SCS-C007563
24-nor-cytochalasin B
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:
10.1002/cbdv.202200550
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
465.6 Da
Threshold ≤ 500
ALogP
3.25
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:
C28H35NO5
Molecular Weight:
465.5900 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)/C=C/[C@H](O)CCCCC/C=C/[C@H]3[C@@H]1O
InChIKey:
YNUCRJVQIDGBOQ-UVKQLXPISA-N
InChI:
InChI=1S/C28H35NO5/c1-18-19(2)26(32)22-14-10-5-3-4-9-13-21(30)15-16-24(31)34-28(22)25(18)23(29-27(28)33)17-20-11-7-6-8-12-20/h6-8,10-12,14-16,18,21-23,25-26,30,32H,2-5,9,13,17H2,1H3,(H,29,33)/b14-10+,16-15+/t18-,21-,22+,23+,25+,26-,28-/m1/s1
Calculated Properties
ALogP:
3.246 lipophilicity
TPSA:
95.86 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007563
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.