NPASS drugs

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.

Range	Similarity Score Range
0-0.1	211
0.1-0.2	2454
0.2-0.3	10065
0.3-0.4	3742
0.4-0.5	11710
0.5-0.6	2590
0.6-0.7	115
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD1293 OpenBabel08211700192D 24 24 0 0 0 0 0 0 0 0999 V2000 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 1 0 0 0 0 4 16 1 0 0 0 0 5 9 1 0 0 0 0 5 10 2 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 9 1 0 0 0 0 7 12 2 0 0 0 0 8 10 1 0 0 0 0 8 15 3 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 20 2 0 0 0 0 17 21 2 0 0 0 0 17 22 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

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