SCS-C001998
(1R,2S,6R)-6-(((E)-2-carboxyvinyl)carbamoyl)-2-((S,Z)-5-oxo-4-propylidenetetrahydrofuran-2-yl)-1-(prop-1-en-2-yl)cyclohex-3-ene-1-carboxylic acid
Pathway: Polyketides | Terpenoids
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
Talaromyces mangshanicus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces mangshanicus
South China Sea
DOI:
10.27493/d.cnki.gzdzy.2019.000726
· CNKI Dissertation
Drug-likeness (Lipinski Ro5)
Molecular Weight
403.4 Da
Threshold ≤ 500
ALogP
2.19
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:
C21H25NO7
Molecular Weight:
403.4300 Da
SMILES:
C=C(C)[C@@]1(C(=O)O)[C@@H]([C@@H]2C/C(=C/CC)C(=O)O2)C=CC[C@H]1C(=O)N/C=C/C(=O)O
InChIKey:
NZKXPMYNWYFPGN-BKXXGCBXSA-N
InChI:
InChI=1S/C21H25NO7/c1-4-6-13-11-16(29-19(13)26)14-7-5-8-15(18(25)22-10-9-17(23)24)21(14,12(2)3)20(27)28/h5-7,9-10,14-16H,2,4,8,11H2,1,3H3,(H,22,25)(H,23,24)(H,27,28)/b10-9+,13-6-/t14-,15+,16+,21-/m1/s1
Calculated Properties
ALogP:
2.192 lipophilicity
TPSA:
130.00 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.4286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001998
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Staphylococcus aureus (SA) | MIC (SA) = 100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antibacterial | MIC | Methicillin-resistant S. aureus (MRSA) | MIC (MRSA) = 100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans SC5314 | MIC (C. albicans SC5314) >100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans 17# | MIC (C. albicans 17#) >100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antifungal | MIC | Candida albicans G5 | MIC (C. albicans G5) >100 | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |
| Antimycobacterial | MIC | Mycobacterium bovis BCG | MIC (BCG) >100 (unit: ug/mL) | 10.27493/d.cnki.gzdzy.2019.000726 CNKI Dissertation |