NPASS drugs

Drug Information

Drug ID:	NPD2543
Drug Name:	TOK-8801
Molecular Formula:	C17H21N3OS
Canonical SMILES:	OC(=NCCc1ccccc1)c1sc2=NC(Cn2c1C)(C)C
Standard InCHI:	InChI=1S/C17H21N3OS/c1-12-14(22-16-19-17(2,3)11-20(12)16)15(21)18-10-9-13-7-5-4-6-8-13/h4-8H,9-11H2,1-3H3,(H,18,21)
Standard InCHIKey:	RJPFPRVTDMWNTH-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2543

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	131
0.1-0.2	2078
0.2-0.3	9782
0.3-0.4	13221
0.4-0.5	4801
0.5-0.6	788
0.6-0.7	87
0.7-0.8	2
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	0.7719	NPC469974
Intermediate Similarity	0.7	NPC473031
Remote Similarity	0.693	NPC7067
Remote Similarity	0.6909	NPC203076
Remote Similarity	0.6852	NPC14326
Remote Similarity	0.681	NPC471319
Remote Similarity	0.681	NPC471320
Remote Similarity	0.6744	NPC220698
Remote Similarity	0.6721	NPC471447
Remote Similarity	0.672	NPC475013
Remote Similarity	0.6667	NPC3210
Remote Similarity	0.6614	NPC476048
Remote Similarity	0.6585	NPC45033
Remote Similarity	0.6529	NPC329375
Remote Similarity	0.6486	NPC474088
Remote Similarity	0.6471	NPC472258
Remote Similarity	0.6441	NPC108339
Remote Similarity	0.641	NPC473661
Remote Similarity	0.6395	NPC83790
Remote Similarity	0.6395	NPC128237
Remote Similarity	0.6385	NPC288232
Remote Similarity	0.6379	NPC316108
Remote Similarity	0.6364	NPC89489
Remote Similarity	0.6357	NPC194857
Remote Similarity	0.6357	NPC32858
Remote Similarity	0.6348	NPC12429
Remote Similarity	0.6348	NPC262393
Remote Similarity	0.6336	NPC147957
Remote Similarity	0.6311	NPC469457
Remote Similarity	0.6306	NPC231986
Remote Similarity	0.6304	NPC476950
Remote Similarity	0.6293	NPC470877
Remote Similarity	0.6261	NPC471638
Remote Similarity	0.625	NPC25565
Remote Similarity	0.6239	NPC121872
Remote Similarity	0.6239	NPC141139
Remote Similarity	0.6239	NPC74936
Remote Similarity	0.6239	NPC209764
Remote Similarity	0.6239	NPC471307
Remote Similarity	0.6239	NPC78041
Remote Similarity	0.6239	NPC159178
Remote Similarity	0.6222	NPC273830
Remote Similarity	0.6214	NPC300315
Remote Similarity	0.6198	NPC473501
Remote Similarity	0.6198	NPC475439
Remote Similarity	0.6186	NPC245259
Remote Similarity	0.6179	NPC228400
Remote Similarity	0.6179	NPC214200
Remote Similarity	0.6174	NPC470824
Remote Similarity	0.6168	NPC244738
Remote Similarity	0.6167	NPC303045
Remote Similarity	0.6167	NPC161972
Remote Similarity	0.6149	NPC471680
Remote Similarity	0.6148	NPC302169
Remote Similarity	0.6127	NPC325479
Remote Similarity	0.6116	NPC317400
Remote Similarity	0.6111	NPC211551
Remote Similarity	0.6111	NPC143516
Remote Similarity	0.6099	NPC226662
Remote Similarity	0.6094	NPC164802
Remote Similarity	0.6093	NPC283783
Remote Similarity	0.6093	NPC13470
Remote Similarity	0.609	NPC470544
Remote Similarity	0.6083	NPC471309
Remote Similarity	0.6071	NPC475289
Remote Similarity	0.6071	NPC475573
Remote Similarity	0.6066	NPC311242
Remote Similarity	0.6066	NPC33168
Remote Similarity	0.6063	NPC191215
Remote Similarity	0.6063	NPC274089
Remote Similarity	0.6063	NPC474973
Remote Similarity	0.6063	NPC474804
Remote Similarity	0.6063	NPC130898
Remote Similarity	0.6053	NPC321617
Remote Similarity	0.605	NPC226438
Remote Similarity	0.6045	NPC192209
Remote Similarity	0.6045	NPC470545
Remote Similarity	0.6042	NPC184437
Remote Similarity	0.6033	NPC58674
Remote Similarity	0.6032	NPC275467
Remote Similarity	0.6029	NPC476990
Remote Similarity	0.6029	NPC200964
Remote Similarity	0.6016	NPC142297
Remote Similarity	0.6014	NPC283130
Remote Similarity	0.6014	NPC328683
Remote Similarity	0.6	NPC476249
Remote Similarity	0.6	NPC264580
Remote Similarity	0.6	NPC470546
Remote Similarity	0.6	NPC271642
Remote Similarity	0.5985	NPC296163
Remote Similarity	0.5985	NPC35850
Remote Similarity	0.5985	NPC202521
Remote Similarity	0.5985	NPC276949
Remote Similarity	0.5984	NPC473418
Remote Similarity	0.5983	NPC198747
Remote Similarity	0.597	NPC285926
Remote Similarity	0.597	NPC315276
Remote Similarity	0.597	NPC14672
Remote Similarity	0.5969	NPC473676
Remote Similarity	0.5966	NPC172128
Remote Similarity	0.5966	NPC78154
Remote Similarity	0.5959	NPC237227
Remote Similarity	0.5957	NPC478079
Remote Similarity	0.5954	NPC275410
Remote Similarity	0.5952	NPC474430
Remote Similarity	0.595	NPC469330
Remote Similarity	0.595	NPC71140
Remote Similarity	0.595	NPC322040
Remote Similarity	0.5942	NPC109151
Remote Similarity	0.5942	NPC252878
Remote Similarity	0.594	NPC33742
Remote Similarity	0.5938	NPC231705
Remote Similarity	0.5926	NPC24990
Remote Similarity	0.5923	NPC65855
Remote Similarity	0.5923	NPC292758
Remote Similarity	0.592	NPC155847
Remote Similarity	0.592	NPC289381
Remote Similarity	0.5909	NPC98976
Remote Similarity	0.5906	NPC224610
