NPASS drugs

Drug Information

Drug ID:	NPD1656
Drug Name:	Flupirtine
Molecular Formula:	C15H17FN4O2
Canonical SMILES:	CCOC(=Nc1ccc(=NCc2ccc(cc2)F)[nH]c1N)O
Standard InCHI:	InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)
Standard InCHIKey:	JUUFBMODXQKSTD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1656

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	74
0.1-0.2	1352
0.2-0.3	10004
0.3-0.4	13200
0.4-0.5	5248
0.5-0.6	915
0.6-0.7	93
0.7-0.8	4
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	0.7273	NPC245259
Intermediate Similarity	0.708	NPC108339
Intermediate Similarity	0.7018	NPC471320
Intermediate Similarity	0.7018	NPC471319
Remote Similarity	0.6909	NPC473031
Remote Similarity	0.6842	NPC471309
Remote Similarity	0.6783	NPC161972
Remote Similarity	0.6783	NPC303045
Remote Similarity	0.675	NPC275467
Remote Similarity	0.6696	NPC469330
Remote Similarity	0.6667	NPC226438
Remote Similarity	0.6667	NPC314141
Remote Similarity	0.6637	NPC470877
Remote Similarity	0.6579	NPC141139
Remote Similarity	0.6579	NPC159178
Remote Similarity	0.6579	NPC78041
Remote Similarity	0.6579	NPC209764
Remote Similarity	0.6579	NPC471307
Remote Similarity	0.6579	NPC121872
Remote Similarity	0.6579	NPC74936
Remote Similarity	0.6579	NPC78154
Remote Similarity	0.6541	NPC283130
Remote Similarity	0.6541	NPC328683
Remote Similarity	0.6525	NPC311242
Remote Similarity	0.6518	NPC203076
Remote Similarity	0.6496	NPC58674
Remote Similarity	0.646	NPC471638
Remote Similarity	0.6441	NPC25565
Remote Similarity	0.641	NPC7067
Remote Similarity	0.6404	NPC262393
Remote Similarity	0.6403	NPC476685
Remote Similarity	0.6403	NPC476687
Remote Similarity	0.6403	NPC476689
Remote Similarity	0.64	NPC164802
Remote Similarity	0.6393	NPC474430
Remote Similarity	0.6387	NPC475439
Remote Similarity	0.6387	NPC473501
Remote Similarity	0.6378	NPC275410
Remote Similarity	0.6371	NPC473498
Remote Similarity	0.6371	NPC327481
Remote Similarity	0.6341	NPC113326
Remote Similarity	0.6341	NPC88267
Remote Similarity	0.6341	NPC224610
Remote Similarity	0.6341	NPC194390
Remote Similarity	0.6306	NPC14326
Remote Similarity	0.6304	NPC311753
Remote Similarity	0.6296	NPC98269
Remote Similarity	0.6296	NPC325662
Remote Similarity	0.6291	NPC469975
Remote Similarity	0.6286	NPC325479
Remote Similarity	0.6283	NPC3210
Remote Similarity	0.6277	NPC477937
Remote Similarity	0.6273	NPC309279
Remote Similarity	0.6271	NPC322040
Remote Similarity	0.627	NPC77294
Remote Similarity	0.6268	NPC314835
Remote Similarity	0.6261	NPC12429
Remote Similarity	0.6259	NPC226662
Remote Similarity	0.625	NPC119677
Remote Similarity	0.6239	NPC12857
Remote Similarity	0.6231	NPC205652
Remote Similarity	0.623	NPC469457
Remote Similarity	0.622	NPC470127
Remote Similarity	0.6204	NPC474479
Remote Similarity	0.6202	NPC474584
Remote Similarity	0.6195	NPC169016
Remote Similarity	0.6187	NPC101372
Remote Similarity	0.6187	NPC313722
Remote Similarity	0.6183	NPC197470
Remote Similarity	0.6172	NPC319579
Remote Similarity	0.6167	NPC317400
Remote Similarity	0.6154	NPC172128
Remote Similarity	0.6136	NPC2265
Remote Similarity	0.6129	NPC164859
Remote Similarity	0.6129	NPC471317
Remote Similarity	0.6129	NPC202613
Remote Similarity	0.6116	NPC472258
Remote Similarity	0.6087	NPC474926
Remote Similarity	0.6071	NPC307456
Remote Similarity	0.6069	NPC287358
Remote Similarity	0.6061	NPC288232
Remote Similarity	0.6055	NPC139658
Remote Similarity	0.6055	NPC271642
Remote Similarity	0.6045	NPC314992
Remote Similarity	0.604	NPC314114
Remote Similarity	0.6038	NPC219246
Remote Similarity	0.6032	NPC211551
Remote Similarity	0.6032	NPC143516
Remote Similarity	0.6029	NPC273830
Remote Similarity	0.6019	NPC113000
Remote Similarity	0.6019	NPC122327
Remote Similarity	0.6019	NPC112609
Remote Similarity	0.6019	NPC299134
Remote Similarity	0.6017	NPC316108
Remote Similarity	0.6016	NPC12730
Remote Similarity	0.6	NPC329011
Remote Similarity	0.6	NPC471310
Remote Similarity	0.5984	NPC474973
Remote Similarity	0.5984	NPC474804
Remote Similarity	0.5984	NPC471447
Remote Similarity	0.5984	NPC130898
Remote Similarity	0.5984	NPC33168
Remote Similarity	0.597	NPC313449
Remote Similarity	0.597	NPC169328
Remote Similarity	0.5965	NPC15839
Remote Similarity	0.5963	NPC98976
Remote Similarity	0.5956	NPC477061
Remote Similarity	0.5956	NPC45777
