SCS-C000620

hydroxyikarugamycin B

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

Chemical Structure

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Source Information

Streptomyces sp. SCSIO 40060 (bacterium)

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

South China Sea

DOI: 10.1016/j.tet.2018.10.007 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

542.7 Da

Threshold ≤ 500

ALogP

1.81

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H42N2O7

Molecular Weight:

542.7000 Da

SMILES:

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

InChIKey:

                        FZIHVQYNOYUBMN-YFVMNMSESA-N
                        
                    

InChI:

InChI=1S/C30H42N2O7/c1-14-12-18-19-13-16-9-10-21(33)26-27(35)20(32-30(26)38)7-5-11-31-22(34)8-4-6-17(16)24(19)28(36)29(37)25(18)23(14)15(2)39-3/h4,8-10,14-20,23-25,28-29,33,36-37H,5-7,11-13H2,1-3H3,(H,31,34)(H,32,38)/b8-4-,10-9+,26-21?/t14-,15-,16-,17+,18-,19-,20+,23+,24-,25-,28+,29+/m1/s1

Calculated Properties

ALogP:

1.806 lipophilicity

TPSA:

145.19 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000620

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
Other specified activity	—	—	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.tet.2018.10.007 Tetrahedron

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