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  3. 3-[[2,3-dihydro-4,5-bis(3-methyl-2-buten-1-yl)-2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]methyl]-2,5-piperazinedione

SCS-C002256

3-[[2,3-dihydro-4,5-bis(3-methyl-2-buten-1-yl)-2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]methyl]-2,5-piperazinedione

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids
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Chemical Structure

Structure of 3-[[2,3-dihydro-4,5-bis(3-methyl-2-buten-1-yl)-2-(1,1-dimethyl-2-propen-1-yl)-1H-indol-3-yl]methyl]-2,5-piperazinedione
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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

Eurotium sp. (gorgonian-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Eurotium Species NA
Xuwen
Study on the Secondary Metabolites of Two Fungi from the South China Sea.

Drug-likeness (Lipinski Ro5)

Molecular Weight
463.7 Da
Threshold ≤ 500
ALogP
5.19
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H41N3O2
Molecular Weight:
463.6660 Da
SMILES:
C=CC(C)(C)C1Nc2ccc(CC=C(C)C)c(CC=C(C)C)c2C1C[C@@H]1NC(=O)[C@H](C)NC1=O
InChIKey:
YDPSRODYJPZEGJ-HDJTXRGZSA-N
InChI:
InChI=1S/C29H41N3O2/c1-9-29(7,8)26-22(16-24-28(34)30-19(6)27(33)32-24)25-21(14-11-18(4)5)20(12-10-17(2)3)13-15-23(25)31-26/h9-11,13,15,19,22,24,26,31H,1,12,14,16H2,2-8H3,(H,30,34)(H,32,33)/t19-,22?,24-,26?/m0/s1
Calculated Properties
ALogP:
5.187 lipophilicity
TPSA:
70.23 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
3 (1 aromatic)
Chiral Centers:
4
Fsp³:
0.5172 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002256
NPClassifier Pathway:
Alkaloids Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antifungal — Candida albicans Antibacterial, Antifungal —
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Structure enlarged