SCS-C001988

A6

Pathway: Carbohydrates Superclass: Nucleosides Class: Purine 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.

Download: SDF SMILES

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

675.4 Da

Threshold ≤ 500

ALogP

-2.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C20H25N10O13P2+

Molecular Weight:

675.4000 Da

SMILES:

Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O[C@H]3[C@@H](O)[C@H](n4cnc5c(N)ncnc54)O[C@@H]3CO[P+](=O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1

InChIKey:

                        UEZXZDVKNKAURA-INFSMZHSSA-O
                        
                    

InChI:

InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)19-12(33)13(7(42-19)1-39-44(35)36)43-45(37,38)40-2-6-10(31)11(32)18(41-6)30-5-26-9-16(30)27-20(22)28-17(9)34/h3-7,10-13,18-19,31-33H,1-2H2,(H6-,21,22,23,24,27,28,34,35,36,37,38)/p+1/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

Calculated Properties

ALogP:

-2.830 lipophilicity

TPSA:

340.65 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (4 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001988

NPClassifier Pathway:

Carbohydrates

NPClassifier Superclass:

Nucleosides

NPClassifier Class:

Purine nucleos(t)ides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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	12.62 μM	10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation
Antitumor	IC50	Capan-1	> 50.0 μM	10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation
Antitumor	IC50	Capan-1	40.3 μM	10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation
Antitumor	IC50	Capan-1	30.42 μM	10.27690/d.cnki.ggdyk.2021.000158 CNKI Dissertation

Back to Compounds