SCS-C002731

phomazine A

Pathway: Amino acids and Peptides Superclass: Peptide alkaloids Class: Thiodiketopiperazine alkaloids

Chemical Structure

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Source Information

Phoma sp. (fungus)

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

Wenchang

DOI: 10.1021/np400802d · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

354.4 Da

Threshold ≤ 500

ALogP

1.67

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H18N2O3S

Molecular Weight:

354.4310 Da

SMILES:

CS[C@@]12CC3=CC=C[C@H](O)[C@H]3N1C(=O)/C(=C/c1ccccc1)NC2=O

InChIKey:

                        JDNKAJXFWBFPPM-TUGLFXRSSA-N
                        
                    

InChI:

InChI=1S/C19H18N2O3S/c1-25-19-11-13-8-5-9-15(22)16(13)21(19)17(23)14(20-18(19)24)10-12-6-3-2-4-7-12/h2-10,15-16,22H,11H2,1H3,(H,20,24)/b14-10-/t15-,16-,19+/m0/s1

Calculated Properties

ALogP:

1.675 lipophilicity

TPSA:

69.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.2632 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002731

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Thiodiketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24927

Biological Activity Data

No bioactivity data available for this compound.

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