Remote Similarity	0.5956	NPC326232
Remote Similarity	0.5954	NPC273814
Remote Similarity	0.5948	NPC258046
Remote Similarity	0.5946	NPC168861
Remote Similarity	0.5942	NPC35996
Remote Similarity	0.594	NPC101139
Remote Similarity	0.5926	NPC237420
Remote Similarity	0.5926	NPC220698
Remote Similarity	0.5926	NPC310467
Remote Similarity	0.592	NPC329375
Remote Similarity	0.5918	NPC214988
Remote Similarity	0.5915	NPC471306
Remote Similarity	0.5915	NPC471321
Remote Similarity	0.5909	NPC474544
Remote Similarity	0.5909	NPC1986
Remote Similarity	0.5888	NPC229235
Remote Similarity	0.5882	NPC92689
Remote Similarity	0.5878	NPC475013
Remote Similarity	0.5868	NPC476483
Remote Similarity	0.5865	NPC33742
Remote Similarity	0.5865	NPC470550
Remote Similarity	0.5865	NPC118202
Remote Similarity	0.5862	NPC267237
Remote Similarity	0.5862	NPC313352
Remote Similarity	0.586	NPC84317
Remote Similarity	0.5859	NPC45033
Remote Similarity	0.5859	NPC191215
Remote Similarity	0.5859	NPC274089
Remote Similarity	0.5857	NPC325013
Remote Similarity	0.5856	NPC290638
Remote Similarity	0.585	NPC132636
Remote Similarity	0.5847	NPC325441
Remote Similarity	0.5839	NPC2823
Remote Similarity	0.5833	NPC471132
Remote Similarity	0.5827	NPC304761
Remote Similarity	0.5827	NPC226778
Remote Similarity	0.5827	NPC150254
Remote Similarity	0.5827	NPC147000
Remote Similarity	0.5823	NPC24617
Remote Similarity	0.582	NPC329430
Remote Similarity	0.5818	NPC276699
Remote Similarity	0.5814	NPC37584
Remote Similarity	0.5806	NPC290515
Remote Similarity	0.5806	NPC226096
Remote Similarity	0.5806	NPC303611
Remote Similarity	0.5806	NPC164514
Remote Similarity	0.5806	NPC108606
Remote Similarity	0.5797	NPC71684
Remote Similarity	0.5794	NPC327226
Remote Similarity	0.5789	NPC476048
Remote Similarity	0.5786	NPC114806
Remote Similarity	0.5785	NPC265521
Remote Similarity	0.5782	NPC237227
Remote Similarity	0.5781	NPC67043
Remote Similarity	0.578	NPC244738
Remote Similarity	0.5769	NPC473676
Remote Similarity	0.5766	NPC283760
Remote Similarity	0.5763	NPC262295
Remote Similarity	0.5752	NPC324445
Remote Similarity	0.575	NPC191444
Remote Similarity	0.575	NPC258627
Remote Similarity	0.5748	NPC178681
Remote Similarity	0.5745	NPC4974
Remote Similarity	0.5742	NPC300443
Remote Similarity	0.5726	NPC10781
Remote Similarity	0.5726	NPC122493
Remote Similarity	0.5726	NPC293628
Remote Similarity	0.5726	NPC472788
Remote Similarity	0.5725	NPC478016
Remote Similarity	0.5725	NPC80150
Remote Similarity	0.5725	NPC478014
Remote Similarity	0.5725	NPC317564
Remote Similarity	0.5725	NPC478015
Remote Similarity	0.5724	NPC207428
Remote Similarity	0.5714	NPC30445
Remote Similarity	0.5714	NPC111233
Remote Similarity	0.5705	NPC125746
Remote Similarity	0.5705	NPC48202
Remote Similarity	0.5702	NPC192623
Remote Similarity	0.5696	NPC470507
Remote Similarity	0.5692	NPC142297
Remote Similarity	0.5691	NPC215351
Remote Similarity	0.5691	NPC20142
Remote Similarity	0.569	NPC104070
Remote Similarity	0.5687	NPC154478
Remote Similarity	0.5686	NPC311658
Remote Similarity	0.5677	NPC321617
Remote Similarity	0.5672	NPC187036
Remote Similarity	0.5672	NPC296163
Remote Similarity	0.5667	NPC176858
Remote Similarity	0.5667	NPC173991
Remote Similarity	0.5662	NPC82963

Drug Structure

NPD1656 OpenBabel08211701082D 26 27 0 0 0 0 0 0 0 0999 V2000 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 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 3.4641 1.0000 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 4.3301 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 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 2.5981 1.5000 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 -1.7321 -0.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 F 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 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 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 22 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 19 2 3 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001690
DrugBank	DB06623
ChEMBL	CHEMBL255044
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07978
PubChem CID	53276
ChEBI	94646
CAS Number	56995-20-1

Drug Properties

Molecular Weight	304.13
ALogP	0.2539
MLogP	2.34
XLogP	3.12
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	92.23
RO5 Violation	0