Drug Information

Drug ID:  NPD519
Drug Name:  Toloxatone
Molecular Formula:  C11H13NO3
Canonical SMILES:  OCC1OC(=O)N(C1)c1cccc(c1)C
Standard InCHI:  InChI=1S/C11H13NO3/c1-8-3-2-4-9(5-8)12-6-10(7-13)15-11(12)14/h2-5,10,13H,6-7H2,1H3
Standard InCHIKey:  MXUNKHLAEDCYJL-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD519

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7197 NPC316582
Intermediate Similarity 0.7164 NPC283130
Intermediate Similarity 0.7164 NPC328683
Intermediate Similarity 0.7083 NPC470301
Remote Similarity 0.6917 NPC228515
Remote Similarity 0.68 NPC212799
Remote Similarity 0.679 NPC129624
Remote Similarity 0.6776 NPC314223
Remote Similarity 0.6769 NPC269340
Remote Similarity 0.6763 NPC250476
Remote Similarity 0.6735 NPC22082
Remote Similarity 0.6735 NPC186284
Remote Similarity 0.6733 NPC324445
Remote Similarity 0.6694 NPC75496
Remote Similarity 0.6692 NPC101139
Remote Similarity 0.6646 NPC472101
Remote Similarity 0.6646 NPC472120
Remote Similarity 0.6644 NPC287358
Remote Similarity 0.6606 NPC475094
Remote Similarity 0.6604 NPC313757
Remote Similarity 0.6603 NPC94167
Remote Similarity 0.6603 NPC172937
Remote Similarity 0.6587 NPC291610
Remote Similarity 0.6582 NPC320064
Remote Similarity 0.6556 NPC470824
Remote Similarity 0.6554 NPC315051
Remote Similarity 0.6541 NPC57051
Remote Similarity 0.6541 NPC85651
Remote Similarity 0.6525 NPC322433
Remote Similarity 0.6479 NPC476950
Remote Similarity 0.6478 NPC309531
Remote Similarity 0.6478 NPC472102
Remote Similarity 0.646 NPC472106
Remote Similarity 0.6458 NPC231382
Remote Similarity 0.6454 NPC470343
Remote Similarity 0.6454 NPC472244
Remote Similarity 0.6446 NPC78154
Remote Similarity 0.6438 NPC472117
Remote Similarity 0.6434 NPC101372
Remote Similarity 0.6423 NPC474974
Remote Similarity 0.6419 NPC122553
Remote Similarity 0.6403 NPC314192
Remote Similarity 0.6389 NPC226662
Remote Similarity 0.6389 NPC187231
Remote Similarity 0.6378 NPC326792
Remote Similarity 0.6369 NPC11149
Remote Similarity 0.6346 NPC154602
Remote Similarity 0.6338 NPC474847
Remote Similarity 0.6327 NPC162417
Remote Similarity 0.6327 NPC316104
Remote Similarity 0.6319 NPC472115
Remote Similarity 0.6319 NPC300631
Remote Similarity 0.6319 NPC472114
Remote Similarity 0.6307 NPC221687
Remote Similarity 0.6306 NPC285381
Remote Similarity 0.6299 NPC264589
Remote Similarity 0.6299 NPC472100
Remote Similarity 0.6296 NPC328270
Remote Similarity 0.6294 NPC477159
Remote Similarity 0.6275 NPC311330
Remote Similarity 0.6275 NPC314186
Remote Similarity 0.6273 NPC315368
Remote Similarity 0.6271 NPC97100
Remote Similarity 0.6271 NPC473375
Remote Similarity 0.6267 NPC469560
Remote Similarity 0.6265 NPC285622
Remote Similarity 0.6259 NPC291962
Remote Similarity 0.6259 NPC177684
Remote Similarity 0.625 NPC104345
Remote Similarity 0.625 NPC113946
Remote Similarity 0.6242 NPC243756
Remote Similarity 0.6242 NPC267508
Remote Similarity 0.6241 NPC252878
Remote Similarity 0.6233 NPC314098
Remote Similarity 0.6216 NPC313352
Remote Similarity 0.6214 NPC258531
Remote Similarity 0.6214 NPC112373
Remote Similarity 0.6214 NPC161956
Remote Similarity 0.6212 NPC20322
Remote Similarity 0.6211 NPC471122
Remote Similarity 0.6203 NPC122106
Remote Similarity 0.6197 NPC254698
Remote Similarity 0.6197 NPC175726
Remote Similarity 0.6197 NPC46427
Remote Similarity 0.6197 NPC474082
Remote Similarity 0.6196 NPC292143
Remote Similarity 0.6196 NPC139506
Remote Similarity 0.6188 NPC29285
Remote Similarity 0.6184 NPC43477
Remote Similarity 0.6184 NPC471164
Remote Similarity 0.6181 NPC65310
Remote Similarity 0.6178 NPC473329
Remote Similarity 0.6173 NPC474058
Remote Similarity 0.617 NPC257490
Remote Similarity 0.6165 NPC164802
Remote Similarity 0.6165 NPC473676
Remote Similarity 0.6164 NPC314431
Remote Similarity 0.6163 NPC470003
Remote Similarity 0.6159 NPC471124
