SCS-C004965

(3Z)-3-benzylidene-8,8a-dihydroxy-2-methyl-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazine-1,4-dione

Pathway: Alkaloids | Amino acids and Peptides Superclass: Lysine alkaloids | Peptide alkaloids

Chemical Structure

Structure of (3Z)-3-benzylidene-8,8a-dihydroxy-2-methyl-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazine-1,4-dione

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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

unidentified fungus (NA)

Kingdom Fungi Phylum NA Class NA Order NA Family NA Genus NA Species NA

South China Sea

DOI: 10.1002/mrc.2346 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

288.3 Da

Threshold ≤ 500

ALogP

-0.22

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H16N2O4

Molecular Weight:

288.3030 Da

SMILES:

CN1C(=O)C2(O)C(O)CCN2C(=O)/C1=C/c1ccccc1

InChIKey:

                        IDTTWXXJSMQYEG-LUAWRHEFSA-N
                        
                    

InChI:

InChI=1S/C15H16N2O4/c1-16-11(9-10-5-3-2-4-6-10)13(19)17-8-7-12(18)15(17,21)14(16)20/h2-6,9,12,18,21H,7-8H2,1H3/b11-9-

Calculated Properties

ALogP:

-0.219 lipophilicity

TPSA:

81.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004965

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Lysine alkaloids Peptide alkaloids

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18747

Biological Activity Data

No bioactivity data available for this compound.

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