SCS-C004364

chloroxiamycin

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

South China Sea

DOI: 10.1016/j.bmcl.2010.09.010 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

397.9 Da

Threshold ≤ 500

ALogP

5.04

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H24ClNO3

Molecular Weight:

397.9020 Da

SMILES:

C[C@@]1(C(=O)O)[C@@H](O)CC[C@]2(C)c3cc4c([nH]c5ccccc54)c(Cl)c3CC[C@@H]12

InChIKey:

                        BICHPFOJNXXLDH-FKKSXTGDSA-N
                        
                    

InChI:

InChI=1S/C23H24ClNO3/c1-22-10-9-18(26)23(2,21(27)28)17(22)8-7-13-15(22)11-14-12-5-3-4-6-16(12)25-20(14)19(13)24/h3-6,11,17-18,25-26H,7-10H2,1-2H3,(H,27,28)/t17-,18+,22-,23+/m1/s1

Calculated Properties

ALogP:

5.040 lipophilicity

TPSA:

73.32 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.4348 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004364

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: CMNPD21971

Biological Activity Data

No bioactivity data available for this compound.

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