(2R,4aR,4bR,6aR,6bS,8aS,12aS,14bR,16aS)-4a,6a,6b,11,11,14b-hexamethyl-2-((1R,2R,3S,4S)-1,2,3,4-tetrahydroxypentyl)-4a,4b,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b,15,16,16a-icosahydro-4H-piceno[3,4-d][1,3]dioxine-8a-carboxylic acid

ID: ALA4758545

PubChem CID: 162656952

Max Phase: Preclinical

Molecular Formula: C36H58O8

Molecular Weight: 618.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](O)[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1OC[C@@]2(C)[C@@H]3CC[C@]4(C)[C@H](CC=C5[C@@H]6CC(C)(C)CC[C@]6(C(=O)O)CC[C@]54C)[C@@]3(C)CC[C@@H]2O1

Standard InChI:  InChI=1S/C36H58O8/c1-20(37)26(38)27(39)28(40)29-43-19-33(5)23-10-13-35(7)24(32(23,4)12-11-25(33)44-29)9-8-21-22-18-31(2,3)14-16-36(22,30(41)42)17-15-34(21,35)6/h8,20,22-29,37-40H,9-19H2,1-7H3,(H,41,42)/t20-,22-,23+,24+,25-,26-,27+,28+,29+,32-,33-,34+,35+,36-/m0/s1

Standard InChI Key:  AUWBWCSTYSRQBF-BKHNGHOOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4758545

   ---

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: 618.85

Molecular Weight (Monoisotopic): 618.4132

AlogP: 5.06

#Rotatable Bonds: 5

Polar Surface Area: 136.68

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.74

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 1.99

Aromatic Rings: ┄

Heavy Atoms: 44

QED Weighted: 0.27

Np Likeness Score: 2.67

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