Natural Product: NPC270412

Natural Product ID:  NPC270412
Common Name:   Arecoline Hydrobromide
IUPAC Name:   methyl 1-methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate;bromide
Synonyms:   Arecoline Hydrobromide
Molecular Formula:   C8H13NO2.BrH
Standard InCHIKey:  AXOJRQLKMVSHHZ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
Canonical SMILES:  COC(=O)C1=CCCN(C1)C.Br
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO30939 Semen arecae NA NA NA HerDing*
NPO3912 Areca catechu Species Arecaceae Eukaryota HerDing*
NPO5949 Pericarpium arecae NA NA NA HerDing*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT26 Individual Protein Reverse transcriptase Human immunodeficiency virus 1 IC50 > 200 ug/ml 1710653
NPT2 Others Unspecified Potency = 7079.5 nM PubChem BioAssay data set
NPT5626 Individual Protein MCOLN3 protein Homo sapiens EC50 = 2260 nM PubChem BioAssay data set
NPT5627 Individual Protein Ion channel NompC Danio rerio EC50 > 29900 nM PubChem BioAssay data set
NPT58 Individual Protein Bloom syndrome protein Homo sapiens Potency = 1122 nM PubChem BioAssay data set
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency 163.6 nM PubChem BioAssay data set
NPT5 Individual Protein Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Homo sapiens Potency 22.4 nM PubChem BioAssay data set
NPT4044 Individual Protein Short transient receptor potential channel 4 Mus musculus EC50 6682.7 nM PubChem BioAssay data set
NPT135 Individual Protein Chromobox protein homolog 1 Homo sapiens Potency 89125.1 nM PubChem BioAssay data set
NPT10 Individual Protein Geminin Homo sapiens Potency 461.1 nM PubChem BioAssay data set
NPT66 Individual Protein Acetylcholinesterase Electrophorus electricus Inhibition = 16.92 % 23062825
NPT67 Individual Protein Cholinesterase Equus caballus Inhibition = 0.29 % 23062825
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = 103.72 % 23571415
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 112.58 % 23571415

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC270412 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC14437
0.8871 High Similarity NPC112312
0.8525 High Similarity NPC305973
0.7576 Intermediate Similarity NPC4668
0.7576 Intermediate Similarity NPC133758
0.6761 Remote Similarity NPC98329
0.6761 Remote Similarity NPC7392
0.6667 Remote Similarity NPC191643
0.6613 Remote Similarity NPC15789
0.6613 Remote Similarity NPC236338
0.6585 Remote Similarity NPC296589
0.6575 Remote Similarity NPC90782
0.6533 Remote Similarity NPC252503
0.6515 Remote Similarity NPC150717
0.65 Remote Similarity NPC270706
0.6393 Remote Similarity NPC128280
0.6364 Remote Similarity NPC173157
0.631 Remote Similarity NPC469861
0.631 Remote Similarity NPC469860
0.631 Remote Similarity NPC130436
0.6269 Remote Similarity NPC221763
0.6212 Remote Similarity NPC218486
0.619 Remote Similarity NPC234084
0.6143 Remote Similarity NPC309408
0.6094 Remote Similarity NPC275316
0.5972 Remote Similarity NPC2328
0.597 Remote Similarity NPC478120
0.5968 Remote Similarity NPC26600
0.5968 Remote Similarity NPC47946
0.5949 Remote Similarity NPC281154
0.5946 Remote Similarity NPC78625
0.5942 Remote Similarity NPC249850
0.5942 Remote Similarity NPC135863
0.5942 Remote Similarity NPC293437
0.5938 Remote Similarity NPC135698
0.5915 Remote Similarity NPC79756
0.5873 Remote Similarity NPC197467
0.5867 Remote Similarity NPC470442
0.5857 Remote Similarity NPC21946
0.5857 Remote Similarity NPC254095
0.5811 Remote Similarity NPC273600
0.5797 Remote Similarity NPC51846
0.5775 Remote Similarity NPC82465
0.5738 Remote Similarity NPC57923
0.5733 Remote Similarity NPC475555
0.5733 Remote Similarity NPC475675
0.573 Remote Similarity NPC81195
0.5714 Remote Similarity NPC129150
0.5714 Remote Similarity NPC294938
0.5714 Remote Similarity NPC477688
0.5696 Remote Similarity NPC326126
0.5694 Remote Similarity NPC130953
0.5667 Remote Similarity NPC297608
0.5652 Remote Similarity NPC478117
0.5638 Remote Similarity NPC241426
0.5634 Remote Similarity NPC223679
0.5634 Remote Similarity NPC189700
0.5616 Remote Similarity NPC151648
0.5606 Remote Similarity NPC221467

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC270412 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD9418 Clinical (unspecified phase)
0.6761 Remote Similarity NPD9137 Approved
0.6613 Remote Similarity NPD9437 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1452 Discontinued
0.5909 Remote Similarity NPD9422 Clinical (unspecified phase)
0.5833 Remote Similarity NPD3205 Discontinued
0.5758 Remote Similarity NPD6927 Phase 3

Structure

External Identifiers

PubChem CID   15487167;9301;57486785
ChEMBL   CHEMBL449209
ZINC  

Physicochemical Properties

Molecular Weight:  155.09
ALogP:  0.1341
MLogP:  2.01
XLogP:  0.172
# Rotatable Bonds:  4
Polar Surface Area:  29.54
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  11

Download Data

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Similar NPs/Drugs