NPASS drugs

Drug Information

Drug ID:	NPD1221
Drug Name:	Tolcapone
Molecular Formula:	C14H11NO5
Canonical SMILES:	Cc1ccc(cc1)C(=O)c1cc(O)c(c(c1)N(=O)=O)O
Standard InCHI:	InChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3
Standard InCHIKey:	MIQPIUSUKVNLNT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1221

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	273
0.1-0.2	1614
0.2-0.3	5511
0.3-0.4	7281
0.4-0.5	6365
0.5-0.6	9194
0.6-0.7	637
0.7-0.8	15
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	0.7423	NPC317872
Intermediate Similarity	0.7377	NPC98416
Intermediate Similarity	0.73	NPC91234
Intermediate Similarity	0.7251	NPC315829
Intermediate Similarity	0.7246	NPC314252
Intermediate Similarity	0.7236	NPC171882
Intermediate Similarity	0.7236	NPC85661
Intermediate Similarity	0.7236	NPC121510
Intermediate Similarity	0.7186	NPC46679
Intermediate Similarity	0.71	NPC90185
Intermediate Similarity	0.7065	NPC477825
Intermediate Similarity	0.7043	NPC474815
Intermediate Similarity	0.7035	NPC38961
Intermediate Similarity	0.7024	NPC240684
Intermediate Similarity	0.7024	NPC471531
Remote Similarity	0.6976	NPC290227
Remote Similarity	0.6974	NPC170333
Remote Similarity	0.6961	NPC477826
Remote Similarity	0.6961	NPC477827
Remote Similarity	0.6957	NPC182853
Remote Similarity	0.695	NPC133156
Remote Similarity	0.6923	NPC43218
Remote Similarity	0.6909	NPC234175
Remote Similarity	0.6908	NPC477828
Remote Similarity	0.6899	NPC150919
Remote Similarity	0.6893	NPC2905
Remote Similarity	0.6888	NPC470023
Remote Similarity	0.6878	NPC470482
Remote Similarity	0.6878	NPC470481
Remote Similarity	0.6875	NPC134702
Remote Similarity	0.6875	NPC241392
Remote Similarity	0.6853	NPC470021
Remote Similarity	0.6848	NPC107672
Remote Similarity	0.6829	NPC186569
Remote Similarity	0.6829	NPC61731
Remote Similarity	0.6776	NPC204867
Remote Similarity	0.6771	NPC132751
Remote Similarity	0.6765	NPC207873
Remote Similarity	0.6765	NPC100573
Remote Similarity	0.6763	NPC124658
Remote Similarity	0.6763	NPC114468
Remote Similarity	0.6763	NPC227361
Remote Similarity	0.6748	NPC471532
Remote Similarity	0.6748	NPC220241
Remote Similarity	0.6748	NPC295479
Remote Similarity	0.6744	NPC181526
Remote Similarity	0.6737	NPC298320
Remote Similarity	0.6736	NPC288854
Remote Similarity	0.6731	NPC148391
Remote Similarity	0.6731	NPC298449
Remote Similarity	0.6727	NPC314278
Remote Similarity	0.6725	NPC258502
Remote Similarity	0.6706	NPC294226
Remote Similarity	0.6705	NPC416
Remote Similarity	0.6705	NPC61398
Remote Similarity	0.6698	NPC76478
Remote Similarity	0.6698	NPC118189
Remote Similarity	0.6698	NPC7560
Remote Similarity	0.6687	NPC321561
Remote Similarity	0.6685	NPC144691
Remote Similarity	0.6684	NPC70340
Remote Similarity	0.6651	NPC285254
Remote Similarity	0.6647	NPC264022
Remote Similarity	0.6647	NPC135801
Remote Similarity	0.6634	NPC212123
Remote Similarity	0.6632	NPC9475
Remote Similarity	0.6627	NPC117609
Remote Similarity	0.6626	NPC236520
Remote Similarity	0.6626	NPC294361
Remote Similarity	0.6625	NPC277394
Remote Similarity	0.6625	NPC299252
Remote Similarity	0.6625	NPC61062
Remote Similarity	0.6604	NPC256422
Remote Similarity	0.6591	NPC323798
Remote Similarity	0.659	NPC7464
Remote Similarity	0.6588	NPC34070
Remote Similarity	0.6588	NPC469526
Remote Similarity	0.6571	NPC301702
Remote Similarity	0.6561	NPC73280
Remote Similarity	0.6548	NPC324209
Remote Similarity	0.6545	NPC256935
Remote Similarity	0.6545	NPC315631
Remote Similarity	0.6545	NPC91478
Remote Similarity	0.6541	NPC475983
Remote Similarity	0.6538	NPC474366
Remote Similarity	0.6537	NPC163829
Remote Similarity	0.6534	NPC908
Remote Similarity	0.6534	NPC138438
Remote Similarity	0.6532	NPC126637
Remote Similarity	0.6532	NPC72918
Remote Similarity	0.6532	NPC159722
Remote Similarity	0.6532	NPC153088
Remote Similarity	0.6529	NPC26697
Remote Similarity	0.6529	NPC233056
Remote Similarity	0.6529	NPC66905
Remote Similarity	0.6528	NPC73555
Remote Similarity	0.6514	NPC149773
Remote Similarity	0.6514	NPC469857
Remote Similarity	0.6514	NPC473779
Remote Similarity	0.6514	NPC469680
Remote Similarity	0.6514	NPC471974
Remote Similarity	0.6514	NPC297797
Remote Similarity	0.6514	NPC289358
Remote Similarity	0.6514	NPC5014
Remote Similarity	0.6514	NPC477849
Remote Similarity	0.6514	NPC42384
Remote Similarity	0.6514	NPC245760
