SCS-C005376

racemosin C

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carbazole alkaloids

Chemical Structure

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Source Information

Caulerpa racemosa (NA)

Kingdom Viridiplantae Phylum Chlorophyta Class Ulvophyceae Order Bryopsidales Family Caulerpaceae Genus Caulerpa Species Caulerpa racemosa

Zhanjiang

DOI: 10.1080/10286020.2014.965162 · Journal of Asian Natural Products Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

372.4 Da

Threshold ≤ 500

ALogP

3.59

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H16N2O4

Molecular Weight:

372.3800 Da

SMILES:

COC(=O)/C1=C/c2c([nH]c3ccccc23)C(=O)[C@@H](O)c2c1[nH]c1ccccc21

InChIKey:

                        FQAZUVYFBRRLTN-HKFHZZIHSA-N
                        
                    

InChI:

InChI=1S/C22H16N2O4/c1-28-22(27)14-10-13-11-6-2-4-8-15(11)24-19(13)21(26)20(25)17-12-7-3-5-9-16(12)23-18(14)17/h2-10,20,23-25H,1H3/b14-10+/t20-/m0/s1

Calculated Properties

ALogP:

3.592 lipophilicity

TPSA:

95.18 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.0909 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005376

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: CMNPD25000

Biological Activity Data

No bioactivity data available for this compound.

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