SCS-C004558
cyclopiamide J
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Tetramate alkaloids
Class: Cyclopiazonic acid-tpye tetramate alkaloids
Glycoside
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
Penicillium commune
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium commune
South China Sea
DOI:
10.1016/j.tet.2014.12.031
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
428.4 Da
Threshold ≤ 500
ALogP
-0.60
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H24N2O7
Molecular Weight:
428.4410 Da
SMILES:
CC(=O)C[C@@]1(O)C(=O)N2C(C)(C)[C@@H]3Cc4cccc5c4[C@@]4(O[C@@]1(O)[C@@]2(O)[C@H]34)C(=O)N5C
InChIKey:
SECNHDOFHUTKGZ-UEYCCITJSA-N
InChI:
InChI=1S/C22H24N2O7/c1-10(25)9-19(28)16(26)24-18(2,3)12-8-11-6-5-7-13-14(11)20(17(27)23(13)4)15(12)21(24,29)22(19,30)31-20/h5-7,12,15,28-30H,8-9H2,1-4H3/t12-,15-,19-,20+,21+,22-/m1/s1
Calculated Properties
ALogP:
-0.601 lipophilicity
TPSA:
127.61 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
6
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.5909 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004558
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Tetramate alkaloids
NPClassifier Class:
Cyclopiazonic acid-tpye tetramate alkaloids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.