NPASS drugs

Drug Information

Drug ID:	NPD711
Drug Name:	nitecapone
Molecular Formula:	C12H11NO6
Canonical SMILES:	CC(=O)C(=Cc1cc(O)c(c(c1)N(=O)=O)O)C(=O)C
Standard InCHI:	InChI=1S/C12H11NO6/c1-6(14)9(7(2)15)3-8-4-10(13(18)19)12(17)11(16)5-8/h3-5,16-17H,1-2H3
Standard InCHIKey:	UPMRZALMHVUCIN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD711

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	229
0.1-0.2	2017
0.2-0.3	8284
0.3-0.4	4725
0.4-0.5	10476
0.5-0.6	4941
0.6-0.7	215
0.7-0.8	2
0.8-0.85	1
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	0.8345	NPC317872
Intermediate Similarity	0.7099	NPC315829
Intermediate Similarity	0.7045	NPC98416
Remote Similarity	0.6888	NPC471531
Remote Similarity	0.6875	NPC314252
Remote Similarity	0.6875	NPC280382
Remote Similarity	0.6846	NPC321869
Remote Similarity	0.6752	NPC313466
Remote Similarity	0.675	NPC126637
Remote Similarity	0.675	NPC43218
Remote Similarity	0.6738	NPC79672
Remote Similarity	0.6738	NPC52087
Remote Similarity	0.6712	NPC51698
Remote Similarity	0.671	NPC321561
Remote Similarity	0.6647	NPC72291
Remote Similarity	0.6645	NPC314278
Remote Similarity	0.6607	NPC241392
Remote Similarity	0.6599	NPC471532
Remote Similarity	0.6597	NPC44836
Remote Similarity	0.6582	NPC477825
Remote Similarity	0.6575	NPC9336
Remote Similarity	0.6564	NPC181526
Remote Similarity	0.6561	NPC16031
Remote Similarity	0.6561	NPC145888
Remote Similarity	0.6561	NPC161593
Remote Similarity	0.6528	NPC1075
Remote Similarity	0.6528	NPC1786
Remote Similarity	0.6528	NPC294902
Remote Similarity	0.6524	NPC314113
Remote Similarity	0.6507	NPC255721
Remote Similarity	0.6503	NPC272375
Remote Similarity	0.65	NPC88667
Remote Similarity	0.6485	NPC301702
Remote Similarity	0.6482	NPC477827
Remote Similarity	0.6482	NPC477826
Remote Similarity	0.6467	NPC222982
Remote Similarity	0.6436	NPC477828
Remote Similarity	0.6429	NPC474815
Remote Similarity	0.6425	NPC310894
Remote Similarity	0.6424	NPC277394
Remote Similarity	0.6424	NPC299252
Remote Similarity	0.6424	NPC61062
Remote Similarity	0.6419	NPC226250
Remote Similarity	0.6419	NPC297657
Remote Similarity	0.6414	NPC19149
Remote Similarity	0.6407	NPC323798
Remote Similarity	0.64	NPC142599
Remote Similarity	0.6389	NPC225381
Remote Similarity	0.6389	NPC256838
Remote Similarity	0.6382	NPC150919
Remote Similarity	0.6376	NPC146422
Remote Similarity	0.6374	NPC40209
Remote Similarity	0.6364	NPC57105
Remote Similarity	0.6341	NPC159722
Remote Similarity	0.6333	NPC95381
Remote Similarity	0.6319	NPC311660
Remote Similarity	0.6318	NPC470481
Remote Similarity	0.6318	NPC91234
Remote Similarity	0.6318	NPC470482
Remote Similarity	0.6316	NPC144691
Remote Similarity	0.6307	NPC231862
Remote Similarity	0.6306	NPC18984
Remote Similarity	0.6306	NPC160900
Remote Similarity	0.6306	NPC106659
Remote Similarity	0.6306	NPC229084
Remote Similarity	0.6298	NPC477185
Remote Similarity	0.6294	NPC163829
Remote Similarity	0.6291	NPC328593
Remote Similarity	0.6291	NPC33749
Remote Similarity	0.6291	NPC261453
Remote Similarity	0.628	NPC6913
Remote Similarity	0.6265	NPC47986
Remote Similarity	0.6263	NPC158551
Remote Similarity	0.6258	NPC252817
Remote Similarity	0.625	NPC171882
Remote Similarity	0.625	NPC121510
Remote Similarity	0.625	NPC233669
Remote Similarity	0.625	NPC474967
Remote Similarity	0.625	NPC85661
Remote Similarity	0.6244	NPC182853
Remote Similarity	0.6242	NPC316574
Remote Similarity	0.6242	NPC222084
Remote Similarity	0.6242	NPC286573
Remote Similarity	0.6241	NPC107522
Remote Similarity	0.6236	NPC204867
Remote Similarity	0.6234	NPC85276
Remote Similarity	0.6225	NPC148969
Remote Similarity	0.6225	NPC322735
Remote Similarity	0.6218	NPC170333
Remote Similarity	0.6218	NPC158949
Remote Similarity	0.6218	NPC470023
Remote Similarity	0.6212	NPC133156
Remote Similarity	0.6209	NPC281277
Remote Similarity	0.62	NPC46679
Remote Similarity	0.6196	NPC302171
Remote Similarity	0.6196	NPC477187
Remote Similarity	0.6196	NPC300020
Remote Similarity	0.6196	NPC33338
Remote Similarity	0.6194	NPC241634
Remote Similarity	0.619	NPC66518
Remote Similarity	0.6186	NPC470021
Remote Similarity	0.6184	NPC217472
Remote Similarity	0.6184	NPC329190
Remote Similarity	0.6181	NPC223393
Remote Similarity	0.6178	NPC268348
