SCS-C003629

streptocarbazole A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carbazole alkaloids

Chemical Structure

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Source Information

Streptomyces sp. (bacterium)

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

Sanya

DOI: 10.1021/ol3008638 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

481.5 Da

Threshold ≤ 500

ALogP

4.23

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H23N3O5

Molecular Weight:

481.5080 Da

SMILES:

COC1=C(CO)O[C@@H]2C[C@@]1(OC)n1c3ccccc3c3c4c(c5c6ccccc6n2c5c31)C(=O)NC4

InChIKey:

                        BORNSRKIOQKELD-NGOKVRLYSA-N
                        
                    

InChI:

InChI=1S/C28H23N3O5/c1-34-26-19(13-32)36-20-11-28(26,35-2)31-18-10-6-4-8-15(18)21-16-12-29-27(33)23(16)22-14-7-3-5-9-17(14)30(20)24(22)25(21)31/h3-10,20,32H,11-13H2,1-2H3,(H,29,33)/t20-,28+/m1/s1

Calculated Properties

ALogP:

4.228 lipophilicity

TPSA:

86.88 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (5 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003629

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carbazole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21984

Biological Activity Data

No bioactivity data available for this compound.

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