NPASS drugs

Drug Information

Drug ID:	NPD4099
Drug Name:	Tiagabine Hydrochloride
Molecular Formula:	C20H25NO2S2.ClH
Canonical SMILES:	OC(=O)[C@@H]1CCCN(C1)CCC=C(c1sccc1C)c1sccc1C.Cl
Standard InCHI:	InChI=1S/C20H25NO2S2.ClH/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23;/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23);1H/t16-;/m1./s1
Standard InCHIKey:	YUKARLAABCGMCN-PKLMIRHRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4099

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	81
0.1-0.2	714
0.2-0.3	4492
0.3-0.4	17563
0.4-0.5	7297
0.5-0.6	712
0.6-0.7	31
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	0.6622	NPC89489
Remote Similarity	0.6591	NPC190955
Remote Similarity	0.6587	NPC120203
Remote Similarity	0.6513	NPC322878
Remote Similarity	0.6454	NPC213126
Remote Similarity	0.6454	NPC317474
Remote Similarity	0.6454	NPC291027
Remote Similarity	0.6454	NPC169485
Remote Similarity	0.6454	NPC84281
Remote Similarity	0.637	NPC300315
Remote Similarity	0.635	NPC32356
Remote Similarity	0.6312	NPC302169
Remote Similarity	0.627	NPC300455
Remote Similarity	0.6172	NPC175376
Remote Similarity	0.6169	NPC468984
Remote Similarity	0.6149	NPC69496
Remote Similarity	0.6119	NPC274089
Remote Similarity	0.6119	NPC191215
Remote Similarity	0.6107	NPC11466
Remote Similarity	0.6103	NPC158854
Remote Similarity	0.6096	NPC475082
Remote Similarity	0.6096	NPC474847
Remote Similarity	0.6077	NPC322598
Remote Similarity	0.6076	NPC105717
Remote Similarity	0.6063	NPC473661
Remote Similarity	0.6054	NPC65310
Remote Similarity	0.6045	NPC167336
Remote Similarity	0.6038	NPC283783
Remote Similarity	0.6032	NPC166487
Remote Similarity	0.6026	NPC233910
Remote Similarity	0.6026	NPC245836
Remote Similarity	0.5975	NPC240848
Remote Similarity	0.5974	NPC281104
Remote Similarity	0.5972	NPC200964
Remote Similarity	0.5933	NPC200589
Remote Similarity	0.5932	NPC96016
Remote Similarity	0.593	NPC318930
Remote Similarity	0.593	NPC326407
Remote Similarity	0.593	NPC317725
Remote Similarity	0.593	NPC317362
Remote Similarity	0.5926	NPC67043
Remote Similarity	0.5926	NPC286551
Remote Similarity	0.5918	NPC285394
Remote Similarity	0.5909	NPC12730
Remote Similarity	0.5909	NPC471264
Remote Similarity	0.5909	NPC471265
Remote Similarity	0.5894	NPC130309
Remote Similarity	0.5891	NPC71140
Remote Similarity	0.5886	NPC471680
Remote Similarity	0.5886	NPC313867
Remote Similarity	0.5886	NPC316008
Remote Similarity	0.5886	NPC315266
Remote Similarity	0.5882	NPC327481
Remote Similarity	0.5871	NPC178662
Remote Similarity	0.5871	NPC470884
Remote Similarity	0.5871	NPC476133
Remote Similarity	0.5871	NPC92784
Remote Similarity	0.5871	NPC98424
Remote Similarity	0.587	NPC292758
Remote Similarity	0.587	NPC65855
Remote Similarity	0.5854	NPC44830
Remote Similarity	0.585	NPC6975
Remote Similarity	0.5849	NPC262077
Remote Similarity	0.5849	NPC314358
Remote Similarity	0.5847	NPC106235
Remote Similarity	0.5847	NPC239660
Remote Similarity	0.5823	NPC471516
Remote Similarity	0.5823	NPC476978
Remote Similarity	0.5823	NPC315283
Remote Similarity	0.5823	NPC314388
Remote Similarity	0.5821	NPC173019
Remote Similarity	0.5821	NPC24122
Remote Similarity	0.5817	NPC313663
Remote Similarity	0.5813	NPC128237
Remote Similarity	0.5813	NPC83790
Remote Similarity	0.5809	NPC473418
Remote Similarity	0.5804	NPC14672
Remote Similarity	0.5804	NPC315276
Remote Similarity	0.5804	NPC285926
Remote Similarity	0.5801	NPC122427
Remote Similarity	0.5796	NPC269398
Remote Similarity	0.5796	NPC263493
Remote Similarity	0.5786	NPC475013
Remote Similarity	0.5786	NPC209509
Remote Similarity	0.5785	NPC8981
Remote Similarity	0.5775	NPC33742
Remote Similarity	0.5766	NPC45033
Remote Similarity	0.5764	NPC470545
Remote Similarity	0.5764	NPC254088
Remote Similarity	0.5762	NPC213969
Remote Similarity	0.5762	NPC165726
Remote Similarity	0.5758	NPC122493
Remote Similarity	0.5758	NPC293628
Remote Similarity	0.5758	NPC324569
Remote Similarity	0.5758	NPC10781
Remote Similarity	0.5745	NPC474584
Remote Similarity	0.5742	NPC474855
Remote Similarity	0.5742	NPC475318
Remote Similarity	0.5742	NPC49577
