(3Z,5E,8S,9E,11Z,14S,16R,17E,19E,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl butanedioate

ID: ALA5270963

Chembl Id: CHEMBL5270963

Max Phase: Preclinical

Molecular Formula: C34H48O13

Molecular Weight: 664.75

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H48O13/c1-23-13-7-3-2-4-8-14-24(36)21-25(37)15-9-5-10-16-26(17-11-6-12-18-28(38)44-23)45-29(39)19-20-30(40)47-34-33(43)32(42)31(41)27(22-35)46-34/h2,4-6,8-12,14,16,18,23-27,31-37,41-43H,3,7,13,15,17,19-22H2,1H3/b4-2+,9-5-,11-6+,14-8+,16-10+,18-12-/t23-,24+,25+,26-,27+,31+,32-,33+,34-/m1/s1

Standard InChI Key:  PZILNXCOIHJJCW-CPMGABRSSA-N

Alternative Forms

1. Parent:

   

   ALA5270963

   ---

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: 664.75

Molecular Weight (Monoisotopic): 664.3095

AlogP: 1.37

#Rotatable Bonds: 6

Polar Surface Area: 209.51

Molecular Species: NEUTRAL

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.19

CX Basic pKa:

CX LogP: 1.51

CX LogD: 1.51

Aromatic Rings: 0

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: 2.25

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