NPASS drugs

Drug Information

Drug ID:	NPD3611
Drug Name:	Tozadenant
Molecular Formula:	C19H26N4O4S
Canonical SMILES:	COc1ccc(c2c1nc(s2)N=C(N1CCC(CC1)(C)O)O)N1CCOCC1
Standard InCHI:	InChI=1S/C19H26N4O4S/c1-19(25)5-7-23(8-6-19)18(24)21-17-20-15-14(26-2)4-3-13(16(15)28-17)22-9-11-27-12-10-22/h3-4,25H,5-12H2,1-2H3,(H,20,21,24)
Standard InCHIKey:	XNBRWUQWSKXMPW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3611

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	433
0.1-0.2	6430
0.2-0.3	7113
0.3-0.4	12196
0.4-0.5	3450
0.5-0.6	1168
0.6-0.7	100
0.7-0.8	0
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
Remote Similarity	0.6697	NPC188104
Remote Similarity	0.6605	NPC168486
Remote Similarity	0.6605	NPC222592
Remote Similarity	0.6542	NPC132631
Remote Similarity	0.6542	NPC103687
Remote Similarity	0.6528	NPC249662
Remote Similarity	0.6506	NPC316756
Remote Similarity	0.6494	NPC472068
Remote Similarity	0.649	NPC24802
Remote Similarity	0.6478	NPC472111
Remote Similarity	0.6473	NPC315257
Remote Similarity	0.6471	NPC110741
Remote Similarity	0.6425	NPC74382
Remote Similarity	0.6425	NPC206251
Remote Similarity	0.6422	NPC118776
Remote Similarity	0.6396	NPC230805
Remote Similarity	0.6378	NPC472067
Remote Similarity	0.6378	NPC472031
Remote Similarity	0.6378	NPC472066
Remote Similarity	0.6368	NPC134079
Remote Similarity	0.6367	NPC160666
Remote Similarity	0.6325	NPC469589
Remote Similarity	0.6321	NPC118511
Remote Similarity	0.6316	NPC470889
Remote Similarity	0.6293	NPC118832
Remote Similarity	0.6293	NPC274291
Remote Similarity	0.6293	NPC264166
Remote Similarity	0.6293	NPC165349
Remote Similarity	0.6293	NPC329708
Remote Similarity	0.6293	NPC47059
Remote Similarity	0.6286	NPC315822
Remote Similarity	0.628	NPC30540
Remote Similarity	0.6273	NPC219963
Remote Similarity	0.627	NPC39092
Remote Similarity	0.6261	NPC42591
Remote Similarity	0.625	NPC469594
Remote Similarity	0.625	NPC224327
Remote Similarity	0.625	NPC475774
Remote Similarity	0.6233	NPC1527
Remote Similarity	0.6226	NPC56271
Remote Similarity	0.6218	NPC471080
Remote Similarity	0.6218	NPC469592
Remote Similarity	0.6213	NPC475910
Remote Similarity	0.6211	NPC226202
Remote Similarity	0.6204	NPC153467
Remote Similarity	0.6201	NPC267928
Remote Similarity	0.6199	NPC161887
Remote Similarity	0.6199	NPC266551
Remote Similarity	0.6197	NPC177404
Remote Similarity	0.619	NPC329793
Remote Similarity	0.6188	NPC20249
Remote Similarity	0.6178	NPC472289
Remote Similarity	0.616	NPC219664
Remote Similarity	0.6144	NPC477111
Remote Similarity	0.6133	NPC238242
Remote Similarity	0.6132	NPC132642
Remote Similarity	0.6128	NPC471736
Remote Similarity	0.6126	NPC144114
Remote Similarity	0.6126	NPC477891
Remote Similarity	0.6109	NPC203168
Remote Similarity	0.6109	NPC472098
Remote Similarity	0.6101	NPC105758
Remote Similarity	0.6101	NPC476688
Remote Similarity	0.6101	NPC476686
Remote Similarity	0.6091	NPC250178
Remote Similarity	0.6083	NPC278874
Remote Similarity	0.6078	NPC18487
Remote Similarity	0.6076	NPC287208
Remote Similarity	0.6076	NPC308392
Remote Similarity	0.6068	NPC470678
Remote Similarity	0.6066	NPC26872
Remote Similarity	0.6063	NPC283152
Remote Similarity	0.6062	NPC66083
Remote Similarity	0.6056	NPC26850
Remote Similarity	0.6052	NPC19872
Remote Similarity	0.6047	NPC224632
Remote Similarity	0.6042	NPC94157
Remote Similarity	0.6042	NPC26679
Remote Similarity	0.6033	NPC477110
Remote Similarity	0.6029	NPC197881
Remote Similarity	0.6027	NPC14651
Remote Similarity	0.6027	NPC121658
Remote Similarity	0.6026	NPC470586
Remote Similarity	0.6024	NPC314954
Remote Similarity	0.6023	NPC150447
Remote Similarity	0.6017	NPC74562
Remote Similarity	0.6017	NPC151781
Remote Similarity	0.6017	NPC478074
Remote Similarity	0.6017	NPC316181
Remote Similarity	0.6016	NPC469554
Remote Similarity	0.6015	NPC75609
Remote Similarity	0.6015	NPC140284
Remote Similarity	0.6009	NPC128823
Remote Similarity	0.6007	NPC315411
Remote Similarity	0.6	NPC279401
Remote Similarity	0.6	NPC242923
Remote Similarity	0.6	NPC208060
Remote Similarity	0.6	NPC128115
Remote Similarity	0.6	NPC285635
Remote Similarity	0.6	NPC79293
Remote Similarity	0.5992	NPC474145
Remote Similarity	0.5992	NPC477113
Remote Similarity	0.5992	NPC475841
Remote Similarity	0.5991	NPC211997
Remote Similarity	0.5984	NPC257851
Remote Similarity	0.5984	NPC473185
Remote Similarity	0.5983	NPC475350
Remote Similarity	0.5983	NPC145178
Remote Similarity	0.5983	NPC249040
Remote Similarity	0.5983	NPC14877
Remote Similarity	0.5982	NPC476518
Remote Similarity	0.5982	NPC164664
