SCS-C004941

10-O-ethylsclerotiamide

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)

Chemical Structure

Structure of 10-O-ethylsclerotiamide
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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.
Download: SDF SMILES

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:

Biological Activity Data

No bioactivity data available for this compound.

Structure enlarged