SCS-C005938

lobophorin B

Pathway: Polyketides Superclass: Macrolides Class: Spirotetronate macrolides Glycoside

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. 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

1187.4 Da

Threshold ≤ 500

ALogP

5.57

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C61H90N2O21

Molecular Weight:

1187.3840 Da

SMILES:

COC(=O)N[C@@H]1[C@H](C)O[C@@H](OC2CC=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](OC)[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)OC4(C[C@H](C)C(CO)=C[C@H]4C=C2C)C3=O)C[C@@]1(C)[N+](=O)[O-]

InChIKey:

                        OQCJHHCTOPGJEH-OZRRPFOLSA-N
                        
                    

InChI:

InChI=1S/C61H90N2O21/c1-27-14-17-42(80-47-25-59(10,63(72)73)54(35(9)79-47)62-58(71)75-13)28(2)19-37-20-36(26-64)31(5)24-61(37)56(69)48(57(70)84-61)55(68)60(11)39(27)16-15-38-49(60)29(3)18-30(4)51(38)82-46-23-43(50(67)32(6)76-46)81-44-22-41(66)53(34(8)78-44)83-45-21-40(65)52(74-12)33(7)77-45/h14-16,19-20,29-35,37-47,49-54,64-68H,17-18,21-26H2,1-13H3,(H,62,71)/t29-,30-,31+,32+,33+,34+,35+,37-,38-,39-,40-,41-,42?,43-,44-,45-,46-,47+,49+,50+,51-,52+,53+,54-,59-,60+,61?/m1/s1

Calculated Properties

ALogP:

5.573 lipophilicity

TPSA:

309.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

9 (0 aromatic)

Chiral Centers:

Fsp³:

0.7869 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005938

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	1.57 μg/mL	10.3390/md11103891 Marine Drugs

Back to Compounds