SCS-C004950

cyclopiamide G

Pathway: Alkaloids | Amino acids and Peptides Superclass: Tetramate alkaloids Class: Cyclopiazonic acid-tpye tetramate alkaloids

Back to List

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

Penicillium commune (fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium commune

South China Sea

DOI: 10.1016/j.tet.2014.12.031 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

272.3 Da

Threshold ≤ 500

ALogP

0.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H16N2O3

Molecular Weight:

272.3040 Da

SMILES:

CC1(C)NC(=O)[C@@H]2[C@H]1Cc1cccc3c1[C@@]2(O)C(=O)N3

InChIKey:

                        JLKLTLMELBLISX-SXKNGAHQSA-N
                        
                    

InChI:

InChI=1S/C15H16N2O3/c1-14(2)8-6-7-4-3-5-9-10(7)15(20,13(19)16-9)11(8)12(18)17-14/h3-5,8,11,20H,6H2,1-2H3,(H,16,19)(H,17,18)/t8-,11+,15+/m1/s1

Calculated Properties

ALogP:

0.523 lipophilicity

TPSA:

78.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004950

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Tetramate alkaloids

NPClassifier Class:

Cyclopiazonic acid-tpye tetramate alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26102

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds