SCS-C000071

7-(3-methylbut-2-enoxy)-3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]chromen-2-one

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

Chemical Structure

Structure of 7-(3-methylbut-2-enoxy)-3-[(E)-C-methyl-N-phenylmethoxycarbonimidoyl]chromen-2-one

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Source Information

N/A

South China Sea

DOI: 10.3390/md8041094 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

377.4 Da

Threshold ≤ 500

ALogP

5.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H23NO4

Molecular Weight:

377.4400 Da

SMILES:

CC(C)=CCOc1ccc2cc(/C(C)=N/OCc3ccccc3)c(=O)oc2c1

InChIKey:

                        SGTOUQDJMJWUKM-JJIBRWJFSA-N
                        
                    

InChI:

InChI=1S/C23H23NO4/c1-16(2)11-12-26-20-10-9-19-13-21(23(25)28-22(19)14-20)17(3)24-27-15-18-7-5-4-6-8-18/h4-11,13-14H,12,15H2,1-3H3/b24-17+

Calculated Properties

ALogP:

5.079 lipophilicity

TPSA:

61.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2174 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000071

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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