SCS-C007930

aburatubolactam C

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

Chemical Structure

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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

508.7 Da

Threshold ≤ 500

ALogP

4.07

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H40N2O5

Molecular Weight:

508.6590 Da

SMILES:

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

InChIKey:

                        FPIBWIGWGNGRGV-RRNXVLMSSA-N
                        
                    

InChI:

InChI=1S/C30H40N2O5/c1-4-19-16-22-21(18(19)2)17-20-10-5-6-13-25(34)28-29(36)23(32(3)30(28)37)11-9-15-31-26(35)14-8-7-12-24(33)27(20)22/h5,7-8,10,12,14,18-23,27,34H,4,6,9,11,13,15-17H2,1-3H3,(H,31,35)/b10-5+,12-7+,14-8+,28-25+/t18-,19+,20+,21+,22-,23-,27-/m0/s1

Calculated Properties

ALogP:

4.071 lipophilicity

TPSA:

103.78 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007930

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

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