SCS-C001993
A14
Pathway: Amino acids and Peptides
Superclass: β-lactams
Class: Penicillins
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
Sinularia hirta
(Sinularia brevicaulis)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia hirta
Yalong Bay
DOI:
10.27690/d.cnki.ggdyk.2021.000158
· CNKI Dissertation
Drug-likeness (Lipinski Ro5)
Molecular Weight
358.4 Da
Threshold ≤ 500
ALogP
-0.15
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H22N2O6S
Molecular Weight:
358.4000 Da
SMILES:
CC1(C)S[C@H]2[C@H](C(=O)[C@H]2NC(=O)CCC[C@H](N)C(=O)O)[C@H]1C(=O)O
InChIKey:
FIHUDIADLMVJET-CEAFUOJOSA-N
InChI:
InChI=1S/C15H22N2O6S/c1-15(2)9(14(22)23)8-11(19)10(12(8)24-15)17-7(18)5-3-4-6(16)13(20)21/h6,8-10,12H,3-5,16H2,1-2H3,(H,17,18)(H,20,21)(H,22,23)/t6-,8-,9-,10+,12-/m0/s1
Calculated Properties
ALogP:
-0.153 lipophilicity
TPSA:
146.79 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
7
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001993
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
β-lactams
NPClassifier Class:
Penicillins
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 | Capan-1 | 22.94 ± 9.78 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | A549 | 2.57 ± 2.57 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | HT-29 | 8.05 ± 8.05 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | SNU-398 | 5.63 ± 5.63 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |