NPASS drugs

Drug Information

Drug ID:	NPD1190
Drug Name:	Nitisinone
Molecular Formula:	C14H10F3NO5
Canonical SMILES:	O=C1CCCC(=O)C1C(=O)c1ccc(cc1N(=O)=O)C(F)(F)F
Standard InCHI:	InChI=1S/C14H10F3NO5/c15-14(16,17)7-4-5-8(9(6-7)18(22)23)13(21)12-10(19)2-1-3-11(12)20/h4-6,12H,1-3H2
Standard InCHIKey:	OUBCNLGXQFSTLU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1190

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	232
0.1-0.2	2325
0.2-0.3	7992
0.3-0.4	13398
0.4-0.5	6204
0.5-0.6	662
0.6-0.7	70
0.7-0.8	7
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	0.754	NPC172170
Intermediate Similarity	0.7353	NPC39818
Intermediate Similarity	0.7101	NPC268534
Intermediate Similarity	0.705	NPC2982
Intermediate Similarity	0.7029	NPC257490
Intermediate Similarity	0.7007	NPC291962
Intermediate Similarity	0.7007	NPC177684
Remote Similarity	0.6966	NPC130655
Remote Similarity	0.6957	NPC279385
Remote Similarity	0.6957	NPC161956
Remote Similarity	0.6957	NPC112373
Remote Similarity	0.6957	NPC258531
Remote Similarity	0.6957	NPC179605
Remote Similarity	0.6906	NPC103292
Remote Similarity	0.6892	NPC159722
Remote Similarity	0.6884	NPC226143
Remote Similarity	0.685	NPC323726
Remote Similarity	0.6806	NPC209389
Remote Similarity	0.6783	NPC314278
Remote Similarity	0.6732	NPC190945
Remote Similarity	0.6712	NPC316746
Remote Similarity	0.669	NPC254698
Remote Similarity	0.6644	NPC280807
Remote Similarity	0.6644	NPC314431
Remote Similarity	0.6643	NPC192533
Remote Similarity	0.6641	NPC38262
Remote Similarity	0.6621	NPC58827
Remote Similarity	0.6621	NPC72473
Remote Similarity	0.6621	NPC307437
Remote Similarity	0.6597	NPC470343
Remote Similarity	0.6597	NPC472244
Remote Similarity	0.6538	NPC470579
Remote Similarity	0.6536	NPC471164
Remote Similarity	0.6531	NPC194562
Remote Similarity	0.6531	NPC477432
Remote Similarity	0.6463	NPC150863
Remote Similarity	0.6449	NPC57051
Remote Similarity	0.6419	NPC472245
Remote Similarity	0.6414	NPC226794
Remote Similarity	0.6364	NPC130931
Remote Similarity	0.6364	NPC207554
Remote Similarity	0.6351	NPC122235
Remote Similarity	0.6323	NPC316202
Remote Similarity	0.6306	NPC470822
Remote Similarity	0.6242	NPC314287
Remote Similarity	0.6225	NPC40364
Remote Similarity	0.622	NPC36836
Remote Similarity	0.622	NPC63370
Remote Similarity	0.6218	NPC471574
Remote Similarity	0.6209	NPC300299
Remote Similarity	0.6179	NPC273758
Remote Similarity	0.6159	NPC114808
Remote Similarity	0.6118	NPC207428
Remote Similarity	0.6111	NPC69057
Remote Similarity	0.6111	NPC229353
Remote Similarity	0.6101	NPC136002
Remote Similarity	0.6093	NPC187231
Remote Similarity	0.609	NPC83214
Remote Similarity	0.6062	NPC472242
Remote Similarity	0.6053	NPC314473
Remote Similarity	0.6049	NPC300596
Remote Similarity	0.6049	NPC237649
Remote Similarity	0.6047	NPC318183
Remote Similarity	0.604	NPC205946
Remote Similarity	0.6039	NPC253476
Remote Similarity	0.6038	NPC478040
Remote Similarity	0.6027	NPC150323
Remote Similarity	0.6025	NPC478039
Remote Similarity	0.6016	NPC145053
Remote Similarity	0.6016	NPC12936
Remote Similarity	0.6016	NPC273033
Remote Similarity	0.6012	NPC144691
Remote Similarity	0.6	NPC173295
Remote Similarity	0.6	NPC322433
Remote Similarity	0.6	NPC130797
Remote Similarity	0.6	NPC314186
Remote Similarity	0.6	NPC108800
Remote Similarity	0.5987	NPC181527
Remote Similarity	0.5985	NPC167336
Remote Similarity	0.5973	NPC317758
Remote Similarity	0.5956	NPC475939
Remote Similarity	0.5956	NPC474866
Remote Similarity	0.5956	NPC471829
Remote Similarity	0.5956	NPC472691
Remote Similarity	0.5954	NPC291070
Remote Similarity	0.5954	NPC246757
Remote Similarity	0.5949	NPC472243
Remote Similarity	0.5935	NPC162417
Remote Similarity	0.5935	NPC316104
Remote Similarity	0.5935	NPC71664
Remote Similarity	0.5935	NPC190567
Remote Similarity	0.5935	NPC477703
Remote Similarity	0.5935	NPC164086
Remote Similarity	0.5926	NPC109514
Remote Similarity	0.5924	NPC122553
Remote Similarity	0.5923	NPC133461
Remote Similarity	0.5912	NPC43477
Remote Similarity	0.5912	NPC2823
Remote Similarity	0.5904	NPC295021
Remote Similarity	0.5901	NPC282578
Remote Similarity	0.5878	NPC153885
Remote Similarity	0.5875	NPC472241
Remote Similarity	0.5866	NPC470317
Remote Similarity	0.5854	NPC300205
Remote Similarity	0.5852	NPC471743
Remote Similarity	0.5846	NPC19256
Remote Similarity	0.5846	NPC277277
