4-(3,5-difluorophenyl)-1-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]-1H-1,2,3-triazole

ID: ALA515362

Chembl Id: CHEMBL515362

PubChem CID: 44581264

Max Phase: Preclinical

Molecular Formula: C23H27F2N3O4

Molecular Weight: 447.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](n2cc(-c3cc(F)cc(F)c3)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/C23H27F2N3O4/c1-12-4-5-18-13(2)20(28-11-19(26-27-28)14-8-15(24)10-16(25)9-14)29-21-23(18)17(12)6-7-22(3,30-21)31-32-23/h8-13,17-18,20-21H,4-7H2,1-3H3/t12-,13-,17+,18+,20-,21-,22-,23-/m1/s1

Standard InChI Key:  LOFWJVGOAIKYHU-WVQRGOIASA-N

Alternative Forms

1. Parent:

   

   ALA515362

   4-(3,5-difluorophenyl)-1-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]triazole

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: 447.48

Molecular Weight (Monoisotopic): 447.1970

AlogP: 4.60

#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: 5.70

CX LogD: 5.70

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.63

Np Likeness Score: 1.27

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