SCS-C007405
kongjuemycin A
Pathway: Polyketides
Superclass: Oligopeptides
Class: Lipopeptides
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Pseudonocardia kongjuensis SCSIO 11457
(NA)
Original source name: Pseudonocardia kongjuensis SCSIO 11457 (isolated from coral Galaxea fascicularis)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Pseudonocardiales
Family
Pseudonocardiaceae
Genus
Pseudonocardia
Species
Pseudonocardia kongjuensis
Offshore Hainan Island
· 3-5 m
· 18°13′N, 109°28′E
DOI:
10.1021/acs.orglett.2c01089
· Organic Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
522.6 Da
Threshold ≤ 500
ALogP
1.98
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H42N2O8
Molecular Weight:
522.6390 Da
SMILES:
CCCCCCCCCC[C@@H]1/C=C\[C@H](O)[C@@H]2O[C@@](C)(O)C(=O)/C(=C/NCCC(=O)NCCC(=O)O1)C2=O
InChIKey:
CABBAJSHMMJNSW-MVEIDOAWSA-N
InChI:
InChI=1S/C27H42N2O8/c1-3-4-5-6-7-8-9-10-11-19-12-13-21(30)25-24(33)20(26(34)27(2,35)37-25)18-28-16-14-22(31)29-17-15-23(32)36-19/h12-13,18-19,21,25,28,30,35H,3-11,14-17H2,1-2H3,(H,29,31)/b13-12-,20-18+/t19-,21+,25+,27-/m1/s1
Calculated Properties
ALogP:
1.975 lipophilicity
TPSA:
151.26 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
9
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7037 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007405
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Lipopeptides
Glycoside:
Yes
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 | MIC | Colletotrichum gloeosporioides Penz | 32.0 μg/mL | 10.1021/acs.orglett.2c01089 Organic Letters |
| Antifungal | MIC | Physalospora piricola Nose | 64.0 μg/mL | 10.1021/acs.orglett.2c01089 Organic Letters |
| Antifungal | MIC | Bipolaris sorokiniana | 64.0 μg/mL | 10.1021/acs.orglett.2c01089 Organic Letters |
| Antibacterial | — | Vibrio alginolyticus XSBZ14 | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.orglett.2c01089 Organic Letters |