SCS-C000614

capsimycin C

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

512.6 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H40N2O6

Molecular Weight:

512.6000 Da

SMILES:

CC[C@H]1[C@@H]2[C@H](O)[C@@H](O)[C@H]3[C@H](C[C@H]4/C=C/C(O)=C5C(=O)N[C@H](CCCNC(=O)/C=C\C[C@H]34)C5=O)[C@H]2C[C@H]1C

InChIKey:

                        DHJBBUAKXSVNPQ-QXDXADLDSA-N
                        
                    

InChI:

InChI=1S/C29H40N2O6/c1-3-16-14(2)12-18-19-13-15-9-10-21(32)25-26(34)20(31-29(25)37)7-5-11-30-22(33)8-4-6-17(15)24(19)28(36)27(35)23(16)18/h4,8-10,14-20,23-24,27-28,32,35-36H,3,5-7,11-13H2,1-2H3,(H,30,33)(H,31,37)/b8-4-,10-9+,25-21?/t14-,15-,16-,17+,18-,19-,20-,23+,24-,27+,28+/m1/s1

Calculated Properties

ALogP:

2.181 lipophilicity

TPSA:

135.96 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.6897 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000614

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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