SCS-C000072

methyl 2-[(11-hydroxy-4,7,15,18-tetramethyl-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene-12-carbonyl)amino]propanoate

Pathway: Polyketides Superclass: Cyclic polyketides Class: Fungal cyclic polyketides (Miscellaneous)

Chemical Structure

Structure of methyl 2-[(11-hydroxy-4,7,15,18-tetramethyl-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene-12-carbonyl)amino]propanoate

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Source Information

N/A

South China Sea

DOI: 10.3390/md8041094 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

475.5 Da

Threshold ≤ 500

ALogP

2.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H33NO8

Molecular Weight:

475.5380 Da

SMILES:

COC(=O)C(C)NC(=O)c1c(O)c2c(c3c1OC1(C)OCC(C)C1C3)OC1(C)OCC(C)C1C2

InChIKey:

                        GZKNIFRBVQKGHH-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C25H33NO8/c1-11-9-31-24(4)16(11)7-14-19(27)18(22(28)26-13(3)23(29)30-6)21-15(20(14)33-24)8-17-12(2)10-32-25(17,5)34-21/h11-13,16-17,27H,7-10H2,1-6H3,(H,26,28)

Calculated Properties

ALogP:

2.551 lipophilicity

TPSA:

112.55 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000072

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Fungal cyclic polyketides (Miscellaneous)

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	KB, KBv200, MCF-7, MCF-7/adr, A549	> 50.0 μM	10.3390/md8041094 Marine Drugs

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