SCS-C002626
cytochalasin Z20
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
Aspergillus flavipes
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavipes
Dongzhaigang
DOI:
10.1002/hlca.200800455
· Helvetica Chimica Acta
Drug-likeness (Lipinski Ro5)
Molecular Weight
427.5 Da
Threshold ≤ 500
ALogP
2.03
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:
C25H33NO5
Molecular Weight:
427.5410 Da
SMILES:
C[C@H](O)C(=O)[C@@H](C)C/C=C/C1[C@@H]2O[C@]2(C)[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@@]12O
InChIKey:
NBVORADFJOAZAV-MHMFXTTQSA-N
InChI:
InChI=1S/C25H33NO5/c1-14(21(28)16(3)27)9-8-12-18-22-24(4,31-22)15(2)20-19(26-23(29)25(18,20)30)13-17-10-6-5-7-11-17/h5-8,10-12,14-16,18-20,22,27,30H,9,13H2,1-4H3,(H,26,29)/b12-8+/t14-,15-,16-,18?,19-,20-,22-,24+,25+/m0/s1
Calculated Properties
ALogP:
2.030 lipophilicity
TPSA:
99.16 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
4
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002626
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.