ATRACTYLOSIDE POTASSIUM

ID: ALA3138719

PubChem CID: 76322317

Max Phase: Preclinical

Molecular Formula: C30H44K2O16S2

Molecular Weight: 726.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C2CC[C@H]3[C@]4(C)C[C@H](O[C@H]5O[C@H](CO)[C@@H](OS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@H]5OC(=O)CC(C)C)C[C@@H](C(=O)O)[C@H]4CC[C@]3(C2)[C@H]1O.[K+].[K+]

Standard InChI:  InChI=1S/C30H46O16S2.2K/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17;;/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41);;/q;2*+1/p-2/t16?,17-,18-,19-,20-,21+,23-,24+,25-,26+,28+,29-,30-;;/m1../s1

Standard InChI Key:  IUCNQFHEWLYECJ-BCPVRSIGSA-L

Molfile:  

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M  CHG  4   1   1  47  -1  49  -1  52   1
M  END

Molecule Features

Natural Product: Yes

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: 726.82

Molecular Weight (Monoisotopic): 726.2227

AlogP: 1.67

#Rotatable Bonds: 11

Polar Surface Area: 249.72

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.29

CX Basic pKa: ┄

CX LogP: -1.69

CX LogD: -5.95

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.09

Np Likeness Score: 2.44

References

1. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

Source

Source(1):

• Scientific Literature