(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-((3-nitrobenzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA2238090

Chembl Id: CHEMBL2238090

PubChem CID: 23641601

Max Phase: Preclinical

Molecular Formula: C32H37NO17

Molecular Weight: 707.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](COC(=O)c3cccc([N+](=O)[O-])c3)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)[C@@H]2[C@@H](C)[C@@H](OC(C)=O)C[C@H]12

Standard InChI:  InChI=1S/C32H37NO17/c1-14-23(45-15(2)34)11-21-22(30(39)42-6)12-44-31(25(14)21)50-32-28(48-18(5)37)27(47-17(4)36)26(46-16(3)35)24(49-32)13-43-29(38)19-8-7-9-20(10-19)33(40)41/h7-10,12,14,21,23-28,31-32H,11,13H2,1-6H3/t14-,21+,23-,24+,25+,26+,27-,28+,31-,32-/m0/s1

Standard InChI Key:  JJIISGOEUHFNHG-MSRRCFDKSA-N

Alternative Forms

1. Parent:

   

   ALA2238090

   methyl (1S,4aS,6S,7R,7aS)-6-acetyloxy-7-methyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(3-nitrobenzoyl)oxymethyl]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: 707.64

Molecular Weight (Monoisotopic): 707.2061

AlogP: 1.91

#Rotatable Bonds: 11

Polar Surface Area: 228.63

Molecular Species: NEUTRAL

HBA: 17

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.14

Np Likeness Score: 1.20

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