SCS-C005939

lobophorin H

Pathway: Polyketides Superclass: Macrolides Class: Spirotetronate macrolides Glycoside

Chemical Structure

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Source Information

Streptomyces sp. 12A35 (bacterium)

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

South China Sea · 2134 m · 17°59.928'N, 111°36.160'E

DOI: 10.3390/md11103891 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

1169.4 Da

Threshold ≤ 500

ALogP

6.40

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, ALogP, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C61H88N2O20

Molecular Weight:

1169.3690 Da

SMILES:

COC(=O)N[C@H]1[C@@H](C)O[C@@H](O[C@H]2C/C=C(\C)[C@@H]3C=C[C@@H]4[C@@H](O[C@H]5C[C@@H](O[C@H]6C[C@H](O)[C@H](O[C@@H]7C[C@@H](O)[C@@H](C)[C@H](C)O7)[C@@H](C)O6)[C@@H](O)[C@H](C)O5)[C@@H](C)C[C@H](C)[C@H]4[C@]3(C)C(O)=C3C(=O)O[C@]4(C[C@@H](C)C(C=O)=C[C@H]4/C=C/2C)C3=O)C[C@]1(C)[N+](=O)[O-]

InChIKey:

                        ARJNJXFSNJXEJC-JZWATQLGSA-N
                        
                    

InChI:

InChI=1S/C61H88N2O20/c1-27-14-17-43(79-48-25-59(11,63(72)73)54(36(10)78-48)62-58(71)74-13)28(2)19-38-20-37(26-64)31(5)24-61(38)56(69)49(57(70)83-61)55(68)60(12)40(27)16-15-39-50(60)29(3)18-30(4)52(39)81-47-23-44(51(67)34(8)76-47)80-45-22-42(66)53(35(9)77-45)82-46-21-41(65)32(6)33(7)75-46/h14-16,19-20,26,29-36,38-48,50-54,65-68H,17-18,21-25H2,1-13H3,(H,62,71)/b27-14+,28-19+,55-49?/t29-,30-,31+,32-,33-,34-,35+,36+,38+,39-,40-,41+,42-,43-,44+,45-,46+,47-,48-,50+,51-,52-,53+,54-,59-,60+,61-/m0/s1

Calculated Properties

ALogP:

6.401 lipophilicity

TPSA:

296.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

9 (0 aromatic)

Chiral Centers:

Fsp³:

0.7705 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005939

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Spirotetronate macrolides

Glycoside:

Yes

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
Antibacterial	MIC	Bacillus subtilis	3.13 μg/mL	10.3390/md11103891 Marine Drugs
Antibacterial	MIC	Staphylococcus aureus	50.0 μg/mL	10.3390/md11103891 Marine Drugs

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