SCS-C000622

pactamide A

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

480.6 Da

Threshold ≤ 500

ALogP

4.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H40N2O4

Molecular Weight:

480.6000 Da

SMILES:

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

InChIKey:

                        COQRMMDQXCDULZ-BZXIHHRZSA-N
                        
                    

InChI:

InChI=1S/C29H40N2O4/c1-3-17-14-19-15-22-20-6-4-8-25(33)30-13-5-7-23-28(34)27(29(35)31-23)24(32)12-10-18(20)9-11-21(22)26(19)16(17)2/h4,8,10,12,16-23,26,32H,3,5-7,9,11,13-15H2,1-2H3,(H,30,33)(H,31,35)/b8-4-,12-10+,27-24?/t16-,17+,18-,19+,20-,21+,22+,23+,26+/m1/s1

Calculated Properties

ALogP:

4.239 lipophilicity

TPSA:

95.50 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-C000622

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	0.24–0.51 μM	10.1039/c6sc03875a Chemical Science

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