SCS-C004881
citreoindole
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Other indole diketopiperazine alkaloids
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
Penicillium citrinum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium citrinum
South China Sea
DOI:
10.1016/j.tetlet.2016.07.049
· Tetrahedron Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
496.6 Da
Threshold ≤ 500
ALogP
1.90
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H28N4O4
Molecular Weight:
496.5670 Da
SMILES:
O=C1N[C@@H](C[C@@]2(O)c3ccccc3N3C(=O)C[C@@H](c4ccccc4)N[C@H]32)C(=O)N[C@H]1Cc1ccccc1
InChIKey:
PDYXWTDVSYEDKW-DQKFTCOISA-N
InChI:
InChI=1S/C29H28N4O4/c34-25-16-21(19-11-5-2-6-12-19)32-28-29(37,20-13-7-8-14-24(20)33(25)28)17-23-27(36)30-22(26(35)31-23)15-18-9-3-1-4-10-18/h1-14,21-23,28,32,37H,15-17H2,(H,30,36)(H,31,35)/t21-,22-,23-,28+,29+/m0/s1
Calculated Properties
ALogP:
1.897 lipophilicity
TPSA:
110.77 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
6
(3 aromatic)
Chiral Centers:
5
Fsp³:
0.2759 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004881
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Other indole diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.