SCS-C000231

L-alanyl-L-tryptophan anhydride

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Other indole diketopiperazine alkaloids

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Chemical Structure

Structure of L-alanyl-L-tryptophan anhydride

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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

Nigrospora oryzae (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Nigrospora Species Nigrospora oryzae

South China Sea

DOI: 10.1007/s10600-014-1189-0 · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

257.3 Da

Threshold ≤ 500

ALogP

0.71

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H15N3O2

Molecular Weight:

257.2900 Da

SMILES:

C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O

InChIKey:

                        VDMMFAOUINDEGC-UFBFGSQYSA-N
                        
                    

InChI:

InChI=1S/C14H15N3O2/c1-8-13(18)17-12(14(19)16-8)6-9-7-15-11-5-3-2-4-10(9)11/h2-5,7-8,12,15H,6H2,1H3,(H,16,19)(H,17,18)/t8-,12-/m0/s1

Calculated Properties

ALogP:

0.714 lipophilicity

TPSA:

73.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.2857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000231

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

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
Other specified activity	inhibition	TMEM16A	5.0 μg/mL	10.1007/s10600-014-1189-0 Chemistry of Natural Compounds

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