SCS-C008182

microascone A

Pathway: Alkaloids | Amino acids and Peptides Superclass: Tetramate alkaloids Class: Pyrrocidine tetramate alkaloids

Chemical Structure

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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

Microascus sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Microascales Family Microascaceae Genus Microascus Species Microascus sp.

Offshore Hainan Island · 18°11'N, 109°25'E

DOI: 10.1021/acs.jnatprod.3c00984 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

527.7 Da

Threshold ≤ 500

ALogP

5.09

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C34H41NO4

Molecular Weight:

527.7050 Da

SMILES:

CC1=C[C@@]2(C)[C@@H]3C(=O)[C@@]45C(=O)N[C@@](O)(Cc6ccc(cc6)O[C@@H]6[C@H]7[C@@H](C[C@H](C)C[C@@H]7C)[C@H]1[C@H]63)[C@H]4CC=C(C)[C@@H]25

InChIKey:

                        COOVKVZQCPYTRC-CFULMHLFSA-N
                        
                    

InChI:

InChI=1S/C34H41NO4/c1-16-12-18(3)25-22(13-16)24-19(4)14-32(5)27-26(24)28(25)39-21-9-7-20(8-10-21)15-33(38)23-11-6-17(2)29(32)34(23,30(27)36)31(37)35-33/h6-10,14,16,18,22-29,38H,11-13,15H2,1-5H3,(H,35,37)/t16-,18+,22+,23-,24+,25-,26+,27+,28-,29+,32+,33-,34-/m1/s1

Calculated Properties

ALogP:

5.087 lipophilicity

TPSA:

75.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

9 (1 aromatic)

Chiral Centers:

Fsp³:

0.6471 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008182

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Tetramate alkaloids

NPClassifier Class:

Pyrrocidine tetramate alkaloids

Glycoside:

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	seven tested bacterial pathogens	> 1.6 μg/mL	10.1021/acs.jnatprod.3c00984 Journal of Natural Products

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