SCS-C001156
bamemacrolactin A
Pathway: Polyketides
Superclass: Macrolides
Class: Polyene macrolides
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Bacillus siamensis
(marine-derived bacterium)
Kingdom
Bacillati
Phylum
Bacillota
Class
Bacilli
Order
Caryophanales
Family
Bacillaceae
Genus
Bacillus
Species
Bacillus siamensis
Beibu Gulf
DOI:
10.1021/acs.jafc.0c07415
· Journal of Agricultural and Food Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
402.5 Da
Threshold ≤ 500
ALogP
3.69
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H34O5
Molecular Weight:
402.5000 Da
SMILES:
C[C@@H]1CCC/C=C/C=C/[C@@H](O)C[C@H](O)C/C=C\C=C\[C@@H](O)C/C=C/C=C\C(=O)O1
InChIKey:
XXDIJWSZFWZBRM-YXNWOURLSA-N
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/h2,4-6,8-12,14,16,18,20-23,25-27H,3,7,13,15,17,19H2,1H3/b4-2+,10-6+,11-5-,14-9+,16-8+,18-12-/t20-,21-,22-,23-/m1/s1
Calculated Properties
ALogP:
3.692 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.4583 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001156
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Polyene macrolides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antifungal | — | sugarcane smut | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jafc.0c07415 Journal of Agricultural and Food Chemistry |