SCS-C000609
cladosporitin A
Pathway: Amino acids and Peptides | Polyketides
Superclass: Cyclic polyketides
Class: 3-Decalinoyltetramic acids
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
Cladosporium sp. HNWSW-1
(gorgonian-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Cladosporiales
Family
Cladosporiaceae
Genus
Cladosporium
Species
NA
South China Sea
DOI:
10.3390/md17010004
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
505.7 Da
Threshold ≤ 500
ALogP
6.02
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H43NO4
Molecular Weight:
505.7000 Da
SMILES:
CCC(C)/C=C(\C)[C@H]1C(C)=C[C@]2(C)C[C@H](C)CC[C@H]2[C@@H]1C(=O)[C@H]1C(=O)NC(=O)[C@@H]1Cc1ccc(O)cc1
InChIKey:
XZUHHLLNQRAXGH-VJNARVBRSA-N
InChI:
InChI=1S/C32H43NO4/c1-7-18(2)14-20(4)26-21(5)17-32(6)16-19(3)8-13-25(32)28(26)29(35)27-24(30(36)33-31(27)37)15-22-9-11-23(34)12-10-22/h9-12,14,17-19,24-28,34H,7-8,13,15-16H2,1-6H3,(H,33,36,37)/b20-14+/t18?,19-,24-,25+,26+,27+,28+,32+/m1/s1
Calculated Properties
ALogP:
6.020 lipophilicity
TPSA:
83.47 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
7
Ring Count:
4
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.5938 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000609
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
3-Decalinoyltetramic acids
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 |
|---|---|---|---|---|
| Antitumor | — | human tumor cell lines | cytotoxic | 10.3390/md17010004 Marine Drugs |