Natural Product: NPC118832

Natural Product ID:  NPC118832
Common Name:   Quinine
IUPAC Name:   (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
Synonyms:   Quinine
Molecular Formula:   C20H24N2O2
Standard InCHIKey:  LOUPRKONTZGTKE-WZBLMQSHSA-N
Standard InCHI:  InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
Canonical SMILES:  C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O
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
NPO30377 Cinchona ledgeriana Species Rubiaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 110 nM 15026051
NPT1759 Cell Line FM3A Mus musculus EC50 = 100000 nM 15026051
NPT2 Others Unspecified Kd = 556000 nM 10821711
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1596 ug/ml 12213073
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1499 ug/ml 12213073
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0996 ug/ml 12213073
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.00908 ug/ml 12213073
NPT474 Organism Plasmodium berghei Plasmodium berghei ED50 = 83 mg/kg 12213073
NPT474 Organism Plasmodium berghei Plasmodium berghei ED90 = 1050 mg/kg 12213073
NPT474 Organism Plasmodium berghei Plasmodium berghei ED50 = 71 mg/kg 12213073
NPT474 Organism Plasmodium berghei Plasmodium berghei ED90 = 118 mg/kg 12213073
NPT475 Organism Plasmodium yoelii Plasmodium yoelii ED50 = 120 mg/kg 12213073
NPT475 Organism Plasmodium yoelii Plasmodium yoelii ED90 = 56 mg/kg 12213073
NPT475 Organism Plasmodium yoelii Plasmodium yoelii ED50 = 128 mg/kg 12213073
NPT475 Organism Plasmodium yoelii Plasmodium yoelii ED90 = 29 mg/kg 12213073
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 380 nM 11212126
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 110 nM 11855978
NPT1759 Cell Line FM3A Mus musculus EC50 = 100000 nM 11855978
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.00361 ug/ml 2657065
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.059 ug/ml 2657065
NPT1774 Protein Family Sodium channel alpha subunits; brain (Types I, II, III) Homo sapiens IC50 = 4400 nM 2579237
NPT1774 Protein Family Sodium channel alpha subunits; brain (Types I, II, III) Homo sapiens Inhibition = 69.3 % 2579237
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 380 nM 11844668
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 96 nM 11844668
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 380 nM 12217353
NPT2 Others Unspecified Ratio = 1 7009867
NPT2 Others Unspecified IC50 = 0.17 ug/ml 12127529
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 100 nM 8182707
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 48 nM 8182707
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC99 = 300 nM 8182707
NPT2964 Others Ferriprotoporphyrin IX Plasmodium falciparum IC50 = 80 ug/ml 12873511
NPT2964 Others Ferriprotoporphyrin IX Plasmodium falciparum IC50 = 250000 nM 12873511
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 110 nM 10937718
NPT1759 Cell Line FM3A Mus musculus EC50 = 100000 nM 10937718
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 380 nM 12798326
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ki = 12000 nM 12477351
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 430000 nM 12477351
NPT110 Individual Protein Cytochrome P450 2D6 Homo sapiens IC50 = 1800 nM 16610785
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 110 nM 16524728
NPT1759 Cell Line FM3A Mus musculus EC50 = 100000 nM 16524728
NPT1759 Cell Line FM3A Mus musculus Ratio EC50 = 910 16524728
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 66.52 nM 17116676
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 69.19 nM 17116676
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 62.77 nM 17116676
NPT3035 Cell Line ScN2a Mus musculus IC50 = 10000 nM 17850126
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 11 nM 18023189
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 60 nM 18023189
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0158 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1675 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0113 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1285 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0149 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1623 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0119 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0923 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.005 ug/ml 17371812
