NPASS drugs

Drug Information

Drug ID:	NPD3492
Drug Name:	Tiotropium Bromide
Molecular Formula:	C19H22NO4S2.BrH.H2O
Canonical SMILES:	O=C(C(c1cccs1)(c1cccs1)O)O[C@@H]1C[C@@H]2[C@@H]3[C@H]([C@H](C1)[N+]2(C)C)O3.O.[Br-]
Standard InCHI:	InChI=1S/C19H22NO4S2.BrH.H2O/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15;;/h3-8,11-13,16-17,22H,9-10H2,1-2H3;1H;1H2/q+1;;/p-1/t11-,12-,13+,16-,17+;;
Standard InCHIKey:	MQLXPRBEAHBZTK-SEINRUQRSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3492

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	109
0.1-0.2	772
0.2-0.3	3023
0.3-0.4	9839
0.4-0.5	14914
0.5-0.6	2171
0.6-0.7	58
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	NPC65310
Intermediate Similarity	0.7208	NPC474847
Intermediate Similarity	0.7	NPC245836
Intermediate Similarity	0.7	NPC233910
Remote Similarity	0.6813	NPC69496
Remote Similarity	0.6387	NPC32356
Remote Similarity	0.6375	NPC291027
Remote Similarity	0.6375	NPC317474
Remote Similarity	0.6375	NPC84281
Remote Similarity	0.6375	NPC169485
Remote Similarity	0.6375	NPC213126
Remote Similarity	0.6358	NPC475082
Remote Similarity	0.6344	NPC326407
Remote Similarity	0.6344	NPC317725
Remote Similarity	0.6344	NPC318930
Remote Similarity	0.6344	NPC317362
Remote Similarity	0.6273	NPC26285
Remote Similarity	0.6229	NPC105717
Remote Similarity	0.6213	NPC474787
Remote Similarity	0.6213	NPC476102
Remote Similarity	0.6213	NPC9687
Remote Similarity	0.6213	NPC475598
Remote Similarity	0.6213	NPC76785
Remote Similarity	0.6213	NPC475318
Remote Similarity	0.6213	NPC260045
Remote Similarity	0.6213	NPC118099
Remote Similarity	0.6213	NPC273907
Remote Similarity	0.6213	NPC90194
Remote Similarity	0.6213	NPC474811
Remote Similarity	0.6213	NPC49577
Remote Similarity	0.6213	NPC79465
Remote Similarity	0.6213	NPC293377
Remote Similarity	0.6213	NPC151706
Remote Similarity	0.6213	NPC474855
Remote Similarity	0.6205	NPC122427
Remote Similarity	0.6178	NPC329816
Remote Similarity	0.6142	NPC165538
Remote Similarity	0.6134	NPC149571
Remote Similarity	0.6129	NPC35345
Remote Similarity	0.6127	NPC251439
Remote Similarity	0.6122	NPC329961
Remote Similarity	0.6108	NPC469479
Remote Similarity	0.6098	NPC285394
Remote Similarity	0.6096	NPC474858
Remote Similarity	0.6089	NPC286551
Remote Similarity	0.6087	NPC475350
Remote Similarity	0.6087	NPC14877
Remote Similarity	0.6087	NPC145178
Remote Similarity	0.6053	NPC472170
Remote Similarity	0.6047	NPC281104
Remote Similarity	0.6043	NPC469505
Remote Similarity	0.6034	NPC162104
Remote Similarity	0.6034	NPC214239
Remote Similarity	0.6034	NPC57976
Remote Similarity	0.6031	NPC473562
Remote Similarity	0.6026	NPC173019
Remote Similarity	0.6011	NPC283783
Remote Similarity	0.601	NPC477526
Remote Similarity	0.6	NPC184933
Remote Similarity	0.6	NPC59827
Remote Similarity	0.6	NPC251036
Remote Similarity	0.6	NPC313663
Remote Similarity	0.5989	NPC83790
Remote Similarity	0.5989	NPC145113
Remote Similarity	0.5989	NPC128237
Remote Similarity	0.5974	NPC475086
Remote Similarity	0.5969	NPC129624
Remote Similarity	0.5966	NPC471680
Remote Similarity	0.5962	NPC292758
Remote Similarity	0.5962	NPC190955
Remote Similarity	0.5962	NPC65855
Remote Similarity	0.5939	NPC329731
Remote Similarity	0.5926	NPC329717
Remote Similarity	0.5916	NPC477462
Remote Similarity	0.5916	NPC471165
Remote Similarity	0.5915	NPC476281
Remote Similarity	0.5915	NPC476184
Remote Similarity	0.5911	NPC477527
Remote Similarity	0.5909	NPC204546
Remote Similarity	0.5896	NPC68865
Remote Similarity	0.5896	NPC127741
Remote Similarity	0.5896	NPC471265
Remote Similarity	0.5896	NPC471264
Remote Similarity	0.5886	NPC269398
Remote Similarity	0.5886	NPC263493
Remote Similarity	0.5882	NPC160382
Remote Similarity	0.5882	NPC472172
Remote Similarity	0.5879	NPC209865
Remote Similarity	0.5876	NPC322878
Remote Similarity	0.5876	NPC209509
