SCS-C000070

[3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]-2-oxochromen-7-yl] acetate

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Simple coumarins

Chemical Structure

Structure of [3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]-2-oxochromen-7-yl] acetate

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Source Information

N/A

South China Sea

DOI: 10.3390/md8041094 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

351.4 Da

Threshold ≤ 500

ALogP

3.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H17NO5

Molecular Weight:

351.3580 Da

SMILES:

CC(=O)Oc1ccc2cc(/C(C)=N/OCc3ccccc3)c(=O)oc2c1

InChIKey:

                        OFJBKLZOGFMQPM-FYJGNVAPSA-N
                        
                    

InChI:

InChI=1S/C20H17NO5/c1-13(21-24-12-15-6-4-3-5-7-15)18-10-16-8-9-17(25-14(2)22)11-19(16)26-20(18)23/h3-11H,12H2,1-2H3/b21-13+

Calculated Properties

ALogP:

3.659 lipophilicity

TPSA:

78.10 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.1500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000070

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Simple coumarins

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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