SCS-C004559

marangucycline B

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines

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

DOI: 10.3390/md13031304 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

544.6 Da

Threshold ≤ 500

ALogP

4.04

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H28O9

Molecular Weight:

544.5560 Da

SMILES:

Cc1cc(O)c2c3c(ccc2c1)C(=O)c1c(ccc([C@H]2C[C@H]4O[C@H]5CC(=O)[C@H](C)O[C@H]5O[C@@H]4[C@@H](C)O2)c1O)C3=O

InChIKey:

                        GYRDANFHHGXTKK-XIBFKZRZSA-N
                        
                    

InChI:

InChI=1S/C31H28O9/c1-12-8-15-4-5-17-25(24(15)20(33)9-12)28(35)18-7-6-16(27(34)26(18)29(17)36)21-11-22-30(14(3)37-21)40-31-23(39-22)10-19(32)13(2)38-31/h4-9,13-14,21-23,30-31,33-34H,10-11H2,1-3H3/t13-,14+,21+,22+,23-,30+,31-/m0/s1

Calculated Properties

ALogP:

4.041 lipophilicity

TPSA:

128.59 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (3 aromatic)

Chiral Centers:

Fsp³:

0.3871 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004559

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Angucyclines

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25797

Biological Activity Data

No bioactivity data available for this compound.

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