Remote Similarity	0.5871	NPC94499
Remote Similarity	0.5868	NPC4974
Remote Similarity	0.5866	NPC240848
Remote Similarity	0.5862	NPC477557
Remote Similarity	0.5859	NPC4910
Remote Similarity	0.5856	NPC469858
Remote Similarity	0.5855	NPC329992
Remote Similarity	0.5854	NPC476183
Remote Similarity	0.5854	NPC190663
Remote Similarity	0.5848	NPC246079
Remote Similarity	0.5843	NPC476278
Remote Similarity	0.5843	NPC262077
Remote Similarity	0.5839	NPC210531
Remote Similarity	0.5833	NPC79608
Remote Similarity	0.5819	NPC315283
Remote Similarity	0.5819	NPC314388
Remote Similarity	0.5817	NPC472171
Remote Similarity	0.581	NPC329761
Remote Similarity	0.581	NPC225648
Remote Similarity	0.5808	NPC476241
Remote Similarity	0.5808	NPC475566
Remote Similarity	0.5808	NPC476260
Remote Similarity	0.5805	NPC6570
Remote Similarity	0.5798	NPC313757
Remote Similarity	0.5789	NPC24990
Remote Similarity	0.5787	NPC313867
Remote Similarity	0.5787	NPC316008
Remote Similarity	0.5786	NPC269340
Remote Similarity	0.5784	NPC297145
Remote Similarity	0.5784	NPC197743
Remote Similarity	0.5783	NPC160493
Remote Similarity	0.5778	NPC471821
Remote Similarity	0.5778	NPC471820
Remote Similarity	0.5774	NPC476179
Remote Similarity	0.5774	NPC476125
Remote Similarity	0.5774	NPC57607
Remote Similarity	0.5771	NPC92784
Remote Similarity	0.5771	NPC178662
Remote Similarity	0.5771	NPC470884
Remote Similarity	0.5771	NPC98424
Remote Similarity	0.5771	NPC476133
Remote Similarity	0.5769	NPC473803
Remote Similarity	0.5765	NPC469666
Remote Similarity	0.5765	NPC213969
Remote Similarity	0.5765	NPC165726
Remote Similarity	0.5763	NPC468984
Remote Similarity	0.5758	NPC80150
Remote Similarity	0.5756	NPC45191
Remote Similarity	0.5754	NPC314358
Remote Similarity	0.5752	NPC214200
Remote Similarity	0.5752	NPC228400
Remote Similarity	0.5751	NPC26108
Remote Similarity	0.5745	NPC329640
Remote Similarity	0.574	NPC136453
Remote Similarity	0.574	NPC476033
Remote Similarity	0.5732	NPC237420
Remote Similarity	0.573	NPC476978
Remote Similarity	0.5729	NPC89831
Remote Similarity	0.5714	NPC26353
Remote Similarity	0.5714	NPC307020
Remote Similarity	0.5714	NPC109580
Remote Similarity	0.5714	NPC158900
Remote Similarity	0.5706	NPC239990
Remote Similarity	0.5706	NPC210950
Remote Similarity	0.5706	NPC89923
Remote Similarity	0.5706	NPC105114
Remote Similarity	0.5706	NPC152850
Remote Similarity	0.5706	NPC71933
Remote Similarity	0.5706	NPC199738
Remote Similarity	0.5705	NPC472919
Remote Similarity	0.5699	NPC137627
Remote Similarity	0.5699	NPC207675
Remote Similarity	0.5699	NPC212699
Remote Similarity	0.5698	NPC5620
Remote Similarity	0.5697	NPC23963
Remote Similarity	0.5692	NPC161242
Remote Similarity	0.569	NPC248283
Remote Similarity	0.5686	NPC239660
Remote Similarity	0.5686	NPC106235
Remote Similarity	0.568	NPC246166
Remote Similarity	0.5677	NPC475123
Remote Similarity	0.5677	NPC475204
Remote Similarity	0.5674	NPC161069
Remote Similarity	0.5672	NPC230098
Remote Similarity	0.5667	NPC262216
Remote Similarity	0.5667	NPC81026
Remote Similarity	0.5665	NPC319549
Remote Similarity	0.5663	NPC203005
Remote Similarity	0.566	NPC158854
Remote Similarity	0.5659	NPC94602
Remote Similarity	0.5659	NPC132771
Remote Similarity	0.5658	NPC474934
Remote Similarity	0.5657	NPC474745
Remote Similarity	0.5655	NPC108286
Remote Similarity	0.5654	NPC218614
Remote Similarity	0.5652	NPC4108
Remote Similarity	0.565	NPC46098
Remote Similarity	0.565	NPC307357
Remote Similarity	0.565	NPC268841
Remote Similarity	0.5648	NPC252960
Remote Similarity	0.5646	NPC286135
Remote Similarity	0.5644	NPC141440
Remote Similarity	0.5641	NPC50016
Remote Similarity	0.564	NPC301857
Remote Similarity	0.564	NPC246303
Remote Similarity	0.5638	NPC235460
Remote Similarity	0.5635	NPC25316
Remote Similarity	0.5635	NPC474470
Remote Similarity	0.5635	NPC135121
Remote Similarity	0.5635	NPC263485

