SCS-C008187

microascone D

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

Chemical Structure

Loading 3D structure...

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

5.71

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:

C=C/C(C)=C/[C@@]1(C)C=C(C)[C@H]2[C@@H]3C[C@H](C)C[C@H](C)[C@H]3[C@H]3Oc4ccc(cc4)C[C@@H]4C(=O)NC(=O)[C@H]4C(=O)[C@@H]1[C@@H]32

InChIKey:

                        FFTRNMSKWOKPKI-RXIQWMADSA-N
                        
                    

InChI:

InChI=1S/C34H41NO4/c1-7-17(2)15-34(6)16-20(5)25-23-13-18(3)12-19(4)26(23)31-28(25)29(34)30(36)27-24(32(37)35-33(27)38)14-21-8-10-22(39-31)11-9-21/h7-11,15-16,18-19,23-29,31H,1,12-14H2,2-6H3,(H,35,37,38)/b17-15+/t18-,19+,23+,24+,25+,26-,27-,28+,29+,31-,34+/m1/s1

Calculated Properties

ALogP:

5.707 lipophilicity

TPSA:

72.47 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (1 aromatic)

Chiral Centers:

Fsp³:

0.5588 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008187

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
Antitumor	IC50	H1975 and HepG2 cell lines	> 33.0 μM	10.1021/acs.jnatprod.3c00984 Journal of Natural Products

Back to Compounds