SCS-C005940

lobophorin I

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

897.1 Da

Threshold ≤ 500

ALogP

4.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C48H68N2O14

Molecular Weight:

897.0720 Da

SMILES:

CC(=O)NC1C(C)OC(O[C@H]2C/C=C(\C)[C@@H]3C=C[C@@H]4[C@@H](OC5CC(O)C(O)C(C)O5)[C@@H](C)C[C@H](C)[C@H]4[C@]3(C)C(=O)C3=C(O)[C@@]4(C[C@@H](C)C(CO)=C[C@H]4/C=C/2C)OC3=O)CC1(C)[N+](=O)[O-]

InChIKey:

                        NTOXXJJBNCAWDG-GEHLDWOSSA-N
                        
                    

InChI:

InChI=1S/C48H68N2O14/c1-22-11-14-35(62-37-20-46(9,50(58)59)42(28(7)61-37)49-29(8)52)23(2)16-31-17-30(21-51)26(5)19-48(31)44(56)38(45(57)64-48)43(55)47(10)33(22)13-12-32-39(47)24(3)15-25(4)41(32)63-36-18-34(53)40(54)27(6)60-36/h11-13,16-17,24-28,31-37,39-42,51,53-54,56H,14-15,18-21H2,1-10H3,(H,49,52)/b22-11+,23-16+/t24-,25-,26+,27?,28?,31+,32-,33-,34?,35-,36?,37?,39+,40?,41-,42?,46?,47+,48-/m0/s1

Calculated Properties

ALogP:

4.937 lipophilicity

TPSA:

233.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.7292 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005940

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	6.25 μg/mL	10.3390/md11103891 Marine Drugs

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