SCS-C005450

anthranoside C

Pathway: Alkaloids Superclass: Tryptophan alkaloids | Anthranilic acid alkaloids Class: Anthranillic acid derivatives | Simple indole alkaloids

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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

Streptomyces sp. (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

Guangdong coast

DOI: 10.1021/acs.orglett.8b02382 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

400.4 Da

Threshold ≤ 500

ALogP

1.56

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (HBD) — borderline drug-like

Chemical Properties

Molecular Formula:

C20H20N2O7

Molecular Weight:

400.3870 Da

SMILES:

O=C(O)c1ccccc1Nc1c(C[C@H](O)[C@H](O)CO)[nH]c2c(C(=O)O)cccc12

InChIKey:

                        WGZFJGJTOUUWBE-JKSUJKDBSA-N
                        
                    

InChI:

InChI=1S/C20H20N2O7/c23-9-16(25)15(24)8-14-18(21-13-7-2-1-4-10(13)19(26)27)11-5-3-6-12(20(28)29)17(11)22-14/h1-7,15-16,21-25H,8-9H2,(H,26,27)(H,28,29)/t15-,16+/m0/s1

Calculated Properties

ALogP:

1.565 lipophilicity

TPSA:

163.11 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005450

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids Anthranilic acid alkaloids

NPClassifier Class:

Anthranillic acid derivatives Simple indole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30170

Biological Activity Data

No bioactivity data available for this compound.

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