SCS-C001193

emestrin L

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Thiodiketopiperazine alkaloids

Chemical Structure

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Source Information

Aspergillus terreus RA2905 (mangrove endophytic fungus)

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

Beibu Gulf

DOI: 10.3390/md18030132 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

476.6 Da

Threshold ≤ 500

ALogP

2.14

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H24N2O6S2

Molecular Weight:

476.6000 Da

SMILES:

CS[C@@]1(Cc2ccccc2O)NC(=O)[C@]2(SC)CC3=COC=C[C@H](OC(C)=O)[C@H]3N2C1=O

InChIKey:

                        HRNBWHFGVJCUEM-MOXQZVSFSA-N
                        
                    

InChI:

InChI=1S/C22H24N2O6S2/c1-13(25)30-17-8-9-29-12-15-11-22(32-3)19(27)23-21(31-2,20(28)24(22)18(15)17)10-14-6-4-5-7-16(14)26/h4-9,12,17-18,26H,10-11H2,1-3H3,(H,23,27)/t17-,18-,21+,22+/m0/s1

Calculated Properties

ALogP:

2.143 lipophilicity

TPSA:

105.17 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4091 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001193

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Thiodiketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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