SCS-C003176

brocaeloid A

Pathway: Alkaloids Superclass: Tryptophan alkaloids | Anthranilic acid alkaloids Class: Quinoline 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: 10.1002/ejoc.201400067 · European Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

286.4 Da

Threshold ≤ 500

ALogP

2.63

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H22N2O2

Molecular Weight:

286.3750 Da

SMILES:

C=CC(C)(C)[C@H]1Nc2ccccc2C(=O)[C@@H]1CNC(C)=O

InChIKey:

                        OWAFRMWUUTWJDD-BBRMVZONSA-N
                        
                    

InChI:

InChI=1S/C17H22N2O2/c1-5-17(3,4)16-13(10-18-11(2)20)15(21)12-8-6-7-9-14(12)19-16/h5-9,13,16,19H,1,10H2,2-4H3,(H,18,20)/t13-,16-/m0/s1

Calculated Properties

ALogP:

2.628 lipophilicity

TPSA:

58.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003176

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids Anthranilic acid alkaloids

NPClassifier Class:

Quinoline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24898

Biological Activity Data

No bioactivity data available for this compound.

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