SCS-C001991
A9
Pathway: Polyketides
Superclass: Macrolides
Class: Ascomycins and Rapamycins
Glycoside
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
986.3 Da
Threshold ≤ 500
ALogP
7.24
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C55H87NO14
Molecular Weight:
986.3000 Da
SMILES:
CCOCCO[C@@H]1CC[C@@H](C[C@@H](C)[C@@H]2CC(=O)[C@H](C)/C=C(\C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C(\C)[C@@H](OC)C[C@@H]3CC[C@@H](C)[C@@](O)(O3)C(=O)C(=O)N3CCCC[C@H]3C(=O)O2)C[C@H]1OC
InChIKey:
YYSFXUWWPNHNAZ-PKJQJFMNSA-N
InChI:
InChI=1S/C55H87NO14/c1-12-67-26-27-68-45-24-22-41(31-48(45)65-10)30-37(5)47-33-44(57)36(4)29-39(7)50(59)51(66-11)49(58)38(6)28-34(2)18-14-13-15-19-35(3)46(64-9)32-42-23-21-40(8)55(63,70-42)52(60)53(61)56-25-17-16-20-43(56)54(62)69-47/h13-15,18-19,29,34,36-38,40-43,45-48,50-51,59,63H,12,16-17,20-28,30-33H2,1-11H3/b15-13+,18-14+,35-19+,39-29+/t34-,36-,37-,38-,40-,41+,42+,43+,45-,46+,47+,48-,50-,51+,55-/m1/s1
Calculated Properties
ALogP:
7.241 lipophilicity
TPSA:
193.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
14
Rotatable Bonds:
11
Ring Count:
4
(0 aromatic)
Chiral Centers:
15
Fsp³:
0.7636 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001991
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Ascomycins and Rapamycins
Glycoside:
Yes
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 | 24.64 ± 7.89 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | A549 | > 50.0 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | HT-29 | 9.79 ± 9.79 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | SNU-398 | 9.64 ± 9.64 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |