SCS-C002938

penicibrocazine C

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

Chemical Structure

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Source Information

Penicillium brocae (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium brocae

Hainan Island

DOI: 10.3390/md13010276 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

454.6 Da

Threshold ≤ 500

ALogP

-0.86

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26N2O6S2

Molecular Weight:

454.5700 Da

SMILES:

CS[C@@]12C[C@H]3[C@@H]([C@@H](O)C=C[C@@H]3O)N1C(=O)[C@]1(SC)C[C@H]3[C@@H]([C@@H](O)C=C[C@@H]3O)N1C2=O

InChIKey:

                        CVUVUDMOCUORTF-OTLVIJGASA-N
                        
                    

InChI:

InChI=1S/C20H26N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-16,23-26H,7-8H2,1-2H3/t9-,10-,11+,12+,13+,14+,15+,16+,19-,20-/m1/s1

Calculated Properties

ALogP:

-0.864 lipophilicity

TPSA:

121.54 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002938

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: CMNPD26336

Biological Activity Data

No bioactivity data available for this compound.

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