SCS-C000627
pactamide F
Pathway: Amino acids and Peptides | Polyketides
Superclass: Macrolides
Class: Macrocyclic tetramic acids
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
Streptomyces pactum SCSIO 02999
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces pactum
South China Sea
DOI:
10.1039/c6sc03875a
· Chemical Science
Drug-likeness (Lipinski Ro5)
Molecular Weight
531.1 Da
Threshold ≤ 500
ALogP
3.57
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H39ClN2O5
Molecular Weight:
531.1000 Da
SMILES:
CC[C@H]1C[C@H]2C[C@@H]3[C@H](CC[C@@H]4/C=C/C(O)=C5C(=O)N[C@@H](CCCNC(=O)/C=C\C[C@@H]34)C5=O)[C@H]2[C@]1(O)CCl
InChIKey:
BRNQMLSKMSMSQY-QLIRVBKLSA-N
InChI:
InChI=1S/C29H39ClN2O5/c1-2-18-13-17-14-21-19-5-3-7-24(34)31-12-4-6-22-27(35)25(28(36)32-22)23(33)11-9-16(19)8-10-20(21)26(17)29(18,37)15-30/h3,7,9,11,16-22,26,33,37H,2,4-6,8,10,12-15H2,1H3,(H,31,34)(H,32,36)/b7-3-,11-9+,25-23?/t16-,17+,18+,19-,20+,21+,22+,26+,29+/m1/s1
Calculated Properties
ALogP:
3.573 lipophilicity
TPSA:
115.73 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6897 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000627
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrocyclic tetramic acids
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 | human tumor cell lines | 0.24–8.7 μM | 10.1039/c6sc03875a Chemical Science |