SCS-C001983
A1
Pathway: Carbohydrates
Superclass: Nucleosides
Class: Purine nucleos(t)ides | Pyrimidine nucleos(t)ides
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
1287.8 Da
Threshold ≤ 500
ALogP
-6.21
Threshold ≤ 5
H-Bond Donors
14
Threshold ≤ 5
H-Bond Acceptors
36
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C38H47N14O29P4+
Molecular Weight:
1287.8000 Da
SMILES:
Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O[C@H]3[C@@H](O)[C@H](n4ccc(=O)[nH]c4=O)O[C@@H]3COP(=O)(O)O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3CO[P+](=O)O)[C@@H](OP(=O)(O)OC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)[C@H]2O)c(=O)[nH]1
InChIKey:
PLXNGPRSWQFSSW-OOMRTMTCSA-O
InChI:
InChI=1S/C38H46N14O29P4/c39-28-18-29(42-9-41-28)51(10-43-18)34-23(58)25(13(76-34)5-71-82(63)64)79-84(67,68)73-7-14-26(22(57)33(77-14)50-4-2-17(54)46-38(50)62)80-85(69,70)74-8-15-27(24(59)35(78-15)52-11-44-19-30(52)47-36(40)48-31(19)60)81-83(65,66)72-6-12-20(55)21(56)32(75-12)49-3-1-16(53)45-37(49)61/h1-4,9-15,20-27,32-35,55-59H,5-8H2,(H10-,39,40,41,42,45,46,47,48,53,54,60,61,62,63,64,65,66,67,68,69,70)/p+1/t12-,13-,14-,15-,20-,21-,22-,23-,24-,25-,26-,27-,32-,33-,34-,35-/m1/s1
Calculated Properties
ALogP:
-6.209 lipophilicity
TPSA:
620.81 Ų polar surface area
H-Bond Donors:
14
H-Bond Acceptors:
36
Rotatable Bonds:
22
Ring Count:
10
(6 aromatic)
Chiral Centers:
20
Fsp³:
0.5263 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001983
NPClassifier Pathway:
Carbohydrates
NPClassifier Superclass:
Nucleosides
NPClassifier Class:
Purine nucleos(t)ides
Pyrimidine nucleos(t)ides
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 | 19.77 ± 6.99 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | A549 | 5.0 ± 5.0 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | HT-29 | 6.99 ± 6.99 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |
| Antitumor | IC50 | SNU-398 | 10.69 ± 10.69 μM | 10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation |