SCS-C007931

aburatubolactam D

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

Chemical Structure

Loading 3D structure...

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 sp. (bacterium)

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

South China Sea · 645 m · E ?115°48.7902′, N20°19.4258′

DOI: 10.1021/acs.orglett.4c00168 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

494.6 Da

Threshold ≤ 500

ALogP

3.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H38N2O5

Molecular Weight:

494.6320 Da

SMILES:

CC[C@@H]1C[C@H]2[C@H](C[C@H]3/C=C/CC/C(O)=C4/C(=O)N[C@@H](CCCNC(=O)/C=C/C=C/C(=O)[C@H]23)C4=O)[C@H]1C

InChIKey:

                        ZEPBDEMVWFEKJB-JADOCXODSA-N
                        
                    

InChI:

InChI=1S/C29H38N2O5/c1-3-18-15-21-20(17(18)2)16-19-9-4-5-12-24(33)27-28(35)22(31-29(27)36)10-8-14-30-25(34)13-7-6-11-23(32)26(19)21/h4,6-7,9,11,13,17-22,26,33H,3,5,8,10,12,14-16H2,1-2H3,(H,30,34)(H,31,36)/b9-4+,11-6+,13-7+,27-24-/t17-,18+,19+,20+,21-,22-,26-/m0/s1

Calculated Properties

ALogP:

3.728 lipophilicity

TPSA:

112.57 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.5862 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007931

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	C4-2B; A549; HepG2 cell lines	2.43–16.16 μM	10.1021/acs.orglett.4c00168 Organic Letters

Back to Compounds