(1-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1H-1,2,3-triazol-4-yl)methyl ((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl) glutarate

ID: ALA5272768

Chembl Id: CHEMBL5272768

Max Phase: Preclinical

Molecular Formula: C33H45N5O12

Molecular Weight: 703.75

Names and Identifiers

Canonical SMILES:  Cc1cn([C@H]2C[C@H](n3cc(COC(=O)CCCC(=O)O[C@@H]4O[C@@H]5O[C@@]6(C)CC[C@H]7[C@H](C)CC[C@@H]([C@H]4C)[C@@]57OO6)nn3)[C@@H](CO)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C33H45N5O12/c1-17-8-9-22-19(3)29(47-30-33(22)21(17)10-11-32(4,48-30)49-50-33)46-27(41)7-5-6-26(40)44-16-20-14-38(36-35-20)23-12-25(45-24(23)15-39)37-13-18(2)28(42)34-31(37)43/h13-14,17,19,21-25,29-30,39H,5-12,15-16H2,1-4H3,(H,34,42,43)/t17-,19-,21+,22+,23+,24-,25-,29-,30-,32-,33-/m1/s1

Standard InChI Key:  YHPRLDRUEVOMLJ-RLAYJOTESA-N

Alternative Forms

1. Parent:

   

   ALA5272768

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 703.75

Molecular Weight (Monoisotopic): 703.3065

AlogP: 1.92

#Rotatable Bonds: 10

Polar Surface Area: 204.55

Molecular Species: NEUTRAL

HBA: 16

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.27

Np Likeness Score: 1.45

References

1. 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