Remote Similarity	0.5975	NPC476138
Remote Similarity	0.5975	NPC251036
Remote Similarity	0.5975	NPC245816
Remote Similarity	0.5967	NPC8022
Remote Similarity	0.5967	NPC470799
Remote Similarity	0.5967	NPC288349
Remote Similarity	0.5952	NPC101543
Remote Similarity	0.5946	NPC288943
Remote Similarity	0.5946	NPC134586
Remote Similarity	0.5941	NPC476465
Remote Similarity	0.5935	NPC472099
Remote Similarity	0.5932	NPC66815
Remote Similarity	0.5931	NPC307963
Remote Similarity	0.5918	NPC173080
Remote Similarity	0.5917	NPC185782
Remote Similarity	0.5915	NPC329747
Remote Similarity	0.5913	NPC470404
Remote Similarity	0.5913	NPC21461
Remote Similarity	0.5913	NPC470403
Remote Similarity	0.5913	NPC470394
Remote Similarity	0.5911	NPC474798
Remote Similarity	0.5909	NPC264176
Remote Similarity	0.5907	NPC472434
Remote Similarity	0.5907	NPC315061
Remote Similarity	0.5907	NPC223427
Remote Similarity	0.5902	NPC148183
Remote Similarity	0.5902	NPC152768
Remote Similarity	0.5898	NPC470785
Remote Similarity	0.5895	NPC242928
Remote Similarity	0.5893	NPC472168
Remote Similarity	0.5892	NPC471304
Remote Similarity	0.5887	NPC280272
Remote Similarity	0.5887	NPC216612
Remote Similarity	0.5887	NPC478141
Remote Similarity	0.5885	NPC176127
Remote Similarity	0.5882	NPC258773
Remote Similarity	0.5882	NPC470930
Remote Similarity	0.588	NPC251090
Remote Similarity	0.588	NPC84508
Remote Similarity	0.5874	NPC194724
Remote Similarity	0.5872	NPC287437
Remote Similarity	0.587	NPC471593
Remote Similarity	0.5866	NPC329631
Remote Similarity	0.5866	NPC180504
Remote Similarity	0.5866	NPC141053
Remote Similarity	0.5863	NPC130570
Remote Similarity	0.5862	NPC84853
Remote Similarity	0.5859	NPC184680
Remote Similarity	0.5859	NPC320394
Remote Similarity	0.5859	NPC284559
Remote Similarity	0.5859	NPC62069
Remote Similarity	0.5857	NPC187145
Remote Similarity	0.5857	NPC470395
Remote Similarity	0.5856	NPC111624
Remote Similarity	0.5855	NPC208751
Remote Similarity	0.5851	NPC209769
Remote Similarity	0.585	NPC475253
Remote Similarity	0.5847	NPC121772
Remote Similarity	0.5844	NPC92111
Remote Similarity	0.5844	NPC112206
Remote Similarity	0.5844	NPC202605
Remote Similarity	0.5837	NPC474183
Remote Similarity	0.5837	NPC477888
Remote Similarity	0.5837	NPC470784
Remote Similarity	0.5837	NPC280638
Remote Similarity	0.5833	NPC476997
Remote Similarity	0.5833	NPC316403
Remote Similarity	0.583	NPC473179
Remote Similarity	0.583	NPC312872
Remote Similarity	0.5827	NPC475720
Remote Similarity	0.5827	NPC474192
Remote Similarity	0.5826	NPC79911
Remote Similarity	0.582	NPC162530
Remote Similarity	0.582	NPC476287
Remote Similarity	0.5816	NPC476581
Remote Similarity	0.5816	NPC16452
Remote Similarity	0.5816	NPC36229
Remote Similarity	0.5814	NPC471614
Remote Similarity	0.5813	NPC473513
Remote Similarity	0.5811	NPC85482
Remote Similarity	0.581	NPC476996
Remote Similarity	0.581	NPC476998
Remote Similarity	0.5809	NPC470931
Remote Similarity	0.5808	NPC477805
Remote Similarity	0.5808	NPC314573
Remote Similarity	0.5808	NPC477806
Remote Similarity	0.5808	NPC477796
Remote Similarity	0.5808	NPC477795

Drug Structure

NPD3611 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 -3.9945 2.6275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 1.6275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4945 0.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 0.7615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 -0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 -0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 -0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 1.6275 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 -1.8366 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8605 2.1275 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5241 2.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 -0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7266 1.6275 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 19 1 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 23 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 16 2 0 0 0 0 13 22 1 0 0 0 0 14 15 2 0 0 0 0 14 26 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 28 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 28 1 0 0 0 0 18 21 2 3 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013933
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11618368
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.17
ALogP	-0.4887
MLogP	2.56
XLogP	1.741
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	118.89
RO5 Violation	0