(4aS,6aS,6bR,8aR,9R,10S,12aR,14bS)-ethyl 10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

ID: ALA4743833

PubChem CID: 24721023

Max Phase: Preclinical

Molecular Formula: C32H52O4

Molecular Weight: 500.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](O)[C@@](C)(CO)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C32H52O4/c1-8-36-26(35)32-17-15-27(2,3)19-22(32)21-9-10-24-28(4)13-12-25(34)29(5,20-33)23(28)11-14-31(24,7)30(21,6)16-18-32/h9,22-25,33-34H,8,10-20H2,1-7H3/t22-,23+,24+,25-,28-,29-,30+,31+,32-/m0/s1

Standard InChI Key:  BIDWZLRBSOJLMG-PRGPMLBASA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4743833

   ethyl (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.76

Molecular Weight (Monoisotopic): 500.3866

AlogP: 6.68

#Rotatable Bonds: 3

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.82

CX LogD: 5.82

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: 2.94

References

1. Anderson, Orlagh, Beckett, Joseph, Briggs, Carla C., Natrass, Liam A., Cranston, Charles F., Wilkinson, Elizabeth J., Owen, Jack H., Mir Williams, Rhodri, Loukaidis, Angelos, Bouillon, Marc E., Pritchard, Deiniol, Lahmann, Martina, Baird, Mark S., Denny, Paul W..  (2020)  An investigation of the antileishmanial properties of semi-synthetic saponins,  11  (7): [PMID:33479679] [10.1039/d0md00123f]

Source

Source(1):

• Scientific Literature