NPASS drugs

Drug Information

Drug ID:	NPD2398
Drug Name:	Etifoxine
Molecular Formula:	C17H17ClN2O
Canonical SMILES:	CCN=C1Nc2ccc(cc2C(O1)(C)c1ccccc1)Cl
Standard InCHI:	InChI=1S/C17H17ClN2O/c1-3-19-16-20-15-10-9-13(18)11-14(15)17(2,21-16)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3,(H,19,20)
Standard InCHIKey:	IBYCYJFUEJQSMK-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2398

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	305
0.1-0.2	1908
0.2-0.3	9970
0.3-0.4	9303
0.4-0.5	7212
0.5-0.6	2122
0.6-0.7	70
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	0.6752	NPC476687
Remote Similarity	0.6752	NPC476689
Remote Similarity	0.6752	NPC476685
Remote Similarity	0.6687	NPC325599
Remote Similarity	0.6667	NPC313352
Remote Similarity	0.6579	NPC317564
Remote Similarity	0.6552	NPC85651
Remote Similarity	0.6533	NPC125416
Remote Similarity	0.6478	NPC231382
Remote Similarity	0.6474	NPC325013
Remote Similarity	0.646	NPC184437
Remote Similarity	0.6434	NPC474430
Remote Similarity	0.6433	NPC250476
Remote Similarity	0.6347	NPC308197
Remote Similarity	0.6327	NPC302790
Remote Similarity	0.6319	NPC173295
Remote Similarity	0.6319	NPC473432
Remote Similarity	0.6313	NPC477999
Remote Similarity	0.6312	NPC226662
Remote Similarity	0.6286	NPC26850
Remote Similarity	0.6257	NPC242000
Remote Similarity	0.625	NPC288232
Remote Similarity	0.6243	NPC85482
Remote Similarity	0.6226	NPC252794
Remote Similarity	0.6218	NPC475915
Remote Similarity	0.6207	NPC26872
Remote Similarity	0.618	NPC476231
Remote Similarity	0.6158	NPC471122
Remote Similarity	0.6149	NPC259098
Remote Similarity	0.6149	NPC122235
Remote Similarity	0.6149	NPC197680
Remote Similarity	0.6149	NPC37584
Remote Similarity	0.6141	NPC475607
Remote Similarity	0.614	NPC264589
Remote Similarity	0.6138	NPC291610
Remote Similarity	0.6119	NPC285192
Remote Similarity	0.6118	NPC472103
Remote Similarity	0.6118	NPC314141
Remote Similarity	0.6118	NPC477890
Remote Similarity	0.6115	NPC273830
Remote Similarity	0.6114	NPC471132
Remote Similarity	0.6111	NPC471306
Remote Similarity	0.6111	NPC471321
Remote Similarity	0.6108	NPC474081
Remote Similarity	0.6102	NPC61013
Remote Similarity	0.6102	NPC469428
Remote Similarity	0.6087	NPC475594
Remote Similarity	0.6067	NPC193410
Remote Similarity	0.6064	NPC471785
Remote Similarity	0.6062	NPC79213
Remote Similarity	0.6054	NPC288785
Remote Similarity	0.6049	NPC471663
Remote Similarity	0.6048	NPC287358
Remote Similarity	0.604	NPC79618
Remote Similarity	0.6034	NPC248117
Remote Similarity	0.6033	NPC307640
Remote Similarity	0.6032	NPC284678
Remote Similarity	0.6022	NPC471130
Remote Similarity	0.6022	NPC471124
Remote Similarity	0.6022	NPC24954
Remote Similarity	0.6013	NPC187036
Remote Similarity	0.6011	NPC192270
Remote Similarity	0.601	NPC329747
Remote Similarity	0.6	NPC315498
Remote Similarity	0.6	NPC230942
Remote Similarity	0.6	NPC177404
Remote Similarity	0.6	NPC88970
Remote Similarity	0.6	NPC176983
Remote Similarity	0.6	NPC472241
Remote Similarity	0.6	NPC147957
Remote Similarity	0.5989	NPC475761
Remote Similarity	0.5989	NPC238430
Remote Similarity	0.5989	NPC472114
Remote Similarity	0.5989	NPC474041
Remote Similarity	0.5989	NPC472115
Remote Similarity	0.5988	NPC469949
Remote Similarity	0.5975	NPC268534
Remote Similarity	0.5974	NPC205652
Remote Similarity	0.5969	NPC470787
Remote Similarity	0.5969	NPC472540
Remote Similarity	0.5969	NPC472539
Remote Similarity	0.5968	NPC134586
Remote Similarity	0.5968	NPC471743
Remote Similarity	0.5967	NPC476118
Remote Similarity	0.5966	NPC13397
Remote Similarity	0.5964	NPC253476
Remote Similarity	0.5962	NPC313449
Remote Similarity	0.596	NPC476175
Remote Similarity	0.596	NPC24777
Remote Similarity	0.5957	NPC70092
Remote Similarity	0.5956	NPC167724
Remote Similarity	0.5956	NPC223595
Remote Similarity	0.5956	NPC224970
Remote Similarity	0.5955	NPC141353
Remote Similarity	0.5954	NPC472100
Remote Similarity	0.5952	NPC316906
Remote Similarity	0.5947	NPC84478
Remote Similarity	0.5943	NPC473329
Remote Similarity	0.5943	NPC288445
Remote Similarity	0.5943	NPC318086
Remote Similarity	0.5939	NPC472541
Remote Similarity	0.5939	NPC472542
Remote Similarity	0.5938	NPC232872
Remote Similarity	0.5936	NPC211997
Remote Similarity	0.5936	NPC293472
Remote Similarity	0.5936	NPC285941
Remote Similarity	0.5934	NPC70172
Remote Similarity	0.5933	NPC248601
Remote Similarity	0.593	NPC311330
Remote Similarity	0.5924	NPC320656
Remote Similarity	0.5922	NPC123241
Remote Similarity	0.5916	NPC473189
Remote Similarity	0.5916	NPC49184
Remote Similarity	0.5914	NPC312872
Remote Similarity	0.5912	NPC293458
Remote Similarity	0.5911	NPC243850
Remote Similarity	0.5902	NPC278887
Remote Similarity	0.5901	NPC226794
Remote Similarity	0.5896	NPC472242
Remote Similarity	0.5895	NPC470317
Remote Similarity	0.5895	NPC176127
Remote Similarity	0.5895	NPC256288
Remote Similarity	0.5891	NPC285558
Remote Similarity	0.589	NPC476950
Remote Similarity	0.589	NPC145754
Remote Similarity	0.589	NPC478079
Remote Similarity	0.5886	NPC237649
Remote Similarity	0.5886	NPC300596
Remote Similarity	0.5885	NPC471197
Remote Similarity	0.5882	NPC264482
Remote Similarity	0.5882	NPC84347
Remote Similarity	0.5882	NPC203202
Remote Similarity	0.5882	NPC472243
Remote Similarity	0.5879	NPC32200
Remote Similarity	0.5871	NPC470550
Remote Similarity	0.587	NPC208280
Remote Similarity	0.5866	NPC476464
Remote Similarity	0.5866	NPC315257
Remote Similarity	0.5866	NPC10875
Remote Similarity	0.5866	NPC10730
Remote Similarity	0.5864	NPC2933
Remote Similarity	0.5862	NPC225400
Remote Similarity	0.586	NPC192712
Remote Similarity	0.586	NPC192209
Remote Similarity	0.5857	NPC471198
Remote Similarity	0.5856	NPC131718
Remote Similarity	0.5855	NPC473815
Remote Similarity	0.5854	NPC101372
Remote Similarity	0.5853	NPC315062
Remote Similarity	0.5853	NPC267853
Remote Similarity	0.585	NPC329793
Remote Similarity	0.585	NPC25897
Remote Similarity	0.5849	NPC326232
Remote Similarity	0.5848	NPC315348
Remote Similarity	0.5848	NPC32002
Remote Similarity	0.5848	NPC2823
Remote Similarity	0.5846	NPC475411
Remote Similarity	0.5838	NPC469915
Remote Similarity	0.5838	NPC116961
Remote Similarity	0.5838	NPC205934
Remote Similarity	0.5838	NPC43787
Remote Similarity	0.5838	NPC230313
Remote Similarity	0.5833	NPC472538
Remote Similarity	0.5833	NPC476319
Remote Similarity	0.5833	NPC259626
Remote Similarity	0.5833	NPC108339
Remote Similarity	0.5833	NPC300299
Remote Similarity	0.5833	NPC471155
Remote Similarity	0.5833	NPC470786
Remote Similarity	0.5829	NPC189812
Remote Similarity	0.5829	NPC329688
Remote Similarity	0.5829	NPC470548
Remote Similarity	0.5829	NPC254798
Remote Similarity	0.5828	NPC434
Remote Similarity	0.5826	NPC244897
Remote Similarity	0.5824	NPC282339
Remote Similarity	0.5824	NPC471312
Remote Similarity	0.5824	NPC472121
Remote Similarity	0.5824	NPC99632
Remote Similarity	0.5824	NPC286871
Remote Similarity	0.5823	NPC228515
Remote Similarity	0.582	NPC6974
Remote Similarity	0.582	NPC99043
Remote Similarity	0.582	NPC321211
Remote Similarity	0.582	NPC218594
Remote Similarity	0.5819	NPC475763
Remote Similarity	0.5812	NPC19679
Remote Similarity	0.5808	NPC70259
Remote Similarity	0.5805	NPC270241
Remote Similarity	0.5805	NPC116519
Remote Similarity	0.5805	NPC470824
Remote Similarity	0.5803	NPC473615
Remote Similarity	0.5801	NPC477591
Remote Similarity	0.5801	NPC36495
Remote Similarity	0.5799	NPC237227
Remote Similarity	0.5798	NPC56618
Remote Similarity	0.5798	NPC288943
Remote Similarity	0.5795	NPC109787
Remote Similarity	0.5795	NPC474059
Remote Similarity	0.5793	NPC471320

Drug Structure

NPD2398 OpenBabel08211702172D 22 24 0 0 1 0 0 0 0 0999 V2000 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.1340 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.0000 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 0.8660 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 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 3 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 Cl 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 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 17 1 0 0 0 0 3 19 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 12 2 0 0 0 0 8 12 1 0 0 0 0 9 10 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 19 2 3 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	300.10
ALogP	1.1016
MLogP	2.89
XLogP	6.043
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	33.62
RO5 Violation	1