SCS-C004548

marinacarboline A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carboline alkaloids

Chemical Structure

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Source Information

Marinactinospora thermotolerans (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Streptosporangiales Family Nocardiopsidaceae Genus Marinactinospora Species Marinactinospora thermotolerans

South China Sea

DOI: 10.1021/np200399t · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

387.4 Da

Threshold ≤ 500

ALogP

3.90

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H21N3O3

Molecular Weight:

387.4390 Da

SMILES:

COc1ccc(CCNC(=O)c2cc3c([nH]c4ccccc43)c(C(C)=O)n2)cc1

InChIKey:

                        VKJCZWWGRIELQT-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C23H21N3O3/c1-14(27)21-22-18(17-5-3-4-6-19(17)25-22)13-20(26-21)23(28)24-12-11-15-7-9-16(29-2)10-8-15/h3-10,13,25H,11-12H2,1-2H3,(H,24,28)

Calculated Properties

ALogP:

3.900 lipophilicity

TPSA:

84.08 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (4 aromatic)

Chiral Centers:

Fsp³:

0.1739 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004548

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carboline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20695

Biological Activity Data

No bioactivity data available for this compound.

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