9alpha,10beta-phenyltriazolylartemisinin

ID: ALA456500

Chembl Id: CHEMBL456500

PubChem CID: 44581640

Max Phase: Preclinical

Molecular Formula: C23H29N3O4

Molecular Weight: 411.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 9Alpha,10Beta-Phenyltriazolylartemisinin | CHEMBL456500|9alpha,10beta-phenyltriazolylartemisinin

Canonical SMILES:  C[C@@H]1[C@@H](n2cc(-c3ccccc3)nn2)O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C23H29N3O4/c1-14-9-10-18-15(2)20(26-13-19(24-25-26)16-7-5-4-6-8-16)27-21-23(18)17(14)11-12-22(3,28-21)29-30-23/h4-8,13-15,17-18,20-21H,9-12H2,1-3H3/t14-,15+,17+,18+,20+,21-,22-,23-/m1/s1

Standard InChI Key:  MRWSNVXGNLTHER-XQBSXILRSA-N

Alternative Forms

1. Parent:

   

   ALA456500

   9alpha,10beta-Phenyltriazolylartemisinin

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: 411.50

Molecular Weight (Monoisotopic): 411.2158

AlogP: 4.33

#Rotatable Bonds: 2

Polar Surface Area: 67.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.69

Np Likeness Score: 1.55

References

1. Cho S, Oh S, Um Y, Jung JH, Ham J, Shin WS, Lee S..  (2009)  Synthesis of 10-substituted triazolyl artemisinins possessing anticancer activity via Huisgen 1,3-dipolar cylcoaddition.,  19  (2): [PMID:19081249] [10.1016/j.bmcl.2008.11.067]

2. Gao F, Sun Z, Kong F, Xiao J..  (2020)  Artemisinin-derived hybrids and their anticancer activity.,  188  [PMID:31945642] [10.1016/j.ejmech.2020.112044]

Source

Source(1):

• Scientific Literature