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.036 ug/ml 17371812
NPT1892 Cell Line H4 Rattus norvegicus Activity = 70.35 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 78.03 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 60.7 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 115.16 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 146.94 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 160.38 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 165.01 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 94.35 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 99.32 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 103.56 % 18024584
NPT1892 Cell Line H4 Rattus norvegicus Activity = 110.94 % 18024584
NPT604 Individual Protein Serum albumin Homo sapiens Kd = 309029.54 nM 18348514
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0194 ug/ml 1800638
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.1144 ug/ml 1800638
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 269 nM 11170658
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC90 = 1913 nM 11170658
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 413 nM 11170658
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC90 = 1718 nM 11170658
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 11421741
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.041 ug/ml 11421741
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.009 ug/ml 11421741
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0196 ug/ml 11575956
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.102 ug/ml 11575956
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0176 ug/ml 9249972
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.102 ug/ml 9249972
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 0.0352 ug/ml 9249972
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0148 ug/ml 9134742
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0349 ug/ml 9134742
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 264 % 9134742
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 57.3 % 9134742
NPT91 Cell Line KB Homo sapiens IC50 > 20 ug/ml 9134742
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0157 ug/ml 8786363
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0388 ug/ml 8786363
NPT91 Cell Line KB Homo sapiens IC50 > 20 ug/ml 8759172
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0111 ug/ml 8759172
NPT2 Others Unspecified Ratio IC50 > 1800 8759172
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0546 ug/ml 8759172
NPT2 Others Unspecified Ratio IC50 > 370 8759172
NPT612 Individual Protein Canalicular multispecific organic anion transporter 1 Homo sapiens Activity = 75 % 18457386
NPT613 Individual Protein Solute carrier family 22 member 1 Homo sapiens IC50 = 51600 nM 18788725
NPT613 Individual Protein Solute carrier family 22 member 1 Homo sapiens Inhibition = 60.2 % 18788725
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 220 nM 19282186
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 9.4 ug/ml 8229016
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 24.5 ug/ml 8229016
NPT2 Others Unspecified Ratio ED50 > 2130 8229016
NPT2 Others Unspecified Ratio ED50 > 820 8229016
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 9.4 ug/ml 8254346
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 24.5 ug/ml 8254346
NPT2 Others Unspecified Ratio ED50 > 2130 8254346
NPT2 Others Unspecified Ratio ED50 > 820 8254346
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 20.8 ug/ml 7528786
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 59.2 ug/ml 7528786
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0686 ug/ml 8289064
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.012 ug/ml 8289064
NPT168 Cell Line P388 Mus musculus ED50 > 5 ug/ml 8450318
NPT2 Others Unspecified ED50 > 20 ug/ml 8450318
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 7.6 ug/ml 8450318
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 30.8 ug/ml 8450318
