macrolactin F

ID: ALA503476

Chembl Id: CHEMBL503476

PubChem CID: 23247215

Max Phase: Preclinical

Molecular Formula: C24H34O5

Molecular Weight: 402.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Macrolactin F | macrolactin F|(3Z,5E,8S,9E,11Z,14S,19E,24R)-8,14-dihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,19-pentaene-2,16-dione|CHEMBL503476|SCHEMBL14890673|CHEBI:212610

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

Standard InChI:  InChI=1S/C24H34O5/c1-20-13-7-3-2-4-8-16-22(26)19-23(27)17-11-5-9-14-21(25)15-10-6-12-18-24(28)29-20/h2,4-6,9-12,14,18,20-21,23,25,27H,3,7-8,13,15-17,19H2,1H3/b4-2+,10-6+,11-5-,14-9+,18-12-/t20-,21-,23+/m1/s1

Standard InChI Key:  KMKZBIGDFUKDCN-QLVJNLMHSA-N

Alternative Forms

1. Parent:

   

   ALA503476

   MACROLACTIN F

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: 402.53

Molecular Weight (Monoisotopic): 402.2406

AlogP: 4.12

#Rotatable Bonds: 0

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 0

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: 2.38

References

1. Jaruchoktaweechai C, Suwanborirux K, Tanasupawatt S, Kittakoop P, Menasveta P..  (2000)  New macrolactins from a marine Bacillus sp. Sc026.,  63  (7): [PMID:10924180] [10.1021/np990605c]

2. 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]

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