SCS-C002733

phomazine C

Pathway: Alkaloids | 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

456.5 Da

Threshold ≤ 500

ALogP

-2.39

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H20N2O8S2

Molecular Weight:

456.4980 Da

SMILES:

O=C1C[C@H](O)[C@H](O)[C@@H]2[C@H]1C[C@@]13SS[C@]4(C[C@H]5C(=O)C[C@H](O)[C@H](O)[C@H]5N4C1=O)C(=O)N23

InChIKey:

                        YNFKMTRYYNDXHU-PLFLVPLZSA-N
                        
                    

InChI:

InChI=1S/C18H20N2O8S2/c21-7-1-9(23)13(25)11-5(7)3-17-15(27)20-12-6(8(22)2-10(24)14(12)26)4-18(20,30-29-17)16(28)19(11)17/h5-6,9-14,23-26H,1-4H2/t5-,6-,9-,10-,11-,12-,13-,14-,17+,18+/m0/s1

Calculated Properties

ALogP:

-2.389 lipophilicity

TPSA:

155.68 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.7778 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002733

NPClassifier Pathway:

Alkaloids 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: CMNPD24929

Biological Activity Data

No bioactivity data available for this compound.

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