Gageomacrolactin 1

ID: ALA2289503

Chembl Id: CHEMBL2289503

Cas Number: 1428653-21-7

PubChem CID: 71583780

Max Phase: Preclinical

Molecular Formula: C24H34O6

Molecular Weight: 418.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H34O6/c1-18-10-6-3-2-4-7-12-20(26)16-21(27)17-23-22(30-23)15-14-19(25)11-8-5-9-13-24(28)29-18/h2,4-5,7-9,12-15,18-23,25-27H,3,6,10-11,16-17H2,1H3/b4-2+,8-5+,12-7+,13-9-,15-14+/t18-,19+,20+,21-,22-,23+/m1/s1

Standard InChI Key:  YMTVOMWYIOREGF-PDCYHRRVSA-N

Alternative Forms

1. Parent:

   

   ALA2289503

   GAGEOMACROLACTIN 1

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: 418.53

Molecular Weight (Monoisotopic): 418.2355

AlogP: 2.90

#Rotatable Bonds: 0

Polar Surface Area: 99.52

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 0

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: 2.63

References

1. Tareq FS, Kim JH, Lee MA, Lee HS, Lee JS, Lee YJ, Shin HJ..  (2013)  Antimicrobial gageomacrolactins characterized from the fermentation of the marine-derived bacterium Bacillus subtilis under optimum growth conditions.,  61  (14): [PMID:23488669] [10.1021/jf4009229]

2. Schinke C, Martins T, Queiroz SCN, Melo IS, Reyes FGR..  (2017)  Antibacterial Compounds from Marine Bacteria, 2010-2015.,  80  (4): [PMID:28362500] [10.1021/acs.jnatprod.6b00235]

3. 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