SCS-C006769
11α-methoxyroquefortine C
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Histidine alkaloids | Peptide alkaloids
Class: Imidazole alkaloids | 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 sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
DOI:
10.1177/1934578x1300800313
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
419.5 Da
Threshold ≤ 500
ALogP
2.36
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C23H25N5O3
Molecular Weight:
419.4850 Da
SMILES:
C=CC(C)(C)[C@@]12C[C@@]3(OC)C(=O)N/C(=C/c4cnc[nH]4)C(=O)N3[C@@H]1Nc1ccccc12
InChIKey:
VBCVNTFADLECCP-MGCSGVKASA-N
InChI:
InChI=1S/C23H25N5O3/c1-5-21(2,3)22-12-23(31-4)20(30)27-17(10-14-11-24-13-25-14)18(29)28(23)19(22)26-16-9-7-6-8-15(16)22/h5-11,13,19,26H,1,12H2,2-4H3,(H,24,25)(H,27,30)/b17-10+/t19-,22+,23+/m0/s1
Calculated Properties
ALogP:
2.357 lipophilicity
TPSA:
99.35 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.3478 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006769
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Histidine alkaloids
Peptide alkaloids
NPClassifier Class:
Imidazole alkaloids
Other indole diketopiperazine alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |
|---|---|---|---|---|
| Antifouling | inhibition of larval settlement | Balanus amphitrite | — Structured numeric value is not available in this record; see the primary reference. | 10.1177/1934578x1300800313 Natural Product Communications |