NPASS drugs

Drug Information

Drug ID:	NPD587
Drug Name:	Bretylium Tosylate
Molecular Formula:	C11H17BrN.C7H8O3S
Canonical SMILES:	Cc1ccc(cc1)S(=O)(=O)[O-].CC[N+](Cc1ccccc1Br)(C)C
Standard InCHI:	InChI=1S/C11H17BrN.C7H8O3S/c1-4-13(2,3)9-10-7-5-6-8-11(10)12;1-6-2-4-7(5-3-6)11(8,9)10/h5-8H,4,9H2,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1
Standard InCHIKey:	KVWNWTZZBKCOPM-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD587

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	317
0.1-0.2	4160
0.2-0.3	11490
0.3-0.4	11298
0.4-0.5	3000
0.5-0.6	521
0.6-0.7	91
0.7-0.8	11
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8537	NPC271642
Intermediate Similarity	0.8415	NPC98976
Intermediate Similarity	0.7907	NPC12857
Intermediate Similarity	0.7865	NPC104070
Intermediate Similarity	0.7582	NPC169016
Intermediate Similarity	0.7396	NPC470926
Intermediate Similarity	0.7294	NPC219246
Intermediate Similarity	0.7273	NPC139658
Intermediate Similarity	0.7253	NPC231986
Intermediate Similarity	0.7241	NPC299134
Intermediate Similarity	0.7234	NPC258046
Intermediate Similarity	0.7191	NPC325662
Intermediate Similarity	0.7191	NPC98269
Remote Similarity	0.6932	NPC244738
Remote Similarity	0.6915	NPC474088
Remote Similarity	0.69	NPC469330
Remote Similarity	0.69	NPC322040
Remote Similarity	0.6897	NPC229235
Remote Similarity	0.6854	NPC113000
Remote Similarity	0.6854	NPC112609
Remote Similarity	0.6854	NPC122327
Remote Similarity	0.6832	NPC329430
Remote Similarity	0.6804	NPC473031
Remote Similarity	0.6804	NPC17497
Remote Similarity	0.6804	NPC305602
Remote Similarity	0.68	NPC473661
Remote Similarity	0.6778	NPC276699
Remote Similarity	0.6765	NPC471319
Remote Similarity	0.6765	NPC471320
Remote Similarity	0.6762	NPC239854
Remote Similarity	0.6762	NPC291610
Remote Similarity	0.6737	NPC119677
Remote Similarity	0.6667	NPC108339
Remote Similarity	0.6667	NPC470877
Remote Similarity	0.663	NPC290638
Remote Similarity	0.6627	NPC147578
Remote Similarity	0.66	NPC74936
Remote Similarity	0.66	NPC209764
Remote Similarity	0.66	NPC141139
Remote Similarity	0.66	NPC121872
Remote Similarity	0.66	NPC471307
Remote Similarity	0.66	NPC159178
Remote Similarity	0.66	NPC78041
Remote Similarity	0.6574	NPC474695
Remote Similarity	0.6463	NPC269586
Remote Similarity	0.6421	NPC475289
Remote Similarity	0.6421	NPC475573
Remote Similarity	0.6408	NPC471309
Remote Similarity	0.6408	NPC474974
Remote Similarity	0.6386	NPC65873
Remote Similarity	0.6386	NPC212114
Remote Similarity	0.6386	NPC300345
Remote Similarity	0.6386	NPC120441
Remote Similarity	0.6353	NPC210849
Remote Similarity	0.6341	NPC149436
Remote Similarity	0.6341	NPC56072
Remote Similarity	0.6341	NPC277704
Remote Similarity	0.6327	NPC133162
Remote Similarity	0.631	NPC8235
Remote Similarity	0.6273	NPC476198
Remote Similarity	0.6265	NPC198841
Remote Similarity	0.6238	NPC12429
Remote Similarity	0.6235	NPC147062
Remote Similarity	0.6235	NPC169110
Remote Similarity	0.6207	NPC50266
Remote Similarity	0.6202	NPC267508
Remote Similarity	0.62	NPC203076
Remote Similarity	0.619	NPC256452
Remote Similarity	0.6182	NPC469974
Remote Similarity	0.6168	NPC322598
Remote Similarity	0.6163	NPC248705
Remote Similarity	0.6163	NPC238023
Remote Similarity	0.6163	NPC54368
Remote Similarity	0.6163	NPC135924
Remote Similarity	0.6163	NPC310758
Remote Similarity	0.6163	NPC150196
Remote Similarity	0.6139	NPC53492
Remote Similarity	0.6139	NPC471638
Remote Similarity	0.6136	NPC198023
Remote Similarity	0.6136	NPC155172
Remote Similarity	0.6136	NPC32312
Remote Similarity	0.6122	NPC14326
Remote Similarity	0.6118	NPC36357
Remote Similarity	0.6118	NPC114327
Remote Similarity	0.6118	NPC64270
Remote Similarity	0.6117	NPC78154
Remote Similarity	0.6106	NPC164802
Remote Similarity	0.6095	NPC7067
Remote Similarity	0.6095	NPC71140
Remote Similarity	0.6092	NPC29680
Remote Similarity	0.6092	NPC22786
Remote Similarity	0.6078	NPC111233
Remote Similarity	0.6078	NPC30445
Remote Similarity	0.6075	NPC472258
Remote Similarity	0.6067	NPC178527
Remote Similarity	0.6058	NPC245259
Remote Similarity	0.6055	NPC474582
Remote Similarity	0.6055	NPC214200
Remote Similarity	0.6055	NPC228400
Remote Similarity	0.6044	NPC200936
Remote Similarity	0.6023	NPC45756
Remote Similarity	0.6023	NPC88566
