SCS-C007288

terretrione B

Pathway: Amino acids and Peptides Superclass: Small peptides Class: Dipeptides

Chemical Structure

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Source Information

Aspergillus terreus (mangrove endophytic fungus)

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

South China Sea

DOI: 10.1016/s1875-5364(19)30017-2 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

302.4 Da

Threshold ≤ 500

ALogP

1.33

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H22N2O3

Molecular Weight:

302.3740 Da

SMILES:

CC(C)C1C(=O)N(C)C(=O)C(Cc2ccccc2)C(=O)N1C

InChIKey:

                        ZWBRSXCNRXIIBK-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C17H22N2O3/c1-11(2)14-17(22)19(4)16(21)13(15(20)18(14)3)10-12-8-6-5-7-9-12/h5-9,11,13-14H,10H2,1-4H3

Calculated Properties

ALogP:

1.327 lipophilicity

TPSA:

57.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4706 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007288

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Dipeptides

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
Antimycobacterial	inhibition rate	Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB)	< 60.0 %	10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines
Antitumor	activity level	human glioma U87 cells	all these compounds (1?17) exhibited weak or no cytotoxic activities towards human glioma U87 cells at a concentration of 10 μmol·L?1	10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines
Neuroprotective / Neuromodulatory	activity level	glutamate-induced toxicity in HT22 cells	— Structured numeric value is not available in this record; see the primary reference.	10.1016/s1875-5364(19)30017-2 Chinese Journal of Natural Medicines

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