SCS-C000624

pactamide C

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

Chemical Structure

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Source Information

Streptomyces pactum SCSIO 02999 (NA)

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

South China Sea

DOI: 10.1039/c6sc03875a · Chemical Science

Drug-likeness (Lipinski Ro5)

Molecular Weight

478.6 Da

Threshold ≤ 500

ALogP

4.33

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H38N2O4

Molecular Weight:

478.6000 Da

SMILES:

CC[C@H]1C[C@H]2C[C@H]3/C=C/C=C/C(=O)NCCC[C@@H]4NC(=O)C(=C(O)/C=C/C=C/C[C@@H]3[C@H]2[C@@H]1C)C4=O

InChIKey:

                        MONDIPJFMDTDAR-ARKFDTLDSA-N
                        
                    

InChI:

InChI=1S/C29H38N2O4/c1-3-19-16-21-17-20-10-7-8-14-25(33)30-15-9-12-23-28(34)27(29(35)31-23)24(32)13-6-4-5-11-22(20)26(21)18(19)2/h4-8,10,13-14,18-23,26,32H,3,9,11-12,15-17H2,1-2H3,(H,30,33)(H,31,35)/b5-4+,10-7+,13-6+,14-8+,27-24?/t18-,19+,20-,21+,22+,23+,26+/m1/s1

Calculated Properties

ALogP:

4.325 lipophilicity

TPSA:

95.50 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5517 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000624

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	IC50	human tumor cell lines	0.24–8.7 μM	10.1039/c6sc03875a Chemical Science

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