SCS-C007426

microsporanate F

Pathway: Polyketides Superclass: Macrolides Class: Spirotetronate macrolides Glycoside

Chemical Structure

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Source Information

Micromonospora harpali (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Micromonospora Species Micromonospora haikouensis

South China Sea · -1565 m

DOI: 10.1021/acs.jnatprod.7b00176 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1211.4 Da

Threshold ≤ 500

ALogP

4.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C63H90N2O21

Molecular Weight:

1211.4060 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](OC7C[C@@H](O)[C@@H](O)CO7)[C@H](C)O6)[C@@H](OC(C)=O)[C@H](C)O5)[C@@H](C)C[C@H](C)[C@H]4[C@]3(C)C(=O)C3=C(O)[C@@]4(CC(/C=C/C(C)=O)=C[C@H](O)[C@H]4/C=C/2C)OC3=O)C[C@]1(C)N

InChIKey:

                        QIZDZZQQWWRSQD-VXNMBAALSA-N
                        
                    

InChI:

InChI=1S/C63H90N2O21/c1-28-13-18-45(82-50-26-61(10,64)56(35(8)80-50)65-60(75)76-12)29(2)20-40-41(68)21-37(15-14-32(5)66)25-63(40)58(73)51(59(74)86-63)57(72)62(11)39(28)17-16-38-52(62)30(3)19-31(4)53(38)85-49-24-46(55(34(7)79-49)81-36(9)67)83-48-23-43(70)54(33(6)78-48)84-47-22-42(69)44(71)27-77-47/h13-17,20-21,30-31,33-35,38-50,52-56,68-71,73H,18-19,22-27,64H2,1-12H3,(H,65,75)/b15-14+,28-13+,29-20+/t30-,31-,33-,34-,35+,38-,39-,40+,41-,42+,43+,44-,45-,46+,47?,48-,49-,50-,52+,53-,54-,55-,56-,61-,62+,63-/m0/s1

Calculated Properties

ALogP:

4.661 lipophilicity

TPSA:

326.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

9 (0 aromatic)

Chiral Centers:

Fsp³:

0.7302 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007426

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 BS01	1.0–8.0 μg/mL	10.1021/acs.jnatprod.7b00176 Journal of Natural Products
Antibacterial	MIC	Bacillus thuringiensis BT01	1.0–8.0 μg/mL	10.1021/acs.jnatprod.7b00176 Journal of Natural Products

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