SCS-C000752
Speramide C
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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 sclerotiorum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus sclerotiorum
South China Sea
DOI:
10.3390/md21040219
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
497.6 Da
Threshold ≤ 500
ALogP
2.17
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:
C27H35N3O6
Molecular Weight:
497.5920 Da
SMILES:
CCN1C(=O)[C@@H]2C[C@]3(O)c4ccc5c(c4N[C@]3(C(C)(C)C3CO3)N2C(=O)[C@]1(O)CC)C=CC(C)(C)O5
InChIKey:
NQGQERXLAVUVHW-BVLXHBFBSA-N
InChI:
InChI=1S/C27H35N3O6/c1-7-26(34)22(32)30-17(21(31)29(26)8-2)13-25(33)16-9-10-18-15(11-12-23(3,4)36-18)20(16)28-27(25,30)24(5,6)19-14-35-19/h9-12,17,19,28,33-34H,7-8,13-14H2,1-6H3/t17-,19?,25-,26+,27+/m0/s1
Calculated Properties
ALogP:
2.167 lipophilicity
TPSA:
114.87 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
4
Ring Count:
6
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.6296 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000752
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.