Remote Similarity	0.5742	NPC76785
Remote Similarity	0.5742	NPC474787
Remote Similarity	0.5742	NPC474811
Remote Similarity	0.5742	NPC79465
Remote Similarity	0.5742	NPC9687
Remote Similarity	0.5742	NPC260045
Remote Similarity	0.5742	NPC151706
Remote Similarity	0.5742	NPC476102
Remote Similarity	0.5742	NPC90194
Remote Similarity	0.5742	NPC475598
Remote Similarity	0.5742	NPC273907
Remote Similarity	0.5742	NPC293377
Remote Similarity	0.5742	NPC118099
Remote Similarity	0.5738	NPC165538
Remote Similarity	0.5738	NPC195713
Remote Similarity	0.5732	NPC163392
Remote Similarity	0.5732	NPC239762
Remote Similarity	0.5726	NPC474088
Remote Similarity	0.5724	NPC470546
Remote Similarity	0.5714	NPC319579
Remote Similarity	0.5714	NPC202521
Remote Similarity	0.5714	NPC287401
Remote Similarity	0.5714	NPC148231
Remote Similarity	0.5714	NPC130655
Remote Similarity	0.5714	NPC329961
Remote Similarity	0.5704	NPC476048
Remote Similarity	0.5704	NPC276949
Remote Similarity	0.5704	NPC35850
Remote Similarity	0.5694	NPC470544
Remote Similarity	0.5693	NPC476198
Remote Similarity	0.5691	NPC231986
Remote Similarity	0.5686	NPC255447
Remote Similarity	0.5676	NPC26285
Remote Similarity	0.5674	NPC329011
Remote Similarity	0.5669	NPC322387
Remote Similarity	0.5667	NPC477249
Remote Similarity	0.5667	NPC477248
Remote Similarity	0.5662	NPC164859
Remote Similarity	0.5662	NPC202613
Remote Similarity	0.5662	NPC471317
Remote Similarity	0.566	NPC161069
Remote Similarity	0.566	NPC77905
Remote Similarity	0.5659	NPC70940
Remote Similarity	0.5659	NPC84288
Remote Similarity	0.5659	NPC274455
Remote Similarity	0.5659	NPC86670
Remote Similarity	0.5658	NPC473322
Remote Similarity	0.5655	NPC153694
Remote Similarity	0.5655	NPC211525
Remote Similarity	0.5652	NPC474804
Remote Similarity	0.5652	NPC130898
Remote Similarity	0.5652	NPC474973
Remote Similarity	0.5646	NPC476990
Remote Similarity	0.5644	NPC13470
Remote Similarity	0.5639	NPC477767
Remote Similarity	0.5638	NPC474082
Remote Similarity	0.5638	NPC175726
Remote Similarity	0.5635	NPC149571
Remote Similarity	0.5625	NPC325441
Remote Similarity	0.5625	NPC52748
Remote Similarity	0.5625	NPC197470
Remote Similarity	0.5621	NPC63210
Remote Similarity	0.5621	NPC243673
Remote Similarity	0.5621	NPC97380
Remote Similarity	0.5621	NPC148468
Remote Similarity	0.5621	NPC310403
Remote Similarity	0.5621	NPC263709
Remote Similarity	0.5621	NPC36495
Remote Similarity	0.562	NPC472170
Remote Similarity	0.5616	NPC310467
Remote Similarity	0.5616	NPC314992
Remote Similarity	0.561	NPC127343
Remote Similarity	0.5608	NPC71684

Drug Structure

NPD4099 OpenBabel08211704332D 27 28 0 0 1 0 0 0 0 0999 V2000 8.2788 -1.3380 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8849 -5.0856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5388 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1636 -5.5468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5388 -3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2976 -5.0468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5878 -2.2891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9067 -4.8776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.2321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0000 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0000 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5000 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.0981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5878 -3.9071 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.5055 -4.0686 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.2723 -1.5757 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 5 1 0 0 0 0 3 9 1 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 16 1 0 0 0 0 6 17 2 0 0 0 0 7 11 2 0 0 0 0 7 14 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 0 0 0 0 14 18 2 0 0 0 0 15 19 2 0 0 0 0 16 20 1 1 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 23 27 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	375.13
ALogP	2.0805
MLogP	3.11
XLogP	4.012
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	97.02
RO5 Violation	0