SCS-C000626

pactamide E

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

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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 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

476.6 Da

Threshold ≤ 500

ALogP

4.41

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H36N2O4

Molecular Weight:

476.6000 Da

SMILES:

CC[C@H]1C[C@H]2/C=C/C=C/C=CC(=O)NCCC[C@@H]3NC(=O)C(=C(O)/C=C/C=C/C=C/[C@H]2[C@@H]1C)C3=O

InChIKey:

                        NOJRAQWMMMFKJA-KIJIHBSFSA-N
                        
                    

InChI:

InChI=1S/C29H36N2O4/c1-3-21-19-22-13-8-4-7-11-17-26(33)30-18-12-15-24-28(34)27(29(35)31-24)25(32)16-10-6-5-9-14-23(22)20(21)2/h4-11,13-14,16-17,20-24,32H,3,12,15,18-19H2,1-2H3,(H,30,33)(H,31,35)/b6-5+,7-4+,13-8+,14-9+,16-10+,17-11?,27-25?/t20-,21+,22-,23+,24+/m1/s1

Calculated Properties

ALogP:

4.412 lipophilicity

TPSA:

95.50 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.4138 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000626

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Macrocyclic tetramic acids Macrolide lactams

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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