SCS-C004941
10-O-ethylsclerotiamide
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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
Beauveria felina
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Cordycipitaceae
Genus
Beauveria
Species
Beauveria felina
South China Sea
DOI:
10.1038/s41429-018-0072-9
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
491.6 Da
Threshold ≤ 500
ALogP
2.76
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:
C28H33N3O5
Molecular Weight:
491.5880 Da
SMILES:
CCO[C@@H]1[C@@]23NC(=O)[C@]4(CCCN4C2=O)C[C@H]3C(C)(C)[C@]12C(=O)Nc1c2ccc2c1C=CC(C)(C)O2
InChIKey:
HKMKYNPGWDNTBA-HIKJQHPCSA-N
InChI:
InChI=1S/C28H33N3O5/c1-6-35-20-27(16-8-9-17-15(19(16)29-22(27)33)10-12-24(2,3)36-17)25(4,5)18-14-26-11-7-13-31(26)23(34)28(18,20)30-21(26)32/h8-10,12,18,20H,6-7,11,13-14H2,1-5H3,(H,29,33)(H,30,32)/t18-,20-,26-,27-,28+/m0/s1
Calculated Properties
ALogP:
2.755 lipophilicity
TPSA:
96.97 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
8
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.6071 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004941
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.