(2S,3R,4S,5R,6R)-2-((1S,4aS,6S,7R,7aS)-6-acetoxy-4-(methoxycarbonyl)-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yloxy)-6-(propionyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA2238094

Chembl Id: CHEMBL2238094

PubChem CID: 23641543

Max Phase: Preclinical

Molecular Formula: C28H38O15

Molecular Weight: 614.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)OC[C@H]1O[C@@H](O[C@@H]2OC=C(C(=O)OC)[C@H]3C[C@H](OC(C)=O)[C@H](C)[C@@H]23)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C28H38O15/c1-8-21(33)36-11-20-23(39-14(4)30)24(40-15(5)31)25(41-16(6)32)28(42-20)43-27-22-12(2)19(38-13(3)29)9-17(22)18(10-37-27)26(34)35-7/h10,12,17,19-20,22-25,27-28H,8-9,11H2,1-7H3/t12-,17+,19-,20+,22+,23+,24-,25+,27-,28-/m0/s1

Standard InChI Key:  OOVYFGPLIZJODA-GWHDWUAQSA-N

Alternative Forms

1. Parent:

   

   ALA2238094

   methyl (1S,4aS,6S,7R,7aS)-6-acetyloxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(propanoyloxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

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: 614.60

Molecular Weight (Monoisotopic): 614.2211

AlogP: 1.09

#Rotatable Bonds: 10

Polar Surface Area: 185.49

Molecular Species: NEUTRAL

HBA: 15

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.25

Np Likeness Score: 1.83

References

1. Khan M, Garg A, Srivastava SK, Darokar MP.  (2012)  A cytotoxic agent from Strychnos nux-vomica and biological evaluation of its modified analogues,  21  (10): [10.1007/s00044-011-9832-9]

Source

Source(1):

• Scientific Literature