SCS-C001806
20-deoxycytochalasin 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
(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
449.6 Da
Threshold ≤ 500
ALogP
4.13
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H35NO4
Molecular Weight:
449.5910 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)/C=C/CCCC[C@@H](C)/C=C/[C@H]3[C@@H]1O
InChIKey:
XAKFZPCYEOFMPQ-NJGOMNRCSA-N
InChI:
InChI=1S/C28H35NO4/c1-18-11-7-4-5-10-14-24(30)33-28-22(16-15-18)26(31)20(3)19(2)25(28)23(29-27(28)32)17-21-12-8-6-9-13-21/h6,8-10,12-16,18-19,22-23,25-26,31H,3-5,7,11,17H2,1-2H3,(H,29,32)/b14-10+,16-15+/t18-,19-,22+,23+,25+,26-,28-/m1/s1
Calculated Properties
ALogP:
4.131 lipophilicity
TPSA:
75.63 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001806
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.