Remote Similarity	0.6514	NPC23667
Remote Similarity	0.6514	NPC51531
Remote Similarity	0.6514	NPC469681
Remote Similarity	0.6514	NPC473479
Remote Similarity	0.6514	NPC91887
Remote Similarity	0.6514	NPC114333
Remote Similarity	0.6514	NPC157284
Remote Similarity	0.6514	NPC28592
Remote Similarity	0.6514	NPC165191
Remote Similarity	0.6514	NPC50615
Remote Similarity	0.6514	NPC46242
Remote Similarity	0.6512	NPC138472
Remote Similarity	0.6512	NPC4170
Remote Similarity	0.6512	NPC111845
Remote Similarity	0.6507	NPC218303
Remote Similarity	0.6505	NPC158551
Remote Similarity	0.65	NPC153644
Remote Similarity	0.6494	NPC194764
Remote Similarity	0.6494	NPC264112
Remote Similarity	0.6494	NPC65005
Remote Similarity	0.6485	NPC17677
Remote Similarity	0.6485	NPC120545
Remote Similarity	0.6477	NPC294330
Remote Similarity	0.6476	NPC305542
Remote Similarity	0.6474	NPC6913
Remote Similarity	0.6471	NPC94810
Remote Similarity	0.6471	NPC299582
Remote Similarity	0.6461	NPC141817
Remote Similarity	0.6461	NPC169214
Remote Similarity	0.6461	NPC176030
Remote Similarity	0.6461	NPC192597
Remote Similarity	0.6461	NPC229218
Remote Similarity	0.6457	NPC147418
Remote Similarity	0.6457	NPC290030
Remote Similarity	0.6455	NPC471778
Remote Similarity	0.645	NPC161593
Remote Similarity	0.645	NPC32163
Remote Similarity	0.645	NPC16031
Remote Similarity	0.645	NPC145888
Remote Similarity	0.645	NPC16651
Remote Similarity	0.6446	NPC86900
Remote Similarity	0.6441	NPC203063
Remote Similarity	0.6441	NPC473527
Remote Similarity	0.6437	NPC316574
Remote Similarity	0.6424	NPC248363
Remote Similarity	0.6421	NPC112336
Remote Similarity	0.6421	NPC474814
Remote Similarity	0.642	NPC230811
Remote Similarity	0.6416	NPC474715
Remote Similarity	0.6415	NPC176113
Remote Similarity	0.6402	NPC156654
Remote Similarity	0.64	NPC206109
Remote Similarity	0.64	NPC324929
Remote Similarity	0.64	NPC114039
Remote Similarity	0.6395	NPC88667
Remote Similarity	0.6394	NPC308943
Remote Similarity	0.6394	NPC222561
Remote Similarity	0.6393	NPC13249
Remote Similarity	0.6384	NPC472903
Remote Similarity	0.638	NPC227033
Remote Similarity	0.6374	NPC469539
Remote Similarity	0.6374	NPC469540
Remote Similarity	0.6373	NPC317727
Remote Similarity	0.6369	NPC30846
Remote Similarity	0.6369	NPC471971
Remote Similarity	0.6369	NPC471972
Remote Similarity	0.6369	NPC469855
Remote Similarity	0.6368	NPC268223
Remote Similarity	0.6368	NPC30749
Remote Similarity	0.6364	NPC199737
Remote Similarity	0.6364	NPC238108
Remote Similarity	0.6358	NPC160179
Remote Similarity	0.6358	NPC322197
Remote Similarity	0.6358	NPC50763
Remote Similarity	0.6358	NPC278102
Remote Similarity	0.6354	NPC73416
Remote Similarity	0.6354	NPC160777
Remote Similarity	0.6353	NPC156539
Remote Similarity	0.6353	NPC158654
Remote Similarity	0.6348	NPC471853
Remote Similarity	0.6347	NPC139171
Remote Similarity	0.6337	NPC244441
Remote Similarity	0.6333	NPC238629
Remote Similarity	0.6333	NPC46880
Remote Similarity	0.6333	NPC287722
Remote Similarity	0.6333	NPC46161
Remote Similarity	0.6333	NPC471561
Remote Similarity	0.6333	NPC239608
Remote Similarity	0.6329	NPC17525
Remote Similarity	0.6328	NPC175552
Remote Similarity	0.6328	NPC206207
Remote Similarity	0.6328	NPC33011
Remote Similarity	0.6328	NPC314113

Drug Structure

NPD1221 OpenBabel08211700192D 22 23 0 0 0 0 0 0 0 0999 V2000 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 -0.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 1.7321 -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 -1.0000 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 0.0000 -0.0000 0.0000 C 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 2.5981 -2.5000 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 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 8 1 0 0 0 0 2 4 1 0 0 0 0 2 8 2 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 10 1 0 0 0 0 7 12 2 0 0 0 0 9 13 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 0 0 0 0 14 18 1 0 0 0 0 15 19 2 0 0 0 0 15 20 2 0 0 0 0 16 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000607
DrugBank	DB00323
ChEMBL	CHEMBL1324
IUPHAR/BPS	6646
PharmaGKB	PA451720
KEGG Drug	D00786
PubChem CID	4659569
ChEBI	63630
CAS Number	134308-13-7

Drug Properties

Molecular Weight	273.06
ALogP	0.1177
MLogP	2.34
XLogP	4.615
HDA	1
HBD	2
Rotatable Bonds	7
TPSA	100.67
RO5 Violation	0