SCS-C000032
Marthiapeptide A
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Marinactinospora thermotolerans SCSIO 00652
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Streptosporangiales
Family
Nocardiopsidaceae
Genus
Marinactinospora
Species
Marinactinospora thermotolerans
South China Sea
DOI:
10.1021/np300554f
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
665.9 Da
Threshold ≤ 500
ALogP
4.70
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C30H31N7O3S4
Molecular Weight:
665.9000 Da
SMILES:
CC[C@H](C)[C@@H]1NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H]2CSC(=N2)c2csc(n2)-c2csc(n2)-c2csc(n2)[C@@H](C)NC1=O
InChIKey:
BTQRWSUKDHTMKD-DUKGZVIDSA-N
InChI:
InChI=1S/C30H31N7O3S4/c1-4-15(2)23-26(40)31-16(3)27-34-20(12-41-27)29-36-22(14-43-29)30-35-21(13-44-30)28-33-19(11-42-28)25(39)32-18(24(38)37-23)10-17-8-6-5-7-9-17/h5-9,12-16,18-19,23H,4,10-11H2,1-3H3,(H,31,40)(H,32,39)(H,37,38)/t15-,16+,18+,19-,23-/m0/s1
Calculated Properties
ALogP:
4.701 lipophilicity
TPSA:
138.33 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
11
Rotatable Bonds:
4
Ring Count:
6
(4 aromatic)
Chiral Centers:
5
Fsp³:
0.3667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000032
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
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 |
|---|---|---|---|---|
| Antibacterial | MIC | Micrococcus luteus, Staphylococcus aureus ATCC 29213, Bacillus subtilis ATCC 6633, Bacillus thuringiensis | 2.0–8.0 μg/mL | 10.1021/np300554f Journal of Natural Products |
| Antitumor | IC50 | SF-268, MCF-7, NCI-H460, HepG2 | 0.38–0.52 μM | 10.1021/np300554f Journal of Natural Products |