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 7.6 ug/ml 8450319
NPT6 Organism Plasmodium falciparum Plasmodium falciparum ED50 = 30.8 ug/ml 8450319
NPT2 Others Unspecified Ratio ED50 > 2631 8450319
NPT2 Others Unspecified Ratio ED50 = 649 8450319
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 20 ug/ml 8450319
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 > 20 ug/ml 8450319
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 8450319
NPT2 Others Unspecified Ratio ED50 = 2916 8450319
NPT2 Others Unspecified Ratio ED50 = 737 8450319
NPT2 Others Unspecified Ratio ED50 = 182 8450319
NPT168 Cell Line P388 Mus musculus ED50 > 5 ug/ml 8450319
NPT2 Others Unspecified Ratio ED50 > 658 8450319
NPT762 Cell Line A-431 Homo sapiens ED50 > 20 ug/ml 8450319
NPT858 Cell Line LNCaP Homo sapiens ED50 > 20 ug/ml 8450319
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 1.2 ug/ml 8450319
NPT91 Cell Line KB Homo sapiens IC50 > 20 ug/ml 1294700
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0102 ug/ml 1294700
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.0238 ug/ml 1294700
NPT2249 Individual Protein Histidine-rich protein Plasmodium falciparum IC50 = 7400000000 nM 15921407
NPT2 Others Unspecified IC50 > 3.60E+11 nM 15921407
NPT91 Cell Line KB Homo sapiens ED50 > 55400 nM 9917283
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 23.38 nM 9917283
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 250 nM 9917283
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 67 ug/ml 16441070
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 25 ug/ml 16441070
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 16933872
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.011 ug/ml 16933872
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.029 ug/ml 16933872
NPT2 Others Unspecified Ratio IC50 > 1830 16933872
NPT2 Others Unspecified Ratio IC50 > 700 16933872
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC = 100 ug/ml 19188070
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 12 nM 19084293
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 26 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 7.3 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 11.6 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 14 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 32 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 45 % 20017491
NPT474 Organism Plasmodium berghei Plasmodium berghei Activity = 0 % 20017491
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.04 ug/ml 20149652
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC90 = 0.09 ug/ml 20149652
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 180 nM 19747753
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 54000 nM 20185316
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 66 nM 19258269
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 70 nM 19258269
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 77.13 nM 18443109
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 73.96 nM 18443109
NPT841 Organism Leishmania major Leishmania major EC50 = 9410 nM 21199921
NPT841 Organism Leishmania major Leishmania major EC50 = 9530 nM 21199921
NPT841 Organism Leishmania major Leishmania major Ratio EC50 = 1 21199921
NPT1 Others Radical scavenging activity Activity = 2.65 % 21377771
NPT2 Others Unspecified IC50 = 65800 nM 21377771
NPT2 Others Unspecified Activity = 1.22 % 21377771
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 140 nM 21377771
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.268 ug/ml 22652224
NPT705 Individual Protein Solute carrier family 22 member 5 Homo sapiens Activity = 7.1 % 10525100
NPT1543 Individual Protein Solute carrier family 22 member 4 Homo sapiens Activity = 24.6 % 10215651
NPT4360 Individual Protein Solute carrier family 22 member 1 Mus musculus IC50 = 280 nM 12176030
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus IC50 = 900 nM 12438515
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus IC50 = 1100 nM 12438515
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 112400 nM 11716514
NPT1544 Individual Protein Solute carrier family 22 member 2 Rattus norvegicus IC50 = 13000 nM 12438515
