Drug Information

Drug ID:  NPD1293
Drug Name:  Entacapone
Molecular Formula:  C14H15N3O5
Canonical SMILES:  CCN(C(=O)/C(=C/c1cc(O)c(c(c1)N(=O)=O)O)/C#N)CC
Standard InCHI:  InChI=1S/C14H15N3O5/c1-3-16(4-2)14(20)10(8-15)5-9-6-11(17(21)22)13(19)12(18)7-9/h5-7,18-19H,3-4H2,1-2H3/b10-5+
Standard InCHIKey:  JRURYQJSLYLRLN-BJMVGYQFSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1293

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 0.7658 NPC317872
Intermediate Similarity 0.7374 NPC471531
Intermediate Similarity 0.7085 NPC471532
Remote Similarity 0.6784 NPC163829
Remote Similarity 0.675 NPC158551
Remote Similarity 0.6716 NPC470482
Remote Similarity 0.6716 NPC470481
Remote Similarity 0.665 NPC471561
Remote Similarity 0.6599 NPC161804
Remote Similarity 0.6571 NPC315829
Remote Similarity 0.6552 NPC125852
Remote Similarity 0.6535 NPC473422
Remote Similarity 0.6516 NPC280382
Remote Similarity 0.6508 NPC287152
Remote Similarity 0.6508 NPC474815
Remote Similarity 0.6474 NPC98416
Remote Similarity 0.6474 NPC39822
Remote Similarity 0.6471 NPC477185
Remote Similarity 0.6453 NPC231572
Remote Similarity 0.6398 NPC321869
Remote Similarity 0.6398 NPC33507
Remote Similarity 0.6368 NPC477187
Remote Similarity 0.6359 NPC72291
Remote Similarity 0.6359 NPC191863
Remote Similarity 0.6359 NPC289776
Remote Similarity 0.6359 NPC133470
Remote Similarity 0.6337 NPC126637
Remote Similarity 0.6331 NPC313466
Remote Similarity 0.6302 NPC166169
Remote Similarity 0.6294 NPC300020
Remote Similarity 0.6294 NPC33338
Remote Similarity 0.6294 NPC302171
Remote Similarity 0.6264 NPC314252
Remote Similarity 0.6256 NPC127178
Remote Similarity 0.6237 NPC292143
Remote Similarity 0.6237 NPC139506
Remote Similarity 0.6237 NPC135006
Remote Similarity 0.6235 NPC85276
Remote Similarity 0.6229 NPC314113
Remote Similarity 0.6228 NPC318965
Remote Similarity 0.6222 NPC144691
Remote Similarity 0.6222 NPC241392
Remote Similarity 0.6212 NPC174629
Remote Similarity 0.6205 NPC302235
Remote Similarity 0.6197 NPC126556
Remote Similarity 0.6188 NPC142599
Remote Similarity 0.6182 NPC268348
Remote Similarity 0.6171 NPC172222
Remote Similarity 0.6168 NPC182853
Remote Similarity 0.6168 NPC171372
Remote Similarity 0.6165 NPC473460
Remote Similarity 0.6162 NPC301163
Remote Similarity 0.6162 NPC477186
Remote Similarity 0.6158 NPC310894
Remote Similarity 0.6154 NPC161593
Remote Similarity 0.6154 NPC145888
Remote Similarity 0.6154 NPC16031
Remote Similarity 0.615 NPC204867
Remote Similarity 0.6149 NPC166667
Remote Similarity 0.6149 NPC43218
Remote Similarity 0.6142 NPC262725
Remote Similarity 0.6139 NPC9336
Remote Similarity 0.6139 NPC170333
Remote Similarity 0.6135 NPC133156
Remote Similarity 0.6129 NPC148124
Remote Similarity 0.6126 NPC225381
Remote Similarity 0.6126 NPC73280
Remote Similarity 0.6124 NPC90185
Remote Similarity 0.6124 NPC100573
Remote Similarity 0.6124 NPC207873
Remote Similarity 0.6119 NPC470485
Remote Similarity 0.6114 NPC238412
Remote Similarity 0.6105 NPC88667
Remote Similarity 0.6103 NPC2905
Remote Similarity 0.6103 NPC270301
Remote Similarity 0.61 NPC92803
Remote Similarity 0.61 NPC470483
Remote Similarity 0.6095 NPC321561
Remote Similarity 0.6095 NPC218323
Remote Similarity 0.6095 NPC477825
Remote Similarity 0.6093 NPC134702
Remote Similarity 0.6083 NPC99724
Remote Similarity 0.608 NPC18890
Remote Similarity 0.608 NPC47986
Remote Similarity 0.6077 NPC16249
Remote Similarity 0.6076 NPC255721
Remote Similarity 0.6073 NPC112336
Remote Similarity 0.6073 NPC474814
Remote Similarity 0.6071 NPC272375
Remote Similarity 0.6065 NPC52087
Remote Similarity 0.6065 NPC79672
Remote Similarity 0.6062 NPC146422
Remote Similarity 0.6061 NPC252817
Remote Similarity 0.6057 NPC301050
Remote Similarity 0.6057 NPC131204
Remote Similarity 0.6051 NPC44836
Remote Similarity 0.6048 NPC18348
Remote Similarity 0.6045 NPC323123
Remote Similarity 0.6045 NPC251439
