8-(4-acetoxy-3-((2S,3R,4S,6S)-3,4-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl)-2-oxo-2H-pyran-6-yl)-2-((Z)-2,4-dimethyldec-1-enyl)-4,8-dimethylnona-3,5-diene-1,7-diyl diacetate

ID: ALA2269336

PubChem CID: 76334052

Max Phase: Preclinical

Molecular Formula: C46H66O15

Molecular Weight: 859.02

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)=O)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/C46H66O15/c1-13-14-15-16-17-27(2)20-29(4)22-36(25-54-30(5)47)21-28(3)18-19-40(58-34(9)51)46(11,12)41-24-38(56-32(7)49)42(45(53)61-41)44-43(59-35(10)52)39(57-33(8)50)23-37(60-44)26-55-31(6)48/h18-19,21-22,24,27,36-37,39-40,43-44H,13-17,20,23,25-26H2,1-12H3/b19-18+,28-21+,29-22-/t27?,36?,37-,39-,40?,43+,44-/m0/s1

Standard InChI Key:  IWYYXDXTDYCKNB-ZJZGKAKLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269336

   [(2S,4S,5R,6S)-4,5-diacetyloxy-6-[4-acetyloxy-6-[(4E,6E,9Z)-3-acetyloxy-8-(acetyloxymethyl)-2,6,10,12-tetramethyloctadeca-4,6,9-trien-2-yl]-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: 859.02

Molecular Weight (Monoisotopic): 858.4402

AlogP: 7.66

#Rotatable Bonds: 22

Polar Surface Area: 197.24

Molecular Species: NEUTRAL

HBA: 15

HBD: ┄

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.96

CX LogD: 5.96

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.04

Np Likeness Score: 1.62

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