SCS-C007421

microsporanate A

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

1353.6 Da

Threshold ≤ 500

ALogP

7.31

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:

C70H100N2O24

Molecular Weight:

1353.5600 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]6CC[C@@H](O[C@@H]7C[C@@H](O)[C@@H](O[C@H]8CC[C@@H](O)[C@H](C)O8)[C@H](C)O7)[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)=C3C(=O)O[C@]4(CC(/C=C/C(C)=O)=C[C@H](O)[C@H]4C=C2C)C3=O)C[C@]1(C)[N+](=O)[O-]

InChIKey:

                        OJRMUZHPTUTYNC-VARCDQSMSA-N
                        
                    

InChI:

InChI=1S/C70H100N2O24/c1-32-15-21-50(91-57-31-68(12,72(82)83)63(41(10)89-57)71-67(81)84-14)33(2)26-46-48(76)27-43(17-16-36(5)73)30-70(46)65(79)58(66(80)96-70)64(78)69(13)45(32)19-18-44-59(69)34(3)25-35(4)60(44)95-56-29-52(62(40(9)88-56)90-42(11)74)93-53-24-22-51(38(7)86-53)92-55-28-49(77)61(39(8)87-55)94-54-23-20-47(75)37(6)85-54/h15-19,26-27,34-35,37-41,44-57,59-63,75-78H,20-25,28-31H2,1-14H3,(H,71,81)/b17-16+,32-15+,33-26?,64-58?/t34-,35-,37-,38-,39-,40-,41+,44-,45-,46+,47+,48-,49+,50-,51+,52+,53-,54-,55+,56-,57-,59+,60-,61-,62-,63-,68-,69+,70-/m0/s1

Calculated Properties

ALogP:

7.307 lipophilicity

TPSA:

341.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (0 aromatic)

Chiral Centers:

Fsp³:

0.7571 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007421

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	0.016–0.5 μg/mL	10.1021/acs.jnatprod.7b00176 Journal of Natural Products
Antibacterial	MIC	Bacillus thuringiensis BT01	0.016–0.5 μg/mL	10.1021/acs.jnatprod.7b00176 Journal of Natural Products

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