SCS-C007936

glyantrypine

Pathway: Alkaloids Superclass: Peptide alkaloids Class: Other indole diketopiperazine alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus clavatonanicus (sponge-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus clavatonanicus

South China Sea

DOI: 10.1021/acs.jnatprod.5c01575 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

346.4 Da

Threshold ≤ 500

ALogP

2.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H18N4O2

Molecular Weight:

346.3900 Da

SMILES:

C=Cc1nc2n(c(=O)c1C=C)C(Cc1c[nH]c3ccccc13)C(=O)NC2

InChIKey:

                        UYIBVXOVKPTFGD-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H18N4O2/c1-3-13-15(4-2)23-18-11-22-19(25)17(24(18)20(13)26)9-12-10-21-16-8-6-5-7-14(12)16/h3-8,10,17,21H,1-2,9,11H2,(H,22,25)

Calculated Properties

ALogP:

2.424 lipophilicity

TPSA:

79.78 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.1500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007936

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Other indole diketopiperazine alkaloids

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
Antifibrotic / Organ protection	inhibition	FN, α-SMA	10.0 μM	10.1021/acs.jnatprod.5c01575 Journal of Natural Products

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