Remote Similarity 0.6144 NPC52748
Remote Similarity 0.6143 NPC226143
Remote Similarity 0.6139 NPC475763
Remote Similarity 0.6133 NPC471123
Remote Similarity 0.6133 NPC471264
Remote Similarity 0.6133 NPC471265
Remote Similarity 0.6127 NPC62510
Remote Similarity 0.6124 NPC214200
Remote Similarity 0.6124 NPC228400
Remote Similarity 0.6118 NPC130251
Remote Similarity 0.6114 NPC284706
Remote Similarity 0.6107 NPC184437
Remote Similarity 0.6107 NPC253476
Remote Similarity 0.6105 NPC256288
Remote Similarity 0.6099 NPC471512
Remote Similarity 0.6099 NPC476990
Remote Similarity 0.6096 NPC165726
Remote Similarity 0.6096 NPC150863
Remote Similarity 0.6096 NPC213969
Remote Similarity 0.6095 NPC476441
Remote Similarity 0.6093 NPC98424
Remote Similarity 0.6093 NPC92784
Remote Similarity 0.6093 NPC178662
Remote Similarity 0.6093 NPC476133
Remote Similarity 0.6093 NPC470884
Remote Similarity 0.609 NPC471820
Remote Similarity 0.609 NPC471821
Remote Similarity 0.6078 NPC301760
Remote Similarity 0.6074 NPC201424
Remote Similarity 0.6074 NPC68650
Remote Similarity 0.6074 NPC225319
Remote Similarity 0.6069 NPC2933
Remote Similarity 0.6065 NPC262077
Remote Similarity 0.6065 NPC472103
Remote Similarity 0.6058 NPC296163
Remote Similarity 0.6058 NPC187036
Remote Similarity 0.6056 NPC202521
Remote Similarity 0.6054 NPC194562
Remote Similarity 0.6054 NPC472245
Remote Similarity 0.6054 NPC280807
Remote Similarity 0.6053 NPC307357
Remote Similarity 0.6053 NPC46098
Remote Similarity 0.6053 NPC268841
Remote Similarity 0.6045 NPC129909
Remote Similarity 0.6039 NPC238499
Remote Similarity 0.6037 NPC35510
Remote Similarity 0.6037 NPC253667
Remote Similarity 0.6034 NPC259626
Remote Similarity 0.6027 NPC478079
Remote Similarity 0.6026 NPC68865
Remote Similarity 0.6023 NPC133261
Remote Similarity 0.6023 NPC99043
Remote Similarity 0.6023 NPC218594
Remote Similarity 0.6023 NPC321211
Remote Similarity 0.6016 NPC472258
Remote Similarity 0.6014 NPC317474
Remote Similarity 0.6014 NPC291027
Remote Similarity 0.6014 NPC169485
Remote Similarity 0.6014 NPC39818
Remote Similarity 0.6014 NPC213126
Remote Similarity 0.6014 NPC84281
Remote Similarity 0.6013 NPC243162
Remote Similarity 0.6013 NPC109787
Remote Similarity 0.6013 NPC269398
Remote Similarity 0.6013 NPC7817
Remote Similarity 0.6013 NPC475168
Remote Similarity 0.6013 NPC263493
Remote Similarity 0.6013 NPC321617
Remote Similarity 0.6012 NPC470498
Remote Similarity 0.6 NPC40779
Remote Similarity 0.6 NPC15839
Remote Similarity 0.6 NPC315266
Remote Similarity 0.6 NPC308197
Remote Similarity 0.6 NPC282092
Remote Similarity 0.6 NPC134825
Remote Similarity 0.6 NPC98976
Remote Similarity 0.6 NPC473615
Remote Similarity 0.5988 NPC475685
Remote Similarity 0.5987 NPC478039
Remote Similarity 0.5977 NPC245741
Remote Similarity 0.5976 NPC96901
Remote Similarity 0.5973 NPC476687
Remote Similarity 0.5973 NPC476689
Remote Similarity 0.5973 NPC207428
Remote Similarity 0.5973 NPC476685
Remote Similarity 0.5972 NPC6975
Remote Similarity 0.5971 NPC288232
Remote Similarity 0.597 NPC79618
Remote Similarity 0.597 NPC434
Remote Similarity 0.5966 NPC229484
Remote Similarity 0.5966 NPC307456
Remote Similarity 0.5963 NPC471132
Remote Similarity 0.5963 NPC478076
Remote Similarity 0.596 NPC173295
Remote Similarity 0.5954 NPC329375
Remote Similarity 0.5951 NPC138018
Remote Similarity 0.5949 NPC2501
Remote Similarity 0.5948 NPC319645
Remote Similarity 0.5948 NPC271642
Remote Similarity 0.5946 NPC69496
Remote Similarity 0.5944 NPC475915

Drug Structure

External Identifiers

TTD  
DrugBank   DB09245
ChEMBL   CHEMBL18116
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D02559
PubChem CID  
ChEBI  
CAS Number  29218-27-7

Drug Properties

Molecular Weight  207.09
ALogP  0.0705
MLogP  2.23
XLogP  2.007
HDA  4
HBD  1
Rotatable Bonds  4
TPSA  49.77
RO5 Violation  0