Drug Structure

NPD3492 OpenBabel08211703112D 31 33 0 0 1 0 0 0 0 0999 V2000 -3.8540 -0.1249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8540 0.8751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1745 -4.4478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1229 -4.3002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2014 -4.1141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7893 -3.2733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5399 -3.5743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2494 -4.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6982 1.0239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6982 -0.2737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3857 0.3751 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4002 1.1841 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4002 -0.4339 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2014 -3.0344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7096 -3.2733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4492 0.8751 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4492 -0.1249 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4403 -1.5262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0749 -2.3998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9880 0.3751 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 2.8794 -0.5399 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9484 -1.7651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3665 -1.6391 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5831 0.3751 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1745 -2.7008 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.3759 -4.3002 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0229 -0.9453 0.0000 Br 0 5 0 0 0 0 0 0 0 0 0 0 0.5399 -6.0145 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8356 -0.6913 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5399 -6.0145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5399 -6.0145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 5 1 0 0 0 0 3 7 2 0 0 0 0 4 6 1 0 0 0 0 4 8 2 0 0 0 0 5 14 2 0 0 0 0 6 15 2 0 0 0 0 7 25 1 0 0 0 0 8 26 1 0 0 0 0 9 11 1 0 0 0 0 10 11 1 0 0 0 0 11 23 1 6 0 0 0 12 9 1 1 0 0 0 12 16 1 0 0 0 0 12 20 1 0 0 0 0 13 10 1 1 0 0 0 13 17 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 0 0 0 0 15 19 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 24 1 6 0 0 0 17 24 1 6 0 0 0 18 19 1 0 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 22 1 0 0 0 0 22 29 1 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 M CHG 2 20 1 27 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	392.10
ALogP	-1.8765
MLogP	2.78
XLogP	1.933
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	115.54
RO5 Violation	0