ID: ALA2094282

Max Phase: Preclinical

Molecular Formula: C17H10ClN3O3

Molecular Weight: 339.74

Molecule Type: Small molecule

Representations

Synonyms (1): DNDI1317463
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(Nc1ccc(Cl)c(-c2nc3ncccc3o2)c1)c1ccco1

Standard InChI:  InChI=1S/C17H10ClN3O3/c18-12-6-5-10(20-16(22)14-4-2-8-23-14)9-11(12)17-21-15-13(24-17)3-1-7-19-15/h1-9H,(H,20,22)

Standard InChI Key:  SRIJDRMKAJOZAJ-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: 339.74

Molecular Weight (Monoisotopic): 339.0411

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 81.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.50

CX Basic pKa: 0.60

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.60

Np Likeness Score: -2.20

References

1. Melissa L. Sykes, Jonathan B. Baell, Marcel Kaiser, Eric Chatelain, Danny Ganame, Jean-Robert Ioset, Vicky M Avery. WEHI/Eskitis Trypanosoma b. brucei screening data,  [10.6019/CHEMBL2094269]

2. Ferrins L, Rahmani R, Sykes ML, Jones AJ, Avery VM, Teston E, Almohaywi B, Yin J, Smith J, Hyland C, White KL, Ryan E, Campbell M, Charman SA, Kaiser M, Baell JB..  (2013)  3-(Oxazolo[4,5-b]pyridin-2-yl)anilides as a novel class of potent inhibitors for the kinetoplastid Trypanosoma brucei, the causative agent for human African trypanosomiasis.,  66  [PMID:23831695] [10.1016/j.ejmech.2013.05.007]

3. Tatipaka HB, Gillespie JR, Chatterjee AK, Norcross NR, Hulverson MA, Ranade RM, Nagendar P, Creason SA, McQueen J, Duster NA, Nagle A, Supek F, Molteni V, Wenzler T, Brun R, Glynne R, Buckner FS, Gelb MH..  (2014)  Substituted 2-phenylimidazopyridines: a new class of drug leads for human African trypanosomiasis.,  57  (3): [PMID:24354316] [10.1021/jm401178t]

4. Oukoloff K, Lucero B, Francisco KR, Brunden KR, Ballatore C..  (2019)  1,2,4-Triazolo[1,5-a]pyrimidines in drug design.,  165  [PMID:30703745] [10.1016/j.ejmech.2019.01.027]

Source

Source(2):

• Scientific Literature
• Drugs for Neglected Diseases Initiative (DNDi)