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 159300 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 167800 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 184900 nM 11716514
NPT4361 Individual Protein Solute carrier family 22 member 2 Mus musculus IC50 = 2800 nM 12176030
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 22600 nM 11716514
NPT1544 Individual Protein Solute carrier family 22 member 2 Rattus norvegicus IC50 = 38000 nM 12438515
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus IC50 = 4100 nM 11502595
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 74400 nM 11716514
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens IC50 = 87600 nM 11716514
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus Ki = 930 nM 7990927
NPT613 Individual Protein Solute carrier family 22 member 1 Homo sapiens Ki = 22900 nM 9655880
NPT1540 Individual Protein Solute carrier family 22 member 2 Homo sapiens Ki = 3400 nM 9260930
NPT305 Individual Protein Solute carrier organic anion transporter family member 1A4 Rattus norvegicus Ki = 3810 nM 11883641
NPT435 Individual Protein Solute carrier family 22 member 1 Rattus norvegicus Ki = 4300 nM 8878062
NPT1544 Individual Protein Solute carrier family 22 member 2 Rattus norvegicus Ki = 55000 nM 11502595
NPT752 Individual Protein Solute carrier organic anion transporter family member 1A1 Rattus norvegicus Ki = 76700 nM 11883641
NPT622 Individual Protein Solute carrier organic anion transporter family member 2B1 Homo sapiens Inhibition = -22.9 % 22541068
NPT72 Individual Protein Solute carrier organic anion transporter family member 1B3 Homo sapiens Inhibition = -1.3 % 22541068
NPT73 Individual Protein Solute carrier organic anion transporter family member 1B1 Homo sapiens Inhibition = 54 % 22541068
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 29 ug/ml 10.1007/s00044-012-0328-z
NPT474 Organism Plasmodium berghei Plasmodium berghei Inhibition < 50 % 23927658
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.268 ug/ml 24681985
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.268 ug/ml 25016227
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 113 nM 25747499
NPT757 Organism Plasmodium falciparum 3D7 Plasmodium falciparum 3D7 IC50 = 80 nM 25747499
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 199 nM 25747499
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 431 nM 25747499
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 826 nM 26900659

  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 NPC118832 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 NPC329708
1.0 High Similarity NPC47059
1.0 High Similarity NPC264166
1.0 High Similarity NPC274291
1.0 High Similarity NPC165349
0.8808 High Similarity NPC472111
0.8674 High Similarity NPC203754
0.8674 High Similarity NPC150048
0.82 Intermediate Similarity NPC193238
0.8154 Intermediate Similarity NPC251090
0.8144 Intermediate Similarity NPC307963
0.8119 Intermediate Similarity NPC469589
0.8081 Intermediate Similarity NPC249040
0.805 Intermediate Similarity NPC475774
0.8041 Intermediate Similarity NPC92111
0.803 Intermediate Similarity NPC4071
0.803 Intermediate Similarity NPC476582
0.803 Intermediate Similarity NPC476578
0.8009 Intermediate Similarity NPC295228
0.8 Intermediate Similarity NPC202605
0.8 Intermediate Similarity NPC112206
0.799 Intermediate Similarity NPC76748
0.797 Intermediate Similarity NPC475841
0.797 Intermediate Similarity NPC474145
0.7938 Intermediate Similarity NPC296527
0.7921 Intermediate Similarity NPC476581
0.7921 Intermediate Similarity NPC36229
0.7921 Intermediate Similarity NPC16452
0.7906 Intermediate Similarity NPC219963
0.79 Intermediate Similarity NPC329793
0.7895 Intermediate Similarity NPC469594
0.7892 Intermediate Similarity NPC477111
0.7874 Intermediate Similarity NPC471080
0.7874 Intermediate Similarity NPC469592
0.783 Intermediate Similarity NPC280272
0.7826 Intermediate Similarity NPC26679
0.7819 Intermediate Similarity NPC252590
0.7817 Intermediate Similarity NPC133140
0.7817 Intermediate Similarity NPC195268
0.7816 Intermediate Similarity NPC5145
0.7811 Intermediate Similarity NPC315957
0.7811 Intermediate Similarity NPC176538
0.7805 Intermediate Similarity NPC82548