Remote Similarity 0.6036 NPC314278
Remote Similarity 0.6031 NPC256935
Remote Similarity 0.6029 NPC316282
Remote Similarity 0.6021 NPC471778
Remote Similarity 0.602 NPC73555
Remote Similarity 0.6018 NPC248903
Remote Similarity 0.6018 NPC470480
Remote Similarity 0.6011 NPC199737
Remote Similarity 0.6011 NPC57105
Remote Similarity 0.6011 NPC40209
Remote Similarity 0.6009 NPC119722
Remote Similarity 0.6009 NPC477827
Remote Similarity 0.6009 NPC477826
Remote Similarity 0.6 NPC320088
Remote Similarity 0.6 NPC37272
Remote Similarity 0.6 NPC323775
Remote Similarity 0.6 NPC236347
Remote Similarity 0.6 NPC6913
Remote Similarity 0.6 NPC109580
Remote Similarity 0.5991 NPC269449
Remote Similarity 0.5989 NPC181526
Remote Similarity 0.5989 NPC211468
Remote Similarity 0.5989 NPC219233
Remote Similarity 0.5989 NPC170170
Remote Similarity 0.5988 NPC120251
Remote Similarity 0.5987 NPC294902
Remote Similarity 0.5987 NPC1786
Remote Similarity 0.5987 NPC1075
Remote Similarity 0.5981 NPC114468
Remote Similarity 0.598 NPC33902
Remote Similarity 0.598 NPC276674
Remote Similarity 0.598 NPC470023
Remote Similarity 0.5979 NPC226428
Remote Similarity 0.5973 NPC26928
Remote Similarity 0.5972 NPC477828
Remote Similarity 0.597 NPC473008
Remote Similarity 0.5969 NPC298320
Remote Similarity 0.5967 NPC146370
Remote Similarity 0.5962 NPC295479
Remote Similarity 0.5962 NPC220241
Remote Similarity 0.5961 NPC78284
Remote Similarity 0.5957 NPC231862
Remote Similarity 0.5957 NPC475326
Remote Similarity 0.5956 NPC147390
Remote Similarity 0.5956 NPC246587
Remote Similarity 0.5956 NPC476571
Remote Similarity 0.5956 NPC135538
Remote Similarity 0.5956 NPC428
Remote Similarity 0.5956 NPC24233
Remote Similarity 0.5954 NPC257390
Remote Similarity 0.5953 NPC148391
Remote Similarity 0.5951 NPC470021
Remote Similarity 0.5951 NPC222982
Remote Similarity 0.5945 NPC173080
Remote Similarity 0.5944 NPC323798
Remote Similarity 0.5941 NPC250476
Remote Similarity 0.5939 NPC122009
Remote Similarity 0.5936 NPC7560
Remote Similarity 0.5936 NPC76478
Remote Similarity 0.5936 NPC118189
Remote Similarity 0.5928 NPC475688
Remote Similarity 0.5922 NPC17677
Remote Similarity 0.5922 NPC301702
Remote Similarity 0.5915 NPC85273
Remote Similarity 0.5912 NPC294249
Remote Similarity 0.5911 NPC473004
Remote Similarity 0.5911 NPC204970
Remote Similarity 0.5909 NPC159589
Remote Similarity 0.5904 NPC268572
Remote Similarity 0.5902 NPC321505
Remote Similarity 0.5902 NPC191376
Remote Similarity 0.5902 NPC179825
Remote Similarity 0.5901 NPC226250
Remote Similarity 0.5901 NPC285254
Remote Similarity 0.5896 NPC231382
Remote Similarity 0.5892 NPC151895
Remote Similarity 0.5892 NPC97221
Remote Similarity 0.5892 NPC220858
Remote Similarity 0.5892 NPC192768
Remote Similarity 0.5892 NPC88249
Remote Similarity 0.5892 NPC219383
Remote Similarity 0.5889 NPC138438
Remote Similarity 0.5889 NPC908
Remote Similarity 0.5888 NPC475120
Remote Similarity 0.5886 NPC19149
Remote Similarity 0.5885 NPC255607
Remote Similarity 0.5885 NPC3375
Remote Similarity 0.5885 NPC315388
Remote Similarity 0.5879 NPC283468
Remote Similarity 0.5876 NPC159722
Remote Similarity 0.5874 NPC472191
Remote Similarity 0.5871 NPC155847
Remote Similarity 0.5871 NPC289381
Remote Similarity 0.5868 NPC115627
Remote Similarity 0.5868 NPC169207
Remote Similarity 0.5868 NPC118522
Remote Similarity 0.5864 NPC51698
Remote Similarity 0.5864 NPC299582
Remote Similarity 0.5862 NPC203628
Remote Similarity 0.5862 NPC255550
Remote Similarity 0.5862 NPC308885

Drug Structure

External Identifiers

TTD   DAP000608
DrugBank   DB00494
ChEMBL   CHEMBL953
IUPHAR/BPS   6647
PharmaGKB   PA164748726
KEGG Drug   D00781
PubChem CID   5281081
ChEBI   4798
CAS Number  130929-57-6

Drug Properties

Molecular Weight  305.10
ALogP  0.117
MLogP  2.12
XLogP  2.305
HDA  3
HBD  2
Rotatable Bonds  11
TPSA  127.7
RO5 Violation  0