SCS-C003254

spirobrocazine B

Pathway: Amino acids and Peptides Superclass: Peptide alkaloids Class: Other indole diketopiperazine 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

352.4 Da

Threshold ≤ 500

ALogP

2.10

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H16N2O3S

Molecular Weight:

352.4150 Da

SMILES:

CS[C@@]12Cc3ccccc3N1C(=O)[C@@]1(Cc3ccccc3O1)NC2=O

InChIKey:

                        MYLGWXSGDVSMSI-RBUKOAKNSA-N
                        
                    

InChI:

InChI=1S/C19H16N2O3S/c1-25-19-11-12-6-2-4-8-14(12)21(19)17(23)18(20-16(19)22)10-13-7-3-5-9-15(13)24-18/h2-9H,10-11H2,1H3,(H,20,22)/t18-,19+/m0/s1

Calculated Properties

ALogP:

2.096 lipophilicity

TPSA:

58.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.2632 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003254

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Other indole diketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27684

Biological Activity Data

No bioactivity data available for this compound.

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