0.7799 Intermediate Similarity NPC470799
0.7799 Intermediate Similarity NPC8022
0.7799 Intermediate Similarity NPC477110
0.7789 Intermediate Similarity NPC473053
0.7788 Intermediate Similarity NPC469554
0.7788 Intermediate Similarity NPC266931
0.7784 Intermediate Similarity NPC177404
0.7778 Intermediate Similarity NPC289786
0.7778 Intermediate Similarity NPC226202
0.7772 Intermediate Similarity NPC31930
0.7766 Intermediate Similarity NPC473764
0.7766 Intermediate Similarity NPC314940
0.7762 Intermediate Similarity NPC476041
0.7762 Intermediate Similarity NPC304926
0.7761 Intermediate Similarity NPC287437
0.7756 Intermediate Similarity NPC313189
0.775 Intermediate Similarity NPC267928
0.775 Intermediate Similarity NPC224928
0.7744 Intermediate Similarity NPC171171
0.774 Intermediate Similarity NPC472098
0.772 Intermediate Similarity NPC161887
0.772 Intermediate Similarity NPC266551
0.7718 Intermediate Similarity NPC475910
0.7707 Intermediate Similarity NPC477113
0.7706 Intermediate Similarity NPC101543
0.7704 Intermediate Similarity NPC66083
0.7692 Intermediate Similarity NPC314002
0.7692 Intermediate Similarity NPC208284
0.7689 Intermediate Similarity NPC213530
0.7689 Intermediate Similarity NPC193267
0.7688 Intermediate Similarity NPC124542
0.7688 Intermediate Similarity NPC471177
0.7688 Intermediate Similarity NPC59779
0.7681 Intermediate Similarity NPC185782
0.7671 Intermediate Similarity NPC255800
0.7671 Intermediate Similarity NPC96584
0.7661 Intermediate Similarity NPC201508
0.7659 Intermediate Similarity NPC470500
0.7659 Intermediate Similarity NPC475070
0.7656 Intermediate Similarity NPC296482
0.7656 Intermediate Similarity NPC202768
0.7656 Intermediate Similarity NPC53069
0.7653 Intermediate Similarity NPC472099
0.765 Intermediate Similarity NPC26872
0.7647 Intermediate Similarity NPC118511
0.7644 Intermediate Similarity NPC312872
0.7644 Intermediate Similarity NPC290689
0.7642 Intermediate Similarity NPC173080
0.7641 Intermediate Similarity NPC204717
0.7638 Intermediate Similarity NPC99666
0.7635 Intermediate Similarity NPC234197
0.7623 Intermediate Similarity NPC81175
0.7622 Intermediate Similarity NPC26850
0.7621 Intermediate Similarity NPC323345
0.7621 Intermediate Similarity NPC470164
0.761 Intermediate Similarity NPC245816
0.761 Intermediate Similarity NPC476138
0.7606 Intermediate Similarity NPC471178
0.759 Intermediate Similarity NPC220765
0.7585 Intermediate Similarity NPC135549
0.7581 Intermediate Similarity NPC122463
0.7573 Intermediate Similarity NPC285558
0.7571 Intermediate Similarity NPC316981
0.757 Intermediate Similarity NPC174049
0.7569 Intermediate Similarity NPC314954
0.7565 Intermediate Similarity NPC326575
0.7565 Intermediate Similarity NPC283152
0.7551 Intermediate Similarity NPC62069
0.7549 Intermediate Similarity NPC477019
0.7549 Intermediate Similarity NPC19872
0.7548 Intermediate Similarity NPC287208
0.7545 Intermediate Similarity NPC475720
0.7545 Intermediate Similarity NPC474192
0.7539 Intermediate Similarity NPC121658
0.7539 Intermediate Similarity NPC14651
0.7538 Intermediate Similarity NPC3715
0.7536 Intermediate Similarity NPC478074
0.7535 Intermediate Similarity NPC310118
0.7524 Intermediate Similarity NPC223427
0.7523 Intermediate Similarity NPC110151
0.7513 Intermediate Similarity NPC472122
0.7513 Intermediate Similarity NPC24594
0.7513 Intermediate Similarity NPC42591
0.7512 Intermediate Similarity NPC279401
0.7512 Intermediate Similarity NPC79293
0.75 Intermediate Similarity NPC176127
0.7488 Intermediate Similarity NPC96405
0.7488 Intermediate Similarity NPC132642
0.7488 Intermediate Similarity NPC171409
0.7487 Intermediate Similarity NPC187827
0.7487 Intermediate Similarity NPC476518
0.7487 Intermediate Similarity NPC472105
0.7477 Intermediate Similarity NPC473822
0.7476 Intermediate Similarity NPC123976
0.7476 Intermediate Similarity NPC471304
0.7476 Intermediate Similarity NPC211813
0.7476 Intermediate Similarity NPC167860
0.7465 Intermediate Similarity NPC288349
0.7464 Intermediate Similarity NPC476465
0.7449 Intermediate Similarity NPC470474
0.7445 Intermediate Similarity NPC472434
0.7443 Intermediate Similarity NPC6215
0.7436 Intermediate Similarity NPC133261
0.7426 Intermediate Similarity NPC329541
