agents.,  46  (23): [PMID:14584957] [10.1021/jm030312n]

2. 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]

3. Buron F, Mérour JY, Akssira M, Guillaumet G, Routier S..  (2015)  Recent advances in the chemistry and biology of pyridopyrimidines.,  95  [PMID:25794791] [10.1016/j.ejmech.2015.03.029]

Source

Source(1):

• Scientific Literature