SCS-C004867

cyclopiamide B

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

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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.

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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

352.4 Da

Threshold ≤ 500

ALogP

2.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H20N2O4

Molecular Weight:

352.3900 Da

SMILES:

CC(CC(=O)O)N1C(=O)c2c(cc3cccc4c3c2C(=O)N4C)C1(C)C

InChIKey:

                        RFCUQENFPAOEMH-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C20H20N2O4/c1-10(8-14(23)24)22-19(26)16-12(20(22,2)3)9-11-6-5-7-13-15(11)17(16)18(25)21(13)4/h5-7,9-10H,8H2,1-4H3,(H,23,24)

Calculated Properties

ALogP:

2.984 lipophilicity

TPSA:

77.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004867

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: CMNPD26097

Biological Activity Data

No bioactivity data available for this compound.

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