0.7424 Intermediate Similarity NPC62510
0.7416 Intermediate Similarity NPC53344
0.7413 Intermediate Similarity NPC469390
0.7406 Intermediate Similarity NPC264176
0.7404 Intermediate Similarity NPC164374
0.7404 Intermediate Similarity NPC137929
0.7402 Intermediate Similarity NPC77555
0.74 Intermediate Similarity NPC32771
0.7397 Intermediate Similarity NPC103687
0.7397 Intermediate Similarity NPC132631
0.7395 Intermediate Similarity NPC204446
0.7394 Intermediate Similarity NPC84508
0.7393 Intermediate Similarity NPC11464
0.7393 Intermediate Similarity NPC470020
0.7391 Intermediate Similarity NPC470678
0.7389 Intermediate Similarity NPC99891
0.7385 Intermediate Similarity NPC184964
0.7371 Intermediate Similarity NPC149471
0.7371 Intermediate Similarity NPC162530
0.7371 Intermediate Similarity NPC271215
0.7349 Intermediate Similarity NPC473513
0.7346 Intermediate Similarity NPC174672
0.7346 Intermediate Similarity NPC476116
0.7346 Intermediate Similarity NPC174758
0.7345 Intermediate Similarity NPC475816
0.7343 Intermediate Similarity NPC232727
0.7339 Intermediate Similarity NPC216612
0.7337 Intermediate Similarity NPC20249
0.7333 Intermediate Similarity NPC288943
0.7333 Intermediate Similarity NPC134586
0.733 Intermediate Similarity NPC476167
0.7324 Intermediate Similarity NPC251160
0.7323 Intermediate Similarity NPC472110
0.7323 Intermediate Similarity NPC472109
0.732 Intermediate Similarity NPC111624
0.7318 Intermediate Similarity NPC214980
0.7317 Intermediate Similarity NPC156704
0.7311 Intermediate Similarity NPC188420
0.731 Intermediate Similarity NPC222592
0.731 Intermediate Similarity NPC168486
0.73 Intermediate Similarity NPC204385
0.7296 Intermediate Similarity NPC211997
0.7295 Intermediate Similarity NPC329747
0.7295 Intermediate Similarity NPC315491
0.7295 Intermediate Similarity NPC45459
0.729 Intermediate Similarity NPC476287
0.7289 Intermediate Similarity NPC477549
0.7286 Intermediate Similarity NPC284559
0.7284 Intermediate Similarity NPC137353
0.7282 Intermediate Similarity NPC192315
0.7282 Intermediate Similarity NPC239954
0.7277 Intermediate Similarity NPC473105
0.7273 Intermediate Similarity NPC469440

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC118832 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 NPD31 Approved
1.0 High Similarity NPD4034 Approved
1.0 High Similarity NPD4037 Approved
1.0 High Similarity NPD4122 Approved
1.0 High Similarity NPD4039 Approved
1.0 High Similarity NPD4038 Approved
1.0 High Similarity NPD4035 Approved
1.0 High Similarity NPD32 Approved
1.0 High Similarity NPD4033 Approved
1.0 High Similarity NPD4036 Approved
0.8632 High Similarity NPD3478 Clinical (unspecified phase)
0.8632 High Similarity NPD3477 Phase 2
0.8474 Intermediate Similarity NPD6569 Phase 2
0.8201 Intermediate Similarity NPD5083 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD7222 Phase 2
0.8144 Intermediate Similarity NPD1038 Approved
0.8098 Intermediate Similarity NPD6872 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD7414 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4203 Approved
0.8 Intermediate Similarity NPD1856 Discontinued
0.8 Intermediate Similarity NPD4204 Approved
0.7959 Intermediate Similarity NPD1304 Clinical (unspecified phase)
0.7951 Intermediate Similarity NPD4502 Phase 2
0.7931 Intermediate Similarity NPD7453 Approved
0.7931 Intermediate Similarity NPD7452 Approved
0.7927 Intermediate Similarity NPD4375 Approved
0.7921 Intermediate Similarity NPD4795 Phase 2
0.7917 Intermediate Similarity NPD6494 Phase 2
0.7885 Intermediate Similarity NPD5612 Discontinued
0.7869 Intermediate Similarity NPD5255 Approved
0.7868 Intermediate Similarity NPD6361 Phase 2
0.7868 Intermediate Similarity NPD4551 Phase 2
0.7848 Intermediate Similarity NPD6276 Discontinued
0.7847 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7828 Intermediate Similarity NPD6861 Clinical (unspecified phase)
0.7817 Intermediate Similarity NPD3922 Approved
0.7817 Intermediate Similarity NPD3921 Approved
0.7817 Intermediate Similarity NPD3924 Approved
0.7817 Intermediate Similarity NPD3923 Approved
0.7812 Intermediate Similarity NPD3386 Phase 2
0.7811 Intermediate Similarity NPD4396 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD1739 Approved
