SCS-C000616

capsimycin E

Pathway: Amino acids and Peptides | Polyketides Superclass: Macrolides Class: Macrocyclic tetramic acids

Chemical Structure

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Source Information

Streptomyces xiamenensis 318 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces xiamenensis

South China Sea

DOI: 10.1038/srep40689 · Scientific Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

556.7 Da

Threshold ≤ 500

ALogP

2.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H44N2O7

Molecular Weight:

556.7000 Da

SMILES:

CO[C@@H]1[C@@H](O)[C@H]2[C@H](C[C@H]3/C=C/C(=O)C4=C(O)[C@H](CCCNC(=O)/C=C\C[C@H]23)NC4=O)[C@H]2C[C@@H](C)[C@@H]([C@@H](C)OC)[C@@H]21

InChIKey:

                        IUAPEFYLSPUCIA-FPOPEPKVSA-N
                        
                    

InChI:

InChI=1S/C31H44N2O7/c1-15-13-19-20-14-17-10-11-22(34)27-28(36)21(33-31(27)38)8-6-12-32-23(35)9-5-7-18(17)25(20)29(37)30(40-4)26(19)24(15)16(2)39-3/h5,9-11,15-21,24-26,29-30,36-37H,6-8,12-14H2,1-4H3,(H,32,35)(H,33,38)/b9-5-,11-10+/t15-,16-,17-,18+,19-,20-,21+,24+,25-,26-,29+,30+/m1/s1

Calculated Properties

ALogP:

2.460 lipophilicity

TPSA:

134.19 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7097 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000616

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrocyclic tetramic acids

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	—	pancreatic carcinoma cells	— Structured numeric value is not available in this record; see the primary reference.	10.1038/srep40689 Scientific Reports

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