SCS-C004704
versicamide D
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 versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
DOI:
10.1021/jo5010179
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
445.5 Da
Threshold ≤ 500
ALogP
3.42
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H27N3O4
Molecular Weight:
445.5190 Da
SMILES:
CC1(C)C=Cc2c(ccc3c2N=C2C(C)(C)/C=C\N4C(=O)C5=CCCN5C(=O)[C@@H]4C[C@@]23O)O1
InChIKey:
KBFQQKDBYAQJJS-KEKBPSKSSA-N
InChI:
InChI=1S/C26H27N3O4/c1-24(2)11-13-29-18(22(31)28-12-5-6-17(28)21(29)30)14-26(32)16-7-8-19-15(20(16)27-23(24)26)9-10-25(3,4)33-19/h6-11,13,18,32H,5,12,14H2,1-4H3/b13-11-/t18-,26-/m0/s1
Calculated Properties
ALogP:
3.415 lipophilicity
TPSA:
82.44 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
6
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4231 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004704
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.