0.7811 Intermediate Similarity NPD1740 Approved
0.7804 Intermediate Similarity NPD7675 Phase 3
0.7804 Intermediate Similarity NPD7676 Clinical (unspecified phase)
0.7804 Intermediate Similarity NPD7674 Phase 3
0.7773 Intermediate Similarity NPD3402 Phase 1
0.7772 Intermediate Similarity NPD5522 Clinical (unspecified phase)
0.7761 Intermediate Similarity NPD4118 Clinical (unspecified phase)
0.7749 Intermediate Similarity NPD1032 Phase 2
0.7725 Intermediate Similarity NPD6568 Discontinued
0.7721 Intermediate Similarity NPD7426 Phase 1
0.7716 Intermediate Similarity NPD8063 Discontinued
0.7714 Intermediate Similarity NPD7112 Discontinued
0.7708 Intermediate Similarity NPD1620 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD5530 Phase 1
0.7704 Intermediate Similarity NPD1033 Clinical (unspecified phase)
0.7704 Intermediate Similarity NPD1034 Phase 3
0.7704 Intermediate Similarity NPD6257 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD6550 Discontinued
0.7692 Intermediate Similarity NPD4889 Approved
0.7689 Intermediate Similarity NPD6500 Approved
0.7689 Intermediate Similarity NPD6501 Approved
0.7688 Intermediate Similarity NPD5575 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD2177 Approved
0.7673 Intermediate Similarity NPD2175 Phase 3
0.7673 Intermediate Similarity NPD5999 Phase 2
0.7673 Intermediate Similarity NPD2176 Approved
0.7671 Intermediate Similarity NPD7558 Phase 2
0.7667 Intermediate Similarity NPD6140 Clinical (unspecified phase)
0.7656 Intermediate Similarity NPD6159 Phase 2
0.7656 Intermediate Similarity NPD7069 Discontinued
0.7656 Intermediate Similarity NPD3815 Phase 1
0.7656 Intermediate Similarity NPD3816 Phase 1
0.765 Intermediate Similarity NPD6590 Discontinued
0.7634 Intermediate Similarity NPD9705 Discontinued
0.7634 Intermediate Similarity NPD112 Approved
0.7626 Intermediate Similarity NPD4081 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD2582 Approved
0.7622 Intermediate Similarity NPD2581 Approved
0.7608 Intermediate Similarity NPD5067 Phase 2
0.7608 Intermediate Similarity NPD5066 Phase 2
0.7604 Intermediate Similarity NPD6553 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD3825 Phase 3
0.7585 Intermediate Similarity NPD1392 Approved
0.7576 Intermediate Similarity NPD4021 Phase 2
0.7574 Intermediate Similarity NPD2952 Discontinued
0.7562 Intermediate Similarity NPD3395 Approved
0.7562 Intermediate Similarity NPD3396 Approved
0.7552 Intermediate Similarity NPD9690 Approved
0.7547 Intermediate Similarity NPD6147 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD7797 Approved
0.7545 Intermediate Similarity NPD7796 Approved
0.7538 Intermediate Similarity NPD6281 Approved
0.7536 Intermediate Similarity NPD5945 Phase 1
0.7536 Intermediate Similarity NPD5944 Phase 1
0.7525 Intermediate Similarity NPD2383 Phase 1
0.7524 Intermediate Similarity NPD6991 Approved
0.7513 Intermediate Similarity NPD2381 Approved
0.7513 Intermediate Similarity NPD2380 Approved
0.7513 Intermediate Similarity NPD2382 Approved
0.7513 Intermediate Similarity NPD6344 Clinical (unspecified phase)
0.7512 Intermediate Similarity NPD4437 Phase 3
0.7512 Intermediate Similarity NPD9695 Approved
0.7489 Intermediate Similarity NPD5559 Phase 2
0.7478 Intermediate Similarity NPD7859 Phase 2
0.7477 Intermediate Similarity NPD3354 Phase 2
0.7476 Intermediate Similarity NPD6477 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD5669 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD4919 Phase 3
0.7475 Intermediate Similarity NPD4418 Discontinued
0.7475 Intermediate Similarity NPD4921 Phase 3
0.7475 Intermediate Similarity NPD4920 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD8101 Phase 3
0.7464 Intermediate Similarity NPD2187 Approved
0.7464 Intermediate Similarity NPD2189 Approved
0.7455 Intermediate Similarity NPD7729 Clinical (unspecified phase)
0.7454 Intermediate Similarity NPD5147 Discontinued
0.7453 Intermediate Similarity NPD1322 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD7889 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1078 Clinical (unspecified phase)
0.7441 Intermediate Similarity NPD6220 Phase 3
0.7438 Intermediate Similarity NPD5512 Phase 3
0.7435 Intermediate Similarity NPD5862 Discovery
