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

ID: ALA5279385

Chembl Id: CHEMBL5279385

Max Phase: Preclinical

Molecular Formula: C31H46O10

Molecular Weight: 578.70

Names and Identifiers

Canonical SMILES:  CO[C@H]1/C=C/C=C/CCC[C@@H](C)OC(=O)/C=C\C=C\C[C@H](O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@H]2O)/C=C/C=C\C[C@H](O)C1

Standard InChI:  InChI=1S/C31H46O10/c1-22-14-8-4-3-5-10-18-25(38-2)20-23(33)15-9-6-11-16-24(17-12-7-13-19-27(34)39-22)40-31-30(37)29(36)28(35)26(21-32)41-31/h3,5-7,9-13,16,18-19,22-26,28-33,35-37H,4,8,14-15,17,20-21H2,1-2H3/b5-3+,9-6-,12-7+,16-11+,18-10+,19-13-/t22-,23+,24-,25+,26+,28-,29+,30-,31-/m1/s1

Standard InChI Key:  RQTSCDVSKIOZMR-UKTZZPOBSA-N

Alternative Forms

1. Parent:

   

   ALA5279385

   ---

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: 578.70

Molecular Weight (Monoisotopic): 578.3091

AlogP: 2.17

#Rotatable Bonds: 4

Polar Surface Area: 155.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.21

CX Basic pKa:

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 0

Heavy Atoms: 41

QED Weighted: 0.31

Np Likeness Score: 2.31

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