ID: ALA1288390

Max Phase: Preclinical

Molecular Formula: C46H66ClN3O10

Molecular Weight: 856.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H]1[C@@H](OCCN(CCCNc2ccnc3cc(Cl)ccc23)CCO[C@H]2O[C@@H]3O[C@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)O[C@@H]2O[C@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C46H66ClN3O10/c1-27-8-12-35-29(3)39(53-41-45(35)33(27)14-17-43(5,55-41)57-59-45)51-24-22-50(21-7-19-48-37-16-20-49-38-26-31(47)10-11-32(37)38)23-25-52-40-30(4)36-13-9-28(2)34-15-18-44(6)56-42(54-40)46(34,36)60-58-44/h10-11,16,20,26-30,33-36,39-42H,7-9,12-15,17-19,21-25H2,1-6H3,(H,48,49)/t27-,28-,29-,30-,33+,34+,35+,36+,39+,40+,41-,42-,43+,44+,45-,46-/m1/s1

Standard InChI Key:  DGLWXPQDRLJTLE-XKBQVDFHSA-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: 856.50

Molecular Weight (Monoisotopic): 855.4437

AlogP: 8.44

#Rotatable Bonds: 13

Polar Surface Area: 120.46

Molecular Species: BASE

HBA: 13

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa: 8.71

CX LogP: 8.91

CX LogD: 7.34

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.15

Np Likeness Score: 0.78

References

1. Lombard MC, N'Da DD, Breytenbach JC, Smith PJ, Lategan CA..  (2010)  Artemisinin-quinoline hybrid-dimers: synthesis and in vitro antiplasmodial activity.,  20  (23): [PMID:20971006] [10.1016/j.bmcl.2010.09.130]

2. Patel OPS, Beteck RM, Legoabe LJ..  (2021)  Exploration of artemisinin derivatives and synthetic peroxides in antimalarial drug discovery research.,  213  [PMID:33508479] [10.1016/j.ejmech.2021.113193]

Source

Source(1):

• Scientific Literature