(1R,2R,3S,4S)-1-((2R,4aR,4bR,6aR,6bS,8aS,12aS,14bR,16aS)-8a-(hydroxymethyl)-4a,6a,6b,11,11,14b-hexamethyl-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]dioxin-2-yl)pentane-1,2,3,4-tetraol

ID: ALA4761968

PubChem CID: 162660522

Max Phase: Preclinical

Molecular Formula: C36H60O7

Molecular Weight: 604.87

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(CO)CC[C@]54C)[C@@]3(C)CC[C@@H]2O1

Standard InChI:  InChI=1S/C36H60O7/c1-21(38)27(39)28(40)29(41)30-42-20-33(5)24-10-13-35(7)25(32(24,4)12-11-26(33)43-30)9-8-22-23-18-31(2,3)14-16-36(23,19-37)17-15-34(22,35)6/h8,21,23-30,37-41H,9-20H2,1-7H3/t21-,23-,24+,25+,26-,27-,28+,29+,30+,32-,33-,34+,35+,36+/m0/s1

Standard InChI Key:  KIGGBDLFKRRPAE-AVCKFPERSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA4761968

   ---

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: 604.87

Molecular Weight (Monoisotopic): 604.4339

AlogP: 4.97

#Rotatable Bonds: 5

Polar Surface Area: 119.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.22

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.28

Np Likeness Score: 2.70

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