0.7433 Intermediate Similarity NPD4671 Clinical (unspecified phase)
0.7433 Intermediate Similarity NPD4669 Clinical (unspecified phase)
0.7433 Intermediate Similarity NPD4670 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD4989 Phase 2
0.7418 Intermediate Similarity NPD7538 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD5429 Discontinued
0.7407 Intermediate Similarity NPD6242 Discontinued
0.7405 Intermediate Similarity NPD6158 Phase 2
0.7405 Intermediate Similarity NPD6476 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD6769 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD5640 Discontinued
0.7395 Intermediate Similarity NPD8109 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD4429 Discontinued
0.7391 Intermediate Similarity NPD6525 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD6491 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD3039 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD5751 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD5658 Approved
0.7381 Intermediate Similarity NPD2739 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD7671 Approved
0.7381 Intermediate Similarity NPD7672 Approved
0.7381 Intermediate Similarity NPD5528 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD5529 Phase 1
0.7381 Intermediate Similarity NPD5863 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD4372 Phase 1
0.7376 Intermediate Similarity NPD7567 Approved
0.7376 Intermediate Similarity NPD5022 Discontinued
0.7371 Intermediate Similarity NPD1923 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD3003 Approved
0.7358 Intermediate Similarity NPD5936 Approved
0.7358 Intermediate Similarity NPD5939 Approved
0.7358 Intermediate Similarity NPD3570 Phase 2
0.7358 Intermediate Similarity NPD4131 Phase 3
0.7347 Intermediate Similarity NPD3920 Phase 2
0.7344 Intermediate Similarity NPD2781 Approved
0.7336 Intermediate Similarity NPD8100 Phase 3
0.7333 Intermediate Similarity NPD6290 Phase 2
0.7333 Intermediate Similarity NPD4344 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4343 Phase 1
0.733 Intermediate Similarity NPD2782 Approved
0.733 Intermediate Similarity NPD2780 Approved
0.733 Intermediate Similarity NPD925 Approved
0.733 Intermediate Similarity NPD926 Approved
0.733 Intermediate Similarity NPD7555 Discontinued
0.733 Intermediate Similarity NPD4548 Discontinued
0.7327 Intermediate Similarity NPD4148 Approved
0.7327 Intermediate Similarity NPD2334 Discontinued
0.7324 Intermediate Similarity NPD3330 Phase 1
0.7317 Intermediate Similarity NPD7948 Phase 1
0.7317 Intermediate Similarity NPD1622 Discontinued
0.7304 Intermediate Similarity NPD3810 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD6803 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD7589 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD484 Approved
0.7295 Intermediate Similarity NPD6219 Discontinued
0.7289 Intermediate Similarity NPD3006 Discontinued
0.7282 Intermediate Similarity NPD5065 Approved
0.7277 Intermediate Similarity NPD7169 Suspended
0.726 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD4897 Phase 2
0.7255 Intermediate Similarity NPD4526 Approved
0.7255 Intermediate Similarity NPD4529 Approved
0.7255 Intermediate Similarity NPD4528 Approved
0.725 Intermediate Similarity NPD7424 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD5930 Phase 3
0.7246 Intermediate Similarity NPD1768 Approved
0.7244 Intermediate Similarity NPD6963 Approved
0.7244 Intermediate Similarity NPD6964 Approved
0.7235 Intermediate Similarity NPD7395 Discontinued
0.7233 Intermediate Similarity NPD6988 Phase 1
0.7231 Intermediate Similarity NPD2077 Approved
0.7231 Intermediate Similarity NPD2076 Approved
0.7225 Intermediate Similarity NPD6750 Phase 2
0.7225 Intermediate Similarity NPD6975 Discontinued
0.7225 Intermediate Similarity NPD3931 Approved
0.7225 Intermediate Similarity NPD3928 Approved

Structure

External Identifiers

PubChem CID   3034034
ChEMBL   CHEMBL170
ZINC  

Physicochemical Properties

Molecular Weight:  324.18
ALogP:  -0.5136
MLogP:  3.22
XLogP:  2.662
# Rotatable Bonds:  6
Polar Surface Area:  45.59
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  24

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Biological Activities  
Similar NPs/Drugs