SCS-C004659

cyclopiamide H

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

286.3 Da

Threshold ≤ 500

ALogP

0.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C16H18N2O3

Molecular Weight:

286.3310 Da

SMILES:

CN1C(=O)[C@]2(O)c3c(cccc31)C[C@@H]1[C@H]2C(=O)NC1(C)C

InChIKey:

                        NJNVLWKPNCWDDC-ABYOOWDOSA-N
                        
                    

InChI:

InChI=1S/C16H18N2O3/c1-15(2)9-7-8-5-4-6-10-11(8)16(21,14(20)18(10)3)12(9)13(19)17-15/h4-6,9,12,21H,7H2,1-3H3,(H,17,19)/t9-,12+,16+/m1/s1

Calculated Properties

ALogP:

0.547 lipophilicity

TPSA:

69.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004659

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: CMNPD26103

Biological Activity Data

No bioactivity data available for this compound.

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