SCS-C002920

penicibrocazine A

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

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.

Download: SDF SMILES

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

408.5 Da

Threshold ≤ 500

ALogP

-0.69

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H24N2O6S

Molecular Weight:

408.4760 Da

SMILES:

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

InChIKey:

                        FVIIUOKQRWILTI-YHDCQKTBSA-N
                        
                    

InChI:

InChI=1S/C19H24N2O6S/c1-28-19-7-9-12(23)3-5-14(25)16(9)21(19)17(26)10-6-8-11(22)2-4-13(24)15(8)20(10)18(19)27/h8-10,13-16,24-25H,2-7H2,1H3/t8-,9+,10+,13+,14+,15+,16+,19-/m1/s1

Calculated Properties

ALogP:

-0.690 lipophilicity

TPSA:

115.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7895 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002920

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: CMNPD26334

Biological Activity Data

No bioactivity data available for this compound.

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