DIHYDROGEDUNIC ACID, METHYL ESTER

ID: ALA3138714

PubChem CID: 40469808

Max Phase: Preclinical

Molecular Formula: C26H36O8

Molecular Weight: 476.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1OC(=O)[C@H]2O[C@]23[C@@]2(C)[C@H](CC[C@@]13C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1C[C@H]2OC(C)=O

Standard InChI:  InChI=1S/C26H36O8/c1-13(27)32-17-12-15-22(2,3)16(28)9-10-23(15,4)14-8-11-24(5)18(20(29)31-7)33-21(30)19-26(24,34-19)25(14,17)6/h14-15,17-19H,8-12H2,1-7H3/t14-,15+,17-,18+,19-,23-,24+,25+,26-/m1/s1

Standard InChI Key:  CDTMPWYDQKWYFT-KVJCSQEISA-N

Molfile:  

     RDKit          2D

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  2  1  1  0
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  5  2  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3138714

   methyl (1S,2R,4S,7R,8S,11R,12R,17R,19R)-19-acetyloxy-1,8,12,16,16-pentamethyl-5,15-dioxo-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadecane-7-carboxylate

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: 476.57

Molecular Weight (Monoisotopic): 476.2410

AlogP: 2.99

#Rotatable Bonds: 2

Polar Surface Area: 108.50

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: 2.96

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