SCS-C003117

brocazine G

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: 10.1021/acs.orglett.6b02620 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

406.5 Da

Threshold ≤ 500

ALogP

-0.25

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H18N2O5S2

Molecular Weight:

406.4850 Da

SMILES:

O=C1N2[C@H]3C(=CC=C[C@@H]3O)C[C@]23SS[C@]12C[C@H]1[C@@H]([C@@H](O)C=C[C@@H]1O)N2C3=O

InChIKey:

                        QQJSAUCLZJFHSB-ZOSOKUFGSA-N
                        
                    

InChI:

InChI=1S/C18H18N2O5S2/c21-10-4-5-12(23)14-9(10)7-18-16(25)19-13-8(2-1-3-11(13)22)6-17(19,26-27-18)15(24)20(14)18/h1-5,9-14,21-23H,6-7H2/t9-,10+,11+,12+,13+,14+,17-,18-/m1/s1

Calculated Properties

ALogP:

-0.246 lipophilicity

TPSA:

101.31 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003117

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: CMNPD27686

Biological Activity Data

No bioactivity data available for this compound.

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