Remote Similarity	0.6176	NPC2905
Remote Similarity	0.617	NPC313886
Remote Similarity	0.6169	NPC65791
Remote Similarity	0.6169	NPC471561
Remote Similarity	0.6167	NPC314861
Remote Similarity	0.6165	NPC134702
Remote Similarity	0.6159	NPC131530
Remote Similarity	0.6154	NPC118522
Remote Similarity	0.6154	NPC169207
Remote Similarity	0.6154	NPC115627
Remote Similarity	0.6154	NPC109955
Remote Similarity	0.6146	NPC240684
Remote Similarity	0.6145	NPC166667
Remote Similarity	0.6144	NPC160179
Remote Similarity	0.6139	NPC86900
Remote Similarity	0.6139	NPC114298
Remote Similarity	0.6133	NPC329358
Remote Similarity	0.6129	NPC107588
Remote Similarity	0.6129	NPC164706
Remote Similarity	0.6129	NPC122009
Remote Similarity	0.6129	NPC70744
Remote Similarity	0.6129	NPC137537
Remote Similarity	0.6129	NPC203124
Remote Similarity	0.6129	NPC309434
Remote Similarity	0.6129	NPC272471
Remote Similarity	0.6125	NPC318965
Remote Similarity	0.6125	NPC197832
Remote Similarity	0.6124	NPC235628
Remote Similarity	0.612	NPC73280
Remote Similarity	0.6119	NPC90185
Remote Similarity	0.6115	NPC109083
Remote Similarity	0.6115	NPC14007
Remote Similarity	0.6115	NPC269843
Remote Similarity	0.6115	NPC60962
Remote Similarity	0.6115	NPC294361
Remote Similarity	0.6115	NPC473051
Remote Similarity	0.6115	NPC189844
Remote Similarity	0.6115	NPC473050
Remote Similarity	0.6115	NPC224814
Remote Similarity	0.6115	NPC236520
Remote Similarity	0.6111	NPC131587
Remote Similarity	0.6108	NPC315631
Remote Similarity	0.6108	NPC9475
Remote Similarity	0.6101	NPC164778
Remote Similarity	0.6101	NPC306100
Remote Similarity	0.6101	NPC257976
Remote Similarity	0.6101	NPC4181
Remote Similarity	0.6101	NPC242372
Remote Similarity	0.6099	NPC181709
Remote Similarity	0.6098	NPC290227
Remote Similarity	0.6096	NPC68269
Remote Similarity	0.6096	NPC196479
Remote Similarity	0.609	NPC268572
Remote Similarity	0.609	NPC117759
Remote Similarity	0.6089	NPC475983
Remote Similarity	0.6087	NPC276014
Remote Similarity	0.6082	NPC125852
Remote Similarity	0.6075	NPC287152
Remote Similarity	0.6074	NPC304622
Remote Similarity	0.6065	NPC283468
Remote Similarity	0.6065	NPC278652
Remote Similarity	0.6065	NPC39793
Remote Similarity	0.6062	NPC205946
Remote Similarity	0.6062	NPC273686
Remote Similarity	0.6062	NPC312404
Remote Similarity	0.6057	NPC184161
Remote Similarity	0.6056	NPC139506
Remote Similarity	0.6056	NPC292143
Remote Similarity	0.6054	NPC120719
Remote Similarity	0.6054	NPC471511
Remote Similarity	0.6051	NPC202474
Remote Similarity	0.605	NPC473422
Remote Similarity	0.605	NPC38961
Remote Similarity	0.6049	NPC123228
Remote Similarity	0.6049	NPC5018
Remote Similarity	0.6049	NPC151167
Remote Similarity	0.6049	NPC276466
Remote Similarity	0.6049	NPC114468
Remote Similarity	0.6049	NPC123722
Remote Similarity	0.6043	NPC298320
Remote Similarity	0.604	NPC76327
Remote Similarity	0.6039	NPC4665
Remote Similarity	0.6039	NPC278102
Remote Similarity	0.6037	NPC308885
Remote Similarity	0.6037	NPC255550
Remote Similarity	0.6029	NPC295479
Remote Similarity	0.6029	NPC220241
Remote Similarity	0.6027	NPC110764
Remote Similarity	0.6026	NPC229353
Remote Similarity	0.6026	NPC275519
Remote Similarity	0.6025	NPC67951
Remote Similarity	0.602	NPC161804
Remote Similarity	0.6019	NPC148391
Remote Similarity	0.6013	NPC204466
Remote Similarity	0.6013	NPC470848

Drug Structure

NPD711 OpenBabel08201723412D 21 21 0 0 0 0 0 0 0 0999 V2000 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -1.7321 -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 -1.7321 -1.0000 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 -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 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 O 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 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 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 3 9 2 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 8 1 0 0 0 0 5 11 2 0 0 0 0 6 9 1 0 0 0 0 6 14 2 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 19 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004715
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	265.06
ALogP	-0.4961
MLogP	2.01
XLogP	2.523
HDA	2
HBD	2
Rotatable Bonds	9
TPSA	117.74
RO5 Violation	0