SCS-C007425

microsporanate E

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

1195.4 Da

Threshold ≤ 500

ALogP

5.69

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:

C63H90N2O20

Molecular Weight:

1195.4070 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](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:

                        VJGFBQVAJZEJLN-BIRHNXLOSA-N
                        
                    

InChI:

InChI=1S/C63H90N2O20/c1-29-13-18-45(81-51-27-61(10,64)56(36(8)79-51)65-60(74)75-12)30(2)22-41-42(68)23-38(15-14-33(5)66)26-63(41)58(72)52(59(73)85-63)57(71)62(11)40(29)17-16-39-53(62)31(3)21-32(4)54(39)84-50-25-47(55(35(7)78-50)80-37(9)67)83-48-20-19-46(34(6)77-48)82-49-24-43(69)44(70)28-76-49/h13-17,22-23,31-32,34-36,39-51,53-56,68-70,72H,18-21,24-28,64H2,1-12H3,(H,65,74)/b15-14+,29-13+,30-22+/t31-,32-,34-,35-,36+,39-,40-,41+,42-,43+,44-,45-,46+,47+,48-,49?,50-,51-,53+,54-,55-,56-,61-,62+,63-/m0/s1

Calculated Properties

ALogP:

5.690 lipophilicity

TPSA:

305.85 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-C007425

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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