SCS-C007866
malaymycin
Pathway: 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
Streptomyces malaysiensis
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces malaysiensis
South China Sea
DOI:
10.1021/acs.jnatprod.1c00297
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
447.0 Da
Threshold ≤ 500
ALogP
4.65
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:
C24H31ClN2O4
Molecular Weight:
446.9750 Da
SMILES:
COC[C@]1(CCC(C)=C(C)C)Nc2ccc(C(=O)NC3=C(O)CCC3=O)cc2C[C@@H]1Cl
InChIKey:
UDBTUJPKNJGIHJ-URXFXBBRSA-N
InChI:
InChI=1S/C24H31ClN2O4/c1-14(2)15(3)9-10-24(13-31-4)21(25)12-17-11-16(5-6-18(17)27-24)23(30)26-22-19(28)7-8-20(22)29/h5-6,11,21,27-28H,7-10,12-13H2,1-4H3,(H,26,30)/t21-,24-/m0/s1
Calculated Properties
ALogP:
4.646 lipophilicity
TPSA:
87.66 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007866
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Antitumor | IC50 | C42B (prostate cancer cell line) | 0.067 μM | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |
| Antitumor | IC50 | 22RV1 (prostate cancer cell line) | 0.27 μM | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |
| Antitumor | IC50 | H446 (small-cell lung cancer cell line) | 0.07 μM | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |
| Antitumor | — | C42B (prostate cancer cell line) | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |
| Receptor / Signaling modulation | — | AR | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |
| Antitumor | — | 22RV1 (prostate cancer cell lines) | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.1c00297 Journal of Natural Products |