(2S,3R,4S,6S)-2-(6-(3-acetoxy-8-(acetoxymethyl)-2,6,10,12-tetramethyloctadeca-4,6,9-trien-2-yl)-4-methoxy-2-oxo-2H-pyran-3-yl)-6-(acetoxymethyl)tetrahydro-2H-pyran-3,4-diyl diacetate

ID: ALA2269334

PubChem CID: 76308673

Max Phase: Preclinical

Molecular Formula: C45H66O14

Molecular Weight: 831.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(C)C/C(C)=C\C(/C=C(C)/C=C/C(OC(C)=O)C(C)(C)c1cc(OC)c([C@@H]2O[C@H](COC(C)=O)C[C@H](OC(C)=O)[C@H]2OC(C)=O)c(=O)o1)COC(C)=O

Standard InChI:  InChI=1S/C45H66O14/c1-13-14-15-16-17-27(2)20-29(4)22-35(25-53-30(5)46)21-28(3)18-19-39(56-33(8)49)45(10,11)40-24-37(52-12)41(44(51)59-40)43-42(57-34(9)50)38(55-32(7)48)23-36(58-43)26-54-31(6)47/h18-19,21-22,24,27,35-36,38-39,42-43H,13-17,20,23,25-26H2,1-12H3/b19-18+,28-21+,29-22-/t27?,35?,36-,38-,39?,42+,43-/m0/s1

Standard InChI Key:  WMFOQNFCNFWIOX-RLOXDLHXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269334

   [(2S,4S,5R,6S)-4,5-diacetyloxy-6-[6-[(4E,6E,9Z)-3-acetyloxy-8-(acetyloxymethyl)-2,6,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]-4-methoxy-2-oxopyran-3-yl]oxan-2-yl]methyl acetate

Molecule Features

Natural Product: No

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: 831.01

Molecular Weight (Monoisotopic): 830.4453

AlogP: 7.74

#Rotatable Bonds: 22

Polar Surface Area: 180.17

Molecular Species: NEUTRAL

HBA: 14

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.16

CX LogD: 6.16

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.04

Np Likeness Score: 1.65

References

1. Altomare C, Pengue R, Favilla M, Evidente A, Visconti A..  (2004)  Structure-activity relationships of derivatives of fusapyrone, an antifungal metabolite of Fusarium semitectum.,  52  (10): [PMID:15137845] [10.1021/jf035233z]

Source

Source(1):

• Scientific Literature