Remote Similarity	0.5846	NPC173413
Remote Similarity	0.5846	NPC78154
Remote Similarity	0.5844	NPC314098
Remote Similarity	0.5838	NPC70949
Remote Similarity	0.5833	NPC289883
Remote Similarity	0.5833	NPC238219
Remote Similarity	0.5829	NPC470021
Remote Similarity	0.5828	NPC324445
Remote Similarity	0.5827	NPC472700
Remote Similarity	0.5827	NPC472699
Remote Similarity	0.5821	NPC239185
Remote Similarity	0.582	NPC245966
Remote Similarity	0.5814	NPC115232
Remote Similarity	0.5814	NPC267262
Remote Similarity	0.5814	NPC157778
Remote Similarity	0.5789	NPC214106
Remote Similarity	0.5789	NPC35510
Remote Similarity	0.5789	NPC260233
Remote Similarity	0.5789	NPC253667
Remote Similarity	0.5786	NPC472701
Remote Similarity	0.5786	NPC472683
Remote Similarity	0.5786	NPC472696
Remote Similarity	0.5786	NPC472695
Remote Similarity	0.5781	NPC160339
Remote Similarity	0.5781	NPC307
Remote Similarity	0.5778	NPC134882
Remote Similarity	0.5778	NPC49994
Remote Similarity	0.5775	NPC470023
Remote Similarity	0.5772	NPC36342
Remote Similarity	0.5772	NPC285470
Remote Similarity	0.5772	NPC2785
Remote Similarity	0.5769	NPC176858
Remote Similarity	0.5761	NPC313293
Remote Similarity	0.5758	NPC155232
Remote Similarity	0.5758	NPC323420
Remote Similarity	0.5758	NPC1682
Remote Similarity	0.5758	NPC59677
Remote Similarity	0.5758	NPC188844
Remote Similarity	0.5756	NPC204867
Remote Similarity	0.575	NPC315051
Remote Similarity	0.5746	NPC219573
Remote Similarity	0.5746	NPC185208
Remote Similarity	0.5745	NPC470252
Remote Similarity	0.5736	NPC43945
Remote Similarity	0.5732	NPC259678
Remote Similarity	0.5731	NPC93653
Remote Similarity	0.5731	NPC27904
Remote Similarity	0.573	NPC474081
Remote Similarity	0.5725	NPC191444
Remote Similarity	0.5724	NPC472164
Remote Similarity	0.5723	NPC241392
Remote Similarity	0.5706	NPC469726
Remote Similarity	0.5706	NPC329338
Remote Similarity	0.5706	NPC475594
Remote Similarity	0.5704	NPC265220
Remote Similarity	0.5703	NPC252067
Remote Similarity	0.5698	NPC242116
Remote Similarity	0.5698	NPC475761
Remote Similarity	0.5693	NPC476993
Remote Similarity	0.5693	NPC472879
Remote Similarity	0.5692	NPC111233
Remote Similarity	0.5687	NPC469560
Remote Similarity	0.5682	NPC292265
Remote Similarity	0.5682	NPC284475
Remote Similarity	0.568	NPC17408
Remote Similarity	0.568	NPC95868
Remote Similarity	0.568	NPC285716
Remote Similarity	0.5677	NPC179224
Remote Similarity	0.5674	NPC475607
Remote Similarity	0.5673	NPC154478
Remote Similarity	0.5669	NPC215008
Remote Similarity	0.5669	NPC197581
Remote Similarity	0.5665	NPC189116
Remote Similarity	0.5662	NPC75724
Remote Similarity	0.565	NPC252572
Remote Similarity	0.5649	NPC418308
Remote Similarity	0.5649	NPC113307
Remote Similarity	0.564	NPC315368
Remote Similarity	0.5635	NPC73978
Remote Similarity	0.5635	NPC288305
Remote Similarity	0.5632	NPC71132
Remote Similarity	0.5632	NPC299582
Remote Similarity	0.5629	NPC13526
Remote Similarity	0.5625	NPC472118
Remote Similarity	0.5625	NPC43218
Remote Similarity	0.5621	NPC474926
Remote Similarity	0.5618	NPC470548
Remote Similarity	0.5618	NPC469529
Remote Similarity	0.5611	NPC474041
Remote Similarity	0.561	NPC323798
Remote Similarity	0.56	NPC139901
Remote Similarity	0.56	NPC151405
Remote Similarity	0.56	NPC182131

Drug Structure

NPD1190 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 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 2.5981 -1.5000 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 -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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 0.0000 0.0000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 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 -1.5000 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 3.4641 2.0000 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 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 12 1 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 13 21 2 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 18 22 2 0 0 0 0 18 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000774
DrugBank	DB00348
ChEMBL	CHEMBL1337
IUPHAR/BPS	6834
PharmaGKB	PA164777037
KEGG Drug
PubChem CID	115355
ChEBI	50378
CAS Number	104206-65-7

Drug Properties

Molecular Weight	329.05
ALogP	0.6037
MLogP	2.01
XLogP	2.177
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	94.35
RO5 Violation	0