SCS-C000865
cytochalasin derivative
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
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
Curvularia verruculosa CS-129
(deep-sea endozoic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Curvularia verruculosa
South China Sea
DOI:
10.1021/acs.jnatprod.1c00907
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
465.6 Da
Threshold ≤ 500
ALogP
3.34
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H35NO5
Molecular Weight:
465.5900 Da
SMILES:
C[C@H]1CC=C[C@H]2[C@@H]3O[C@@H]3[C@@H](C)[C@H]3[C@H](Cc4ccccc4)NC(=O)[C@]32OC(=O)C=C[C@H](O)CCC1
InChIKey:
PFRLFQHYTISIJH-LAFLBFNRSA-N
InChI:
InChI=1S/C28H35NO5/c1-17-8-6-12-20(30)14-15-23(31)34-28-21(13-7-9-17)26-25(33-26)18(2)24(28)22(29-27(28)32)16-19-10-4-3-5-11-19/h3-5,7,10-11,13-15,17-18,20-22,24-26,30H,6,8-9,12,16H2,1-2H3,(H,29,32)/t17-,18+,20-,21+,22+,24+,25-,26+,28-/m1/s1
Calculated Properties
ALogP:
3.342 lipophilicity
TPSA:
88.16 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000865
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.