SCS-C000628

ascomylactam A

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

Didymella sp. CYSK-4 (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Didymellaceae Genus Didymella Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.8b00918 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

559.7 Da

Threshold ≤ 500

ALogP

5.73

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:

C35H45NO5

Molecular Weight:

559.7470 Da

SMILES:

CO[C@@H]1C2=C(O)[C@H]3[C@H]4[C@H](Oc5ccc(cc5)C[C@]1(O)NC2=O)[C@H]1[C@@H](C[C@H](C)C[C@@H]1C)[C@@H]4C(C)=C1[C@@H](C)C(C)=C[C@@]13C

InChIKey:

                        GLTWXUDIIDOBCT-FBCAYBKCSA-N
                        
                    

InChI:

InChI=1S/C35H45NO5/c1-16-12-17(2)24-23(13-16)25-20(5)28-19(4)18(3)14-34(28,6)29-26(25)31(24)41-22-10-8-21(9-11-22)15-35(39)32(40-7)27(30(29)37)33(38)36-35/h8-11,14,16-17,19,23-26,29,31-32,37,39H,12-13,15H2,1-7H3,(H,36,38)/t16-,17+,19+,23-,24-,25+,26+,29-,31-,32-,34+,35-/m1/s1

Calculated Properties

ALogP:

5.729 lipophilicity

TPSA:

88.02 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (1 aromatic)

Chiral Centers:

Fsp³:

0.6286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000628

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	human tumor cell lines	4.2–7.8 μM	10.1021/acs.jnatprod.8b00918 Journal of Natural Products

Back to Compounds