SCS-C002951

brocazine A

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

Chemical Structure

Loading 3D structure...

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: 10.1021/np500382k · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

452.5 Da

Threshold ≤ 500

ALogP

-0.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H20N2O7S2

Molecular Weight:

452.5100 Da

SMILES:

CO[C@H]1CC(=O)[C@@H]2C[C@@]34SS[C@]5(C[C@@H]6C(=O)C=C[C@H](O)[C@H]6N5C3=O)C(=O)N4[C@@H]2[C@H]1O

InChIKey:

                        YKOHVJYVUXMVQJ-GBNOLNRVSA-N
                        
                    

InChI:

InChI=1S/C19H20N2O7S2/c1-28-12-4-11(24)8-6-19-16(26)20-13-7(9(22)2-3-10(13)23)5-18(20,29-30-19)17(27)21(19)14(8)15(12)25/h2-3,7-8,10,12-15,23,25H,4-6H2,1H3/t7-,8+,10+,12+,13+,14+,15+,18-,19-/m1/s1

Calculated Properties

ALogP:

-0.930 lipophilicity

TPSA:

124.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.6842 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002951

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: CMNPD24901

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds