(3Z,5E,9E,11Z,14S,16R,17S,19E,24R)-14,16,17-trihydroxy-16-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,19-pentaen-2-one

ID: ALA5275458

Max Phase: Preclinical

Molecular Formula: C30H44O12

Molecular Weight: 596.67

Names and Identifiers

Canonical SMILES:  C[C@@H]1CCC/C=C/[C@@H]2O[C@](O)(C[C@@H](O)C/C=C\C=C\C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C/C=C/C=C\C(=O)O1)[C@H]2O

Standard InChI:  InChI=1S/C30H44O12/c1-19-11-5-2-9-15-22-28(37)30(38,42-22)17-20(32)12-6-3-7-13-21(14-8-4-10-16-24(33)39-19)40-29-27(36)26(35)25(34)23(18-31)41-29/h3-4,6-10,13,15-16,19-23,25-29,31-32,34-38H,2,5,11-12,14,17-18H2,1H3/b6-3-,8-4+,13-7+,15-9+,16-10-/t19-,20+,21?,22+,23-,25-,26+,27-,28+,29-,30-/m1/s1

Standard InChI Key:  TYJCYPNPSKWQBR-ZFWIDMHZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5275458

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 596.67

Molecular Weight (Monoisotopic): 596.2833

AlogP: 0.05

#Rotatable Bonds: 3

Polar Surface Area: 195.60

Molecular Species: NEUTRAL

HBA: 12

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.01

CX Basic pKa: ┄

CX LogP: 1.14

CX LogD: 1.14

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 2.33

References

1. El-Hossary EM, Cheng C, Hamed MM, Hamed MM, El-Sayed Hamed AN, Ohlsen K, Hentschel U, Abdelmohsen UR..  (2017)  Antifungal potential of marine natural products.,  126  [PMID:27936443] [10.1016/j.ejmech.2016.11.022]

Source

Source(1):

• Scientific Literature