3-((2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4-hydroxy-6-(3-hydroxy-8-(hydroxymethyl)-2,6,10,12-tetramethyloctadecan-2-yl)-2H-pyran-2-one

ID: ALA2269330

PubChem CID: 76319609

Max Phase: Preclinical

Molecular Formula: C34H60O9

Molecular Weight: 612.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC(C)CC(C)CC(CO)CC(C)CCC(O)C(C)(C)c1cc(O)c([C@@H]2O[C@H](CO)C[C@H](O)[C@H]2O)c(=O)o1

Standard InChI:  InChI=1S/C34H60O9/c1-7-8-9-10-11-21(2)14-23(4)16-24(19-35)15-22(3)12-13-28(39)34(5,6)29-18-26(37)30(33(41)43-29)32-31(40)27(38)17-25(20-36)42-32/h18,21-25,27-28,31-32,35-40H,7-17,19-20H2,1-6H3/t21?,22?,23?,24?,25-,27-,28?,31+,32-/m0/s1

Standard InChI Key:  JPURUHIWNATIEH-IWBVTJPSSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269330

   3-[(2S,3R,4S,6S)-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-4-hydroxy-6-[3-hydroxy-8-(hydroxymethyl)-2,6,10,12-tetramethyloctadecan-2-yl]pyran-2-one

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: 612.85

Molecular Weight (Monoisotopic): 612.4237

AlogP: 4.97

#Rotatable Bonds: 19

Polar Surface Area: 160.82

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.14

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.41

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: 1.94

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