TRIDESACETOXYKHIVORIN

ID: ALA3138718

PubChem CID: 76311437

Max Phase: Preclinical

Molecular Formula: C26H36O7

Molecular Weight: 460.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H](O)C[C@H](O)[C@@]2(C)[C@H]3CC[C@]4(C)[C@@H](c5ccoc5)OC(=O)[C@H]5O[C@]54[C@]3(C)[C@H](O)C[C@@H]12

Standard InChI:  InChI=1S/C26H36O7/c1-22(2)15-10-18(29)25(5)14(24(15,4)17(28)11-16(22)27)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)33-20/h7,9,12,14-20,27-29H,6,8,10-11H2,1-5H3/t14-,15+,16-,17+,18-,19-,20-,23-,24+,25+,26-/m1/s1

Standard InChI Key:  MGQUMSFBIYXTTE-KXERNAORSA-N

Molfile:  

     RDKit          2D

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  2  5  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3138718

   (1S,2R,4S,7R,8R,11R,12R,13S,15R,17S,19R)-7-(furan-3-yl)-13,15,19-trihydroxy-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadecan-5-one

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: 460.57

Molecular Weight (Monoisotopic): 460.2461

AlogP: 2.98

#Rotatable Bonds: 1

Polar Surface Area: 112.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 3.21

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