Remote Similarity	0.5906	NPC88267
Remote Similarity	0.5906	NPC468984
Remote Similarity	0.5906	NPC194390
Remote Similarity	0.5906	NPC113326
Remote Similarity	0.5899	NPC6975
Remote Similarity	0.5899	NPC46427
Remote Similarity	0.5874	NPC9856
Remote Similarity	0.587	NPC71684
Remote Similarity	0.587	NPC324702
Remote Similarity	0.587	NPC86966
Remote Similarity	0.5865	NPC187036
Remote Similarity	0.5856	NPC139658
Remote Similarity	0.5852	NPC239357
Remote Similarity	0.5847	NPC53492
Remote Similarity	0.5846	NPC24101
Remote Similarity	0.5846	NPC96224
Remote Similarity	0.5827	NPC178902
Remote Similarity	0.582	NPC300455
Remote Similarity	0.5818	NPC299134
Remote Similarity	0.5816	NPC477248
Remote Similarity	0.5816	NPC477249
Remote Similarity	0.5814	NPC473498
Remote Similarity	0.5811	NPC132636
Remote Similarity	0.5804	NPC150863
Remote Similarity	0.5804	NPC469666
Remote Similarity	0.5802	NPC258056
Remote Similarity	0.5797	NPC112823
Remote Similarity	0.5797	NPC326232
Remote Similarity	0.5797	NPC27833
Remote Similarity	0.5789	NPC473804
Remote Similarity	0.5785	NPC470926
Remote Similarity	0.5781	NPC304761
Remote Similarity	0.5781	NPC150254
Remote Similarity	0.5781	NPC147000
Remote Similarity	0.5781	NPC226778
Remote Similarity	0.5778	NPC317254
Remote Similarity	0.5776	NPC104070
Remote Similarity	0.5775	NPC477937
Remote Similarity	0.5774	NPC475330
Remote Similarity	0.5764	NPC200589
Remote Similarity	0.5762	NPC314388
Remote Similarity	0.5762	NPC315283
Remote Similarity	0.5758	NPC474149
Remote Similarity	0.5752	NPC119569
Remote Similarity	0.5752	NPC311658
Remote Similarity	0.5748	NPC327226
Remote Similarity	0.574	NPC263485
Remote Similarity	0.574	NPC174652
Remote Similarity	0.574	NPC229160
Remote Similarity	0.574	NPC25316
Remote Similarity	0.5738	NPC265521
Remote Similarity	0.5736	NPC474559
Remote Similarity	0.5725	NPC77294
Remote Similarity	0.5724	NPC130309
Remote Similarity	0.5724	NPC316008
Remote Similarity	0.5724	NPC322878
Remote Similarity	0.5724	NPC478040
Remote Similarity	0.5724	NPC313867
Remote Similarity	0.5714	NPC305602
Remote Similarity	0.5714	NPC141050
Remote Similarity	0.5714	NPC17497
Remote Similarity	0.5714	NPC12730
Remote Similarity	0.5705	NPC477557
Remote Similarity	0.5704	NPC118202
Remote Similarity	0.5704	NPC101719
Remote Similarity	0.5703	NPC202613
Remote Similarity	0.5703	NPC178681
Remote Similarity	0.5703	NPC471317
Remote Similarity	0.5703	NPC471310
Remote Similarity	0.5702	NPC476160
Remote Similarity	0.5694	NPC473322
Remote Similarity	0.5693	NPC254088
Remote Similarity	0.5692	NPC327481
Remote Similarity	0.5686	NPC470822
Remote Similarity	0.5686	NPC314358
Remote Similarity	0.5685	NPC476689
Remote Similarity	0.5685	NPC476687
Remote Similarity	0.5685	NPC476685
Remote Similarity	0.5682	NPC470127
Remote Similarity	0.5676	NPC113000
Remote Similarity	0.5676	NPC122327

Drug Structure

NPD2543 OpenBabel08211702172D 23 25 0 0 0 0 0 0 0 0999 V2000 -3.0454 0.6482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0442 -1.0915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5212 -1.9977 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6574 0.9569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8287 1.4353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6574 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8287 -0.4784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8287 -0.4784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8287 -1.4353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5076 -0.2438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5715 -0.2566 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 -3.0927 -1.0851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1358 -1.0851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5508 -1.9263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9975 -1.0915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6574 -1.9138 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5187 -1.9199 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5397 -0.2502 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6574 -0.2564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5826 -1.9327 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.1358 0.5723 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 18 1 0 0 0 0 11 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 12 20 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 3 0 0 0 15 21 1 0 0 0 0 16 19 2 0 0 0 0 16 20 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012534
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	315.14
ALogP	1.2132
MLogP	2.78
XLogP	5.148
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	73.49
RO5 Violation	1