Remote Similarity	0.6018	NPC55529
Remote Similarity	0.6015	NPC316811
Remote Similarity	0.5982	NPC473418
Remote Similarity	0.598	NPC262295
Remote Similarity	0.598	NPC60408
Remote Similarity	0.5977	NPC246588
Remote Similarity	0.5946	NPC202613
Remote Similarity	0.5946	NPC471317
Remote Similarity	0.5946	NPC471310
Remote Similarity	0.5941	NPC3210
Remote Similarity	0.5922	NPC473345
Remote Similarity	0.5917	NPC313449
Remote Similarity	0.5914	NPC125144
Remote Similarity	0.5914	NPC121708
Remote Similarity	0.5909	NPC289381
Remote Similarity	0.5909	NPC66517
Remote Similarity	0.5909	NPC71009
Remote Similarity	0.5909	NPC155847
Remote Similarity	0.5909	NPC200745
Remote Similarity	0.59	NPC134825
Remote Similarity	0.5888	NPC58674
Remote Similarity	0.5888	NPC161972
Remote Similarity	0.5888	NPC303045
Remote Similarity	0.5873	NPC110131
Remote Similarity	0.5865	NPC173991
Remote Similarity	0.5865	NPC176858
Remote Similarity	0.5856	NPC329375
Remote Similarity	0.5847	NPC296163
Remote Similarity	0.5847	NPC59387
Remote Similarity	0.5847	NPC187036
Remote Similarity	0.5843	NPC21211
Remote Similarity	0.5843	NPC113670
Remote Similarity	0.5841	NPC167336
Remote Similarity	0.5841	NPC143516
Remote Similarity	0.5833	NPC110264
Remote Similarity	0.5833	NPC25565
Remote Similarity	0.5833	NPC313673
Remote Similarity	0.5826	NPC77294
Remote Similarity	0.5824	NPC6107
Remote Similarity	0.5824	NPC52330
Remote Similarity	0.5824	NPC267443
Remote Similarity	0.581	NPC191444
Remote Similarity	0.581	NPC316108
Remote Similarity	0.5795	NPC45255
Remote Similarity	0.5789	NPC470249
Remote Similarity	0.5789	NPC45033
Remote Similarity	0.5789	NPC130898
Remote Similarity	0.5789	NPC471447
Remote Similarity	0.5789	NPC474973
Remote Similarity	0.5789	NPC474804
Remote Similarity	0.5785	NPC192209
Remote Similarity	0.578	NPC473501
Remote Similarity	0.578	NPC475439
Remote Similarity	0.5778	NPC291066
Remote Similarity	0.5772	NPC316582
Remote Similarity	0.5761	NPC311343
Remote Similarity	0.5755	NPC226438
Remote Similarity	0.5752	NPC275467
Remote Similarity	0.575	NPC288232
Remote Similarity	0.575	NPC101139
Remote Similarity	0.5738	NPC264580
Remote Similarity	0.5738	NPC228515
Remote Similarity	0.5714	NPC235633
Remote Similarity	0.5714	NPC289915
Remote Similarity	0.5714	NPC57051
Remote Similarity	0.5714	NPC113837
Remote Similarity	0.5714	NPC327226
Remote Similarity	0.5714	NPC36440
Remote Similarity	0.5701	NPC108800
Remote Similarity	0.5699	NPC213570
Remote Similarity	0.5699	NPC98880
Remote Similarity	0.5699	NPC139416
Remote Similarity	0.5699	NPC246822
Remote Similarity	0.5691	NPC291962
Remote Similarity	0.5691	NPC177684
Remote Similarity	0.569	NPC473676
Remote Similarity	0.5684	NPC54269
Remote Similarity	0.5672	NPC470248
Remote Similarity	0.5667	NPC115803
Remote Similarity	0.566	NPC172128
Remote Similarity	0.5648	NPC291070
Remote Similarity	0.5648	NPC246757
Remote Similarity	0.5645	NPC161956
Remote Similarity	0.5645	NPC258787
Remote Similarity	0.5645	NPC161052
Remote Similarity	0.5645	NPC112373
Remote Similarity	0.5645	NPC258531
Remote Similarity	0.5641	NPC292758
Remote Similarity	0.5641	NPC65855
Remote Similarity	0.5641	NPC158854
Remote Similarity	0.5638	NPC95289
Remote Similarity	0.5636	NPC311242
Remote Similarity	0.5631	NPC229477
Remote Similarity	0.5618	NPC200624
Remote Similarity	0.5614	NPC226778
Remote Similarity	0.5614	NPC304761
Remote Similarity	0.5614	NPC147000
Remote Similarity	0.5614	NPC150254

Drug Structure

NPD587 OpenBabel08201723202D 24 24 0 0 0 0 0 0 0 0999 V2000 4.5981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 10.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0981 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0981 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 -0.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 5.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5981 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 10 2 0 0 0 0 8 11 2 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 19 2 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 18 20 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M CHG 2 13 1 21 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	242.05
ALogP	0.0138
MLogP	2.45
XLogP	3.215
HDA	0
HBD	0
Rotatable Bonds	7
TPSA	0
RO5 Violation	0