SCS-C000618

capsimycin G

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

Chemical Structure

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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

510.6 Da

Threshold ≤ 500

ALogP

2.20

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H38N2O6

Molecular Weight:

510.6310 Da

SMILES:

C[C@@H]1C[C@@H]2[C@H]3C[C@H]4C=CC(=O)C5=C(O)[C@H](CCCNC(=O)C=CC[C@@H]4[C@H]3[C@@H]3O[C@@H]3[C@H]2[C@@H]1[C@@H](C)O)NC5=O

InChIKey:

                        IFURZYCQTZEOET-DQBPMAGWSA-N
                        
                    

InChI:

InChI=1S/C29H38N2O6/c1-13-11-17-18-12-15-8-9-20(33)25-26(35)19(31-29(25)36)6-4-10-30-21(34)7-3-5-16(15)23(18)27-28(37-27)24(17)22(13)14(2)32/h3,7-9,13-19,22-24,27-28,32,35H,4-6,10-12H2,1-2H3,(H,30,34)(H,31,36)/t13-,14-,15-,16+,17-,18-,19+,22+,23-,24-,27+,28-/m1/s1

Calculated Properties

ALogP:

2.197 lipophilicity

TPSA:

128.26 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000618

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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