SCS-C000617

capsimycin F

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

Chemical Structure

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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

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

526.7 Da

Threshold ≤ 500

ALogP

2.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H42N2O6

Molecular Weight:

526.6700 Da

SMILES:

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

InChIKey:

                        DPVZSCHCGANSMG-AECNYKEPSA-N
                        
                    

InChI:

InChI=1S/C30H42N2O6/c1-4-17-15(2)13-19-20-14-16-10-11-22(33)26-27(35)21(32-30(26)37)8-6-12-31-23(34)9-5-7-18(16)24(20)28(36)29(38-3)25(17)19/h5,9-11,15-21,24-25,28-29,35-36H,4,6-8,12-14H2,1-3H3,(H,31,34)(H,32,37)/b9-5-,11-10+/t15-,16-,17-,18+,19-,20-,21+,24-,25+,28+,29+/m1/s1

Calculated Properties

ALogP:

2.835 lipophilicity

TPSA:

124.96 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000617

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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