NPASS drugs

Drug Information

Drug ID:	NPD2131
Drug Name:	Torsemide
Molecular Formula:	C16H20N4O3S
Canonical SMILES:	Cc1cccc(c1)N=c1cc[nH]cc1S(=O)(=O)NC(=NC(C)C)O
Standard InCHI:	InChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8-7-14(15)19-13-6-4-5-12(3)9-13/h4-11H,1-3H3,(H,17,19)(H2,18,20,21)
Standard InCHIKey:	NGBFQHCMQULJNZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2131

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	191
0.1-0.2	2973
0.2-0.3	12884
0.3-0.4	10376
0.4-0.5	3367
0.5-0.6	1008
0.6-0.7	91
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	0.6923	NPC78154
Remote Similarity	0.6917	NPC471319
Remote Similarity	0.6917	NPC471320
Remote Similarity	0.6917	NPC317400
Remote Similarity	0.6855	NPC474430
Remote Similarity	0.6833	NPC108339
Remote Similarity	0.6767	NPC313449
Remote Similarity	0.6719	NPC164802
Remote Similarity	0.6718	NPC314141
Remote Similarity	0.6591	NPC187036
Remote Similarity	0.6589	NPC77294
Remote Similarity	0.6573	NPC476687
Remote Similarity	0.6573	NPC476689
Remote Similarity	0.6573	NPC476685
Remote Similarity	0.6541	NPC205652
Remote Similarity	0.6493	NPC288232
Remote Similarity	0.6475	NPC328683
Remote Similarity	0.6475	NPC283130
Remote Similarity	0.6466	NPC296163
Remote Similarity	0.6435	NPC307456
Remote Similarity	0.6406	NPC275467
Remote Similarity	0.6397	NPC192209
Remote Similarity	0.6387	NPC473031
Remote Similarity	0.6378	NPC291610
Remote Similarity	0.6358	NPC478040
Remote Similarity	0.635	NPC264580
Remote Similarity	0.6345	NPC194857
Remote Similarity	0.6345	NPC32858
Remote Similarity	0.6325	NPC15839
Remote Similarity	0.6301	NPC471322
Remote Similarity	0.6294	NPC476950
Remote Similarity	0.629	NPC303045
Remote Similarity	0.629	NPC161972
Remote Similarity	0.6288	NPC470127
Remote Similarity	0.6281	NPC315403
Remote Similarity	0.6281	NPC173991
Remote Similarity	0.6268	NPC474926
Remote Similarity	0.6226	NPC84317
Remote Similarity	0.621	NPC476483
Remote Similarity	0.6207	NPC226662
Remote Similarity	0.62	NPC125746
Remote Similarity	0.6198	NPC297532
Remote Similarity	0.6194	NPC275410
Remote Similarity	0.619	NPC311242
Remote Similarity	0.6181	NPC478079
Remote Similarity	0.6179	NPC226438
Remote Similarity	0.6176	NPC470550
Remote Similarity	0.6148	NPC470877
Remote Similarity	0.6143	NPC317564
Remote Similarity	0.6138	NPC328590
Remote Similarity	0.6138	NPC101372
Remote Similarity	0.6129	NPC108800
Remote Similarity	0.6116	NPC262295
Remote Similarity	0.6115	NPC37548
Remote Similarity	0.6111	NPC25565
Remote Similarity	0.6098	NPC471307
Remote Similarity	0.6098	NPC141139
Remote Similarity	0.6098	NPC209764
Remote Similarity	0.6098	NPC78041
Remote Similarity	0.6098	NPC476160
Remote Similarity	0.6098	NPC159178
Remote Similarity	0.6098	NPC74936
Remote Similarity	0.6098	NPC92689
Remote Similarity	0.6098	NPC121872
Remote Similarity	0.6098	NPC191444
Remote Similarity	0.6096	NPC472245
Remote Similarity	0.609	NPC302790
Remote Similarity	0.6087	NPC469897
Remote Similarity	0.6087	NPC147957
Remote Similarity	0.608	NPC469330
Remote Similarity	0.6077	NPC178681
Remote Similarity	0.6066	NPC111233
Remote Similarity	0.6066	NPC262393
Remote Similarity	0.6066	NPC30445
Remote Similarity	0.6063	NPC473501
Remote Similarity	0.6063	NPC475439
Remote Similarity	0.6049	NPC154478
Remote Similarity	0.6043	NPC254088
Remote Similarity	0.604	NPC184437
Remote Similarity	0.6034	NPC12857
Remote Similarity	0.6033	NPC203076
Remote Similarity	0.6027	NPC150863
Remote Similarity	0.6026	NPC287358
Remote Similarity	0.6016	NPC107135
Remote Similarity	0.6016	NPC176858
Remote Similarity	0.6015	NPC37584
Remote Similarity	0.6014	NPC218710
Remote Similarity	0.6013	NPC187951
Remote Similarity	0.6013	NPC2823
Remote Similarity	0.6	NPC477937
Remote Similarity	0.6	NPC472103
Remote Similarity	0.5988	NPC194411
Remote Similarity	0.5986	NPC9856
Remote Similarity	0.5984	NPC43655
Remote Similarity	0.5964	NPC474561
Remote Similarity	0.5964	NPC49954
Remote Similarity	0.5963	NPC38736
Remote Similarity	0.5963	NPC470507
Remote Similarity	0.5962	NPC242556
Remote Similarity	0.5952	NPC471309
Remote Similarity	0.5949	NPC321617
Remote Similarity	0.5949	NPC471957
Remote Similarity	0.5948	NPC98269
Remote Similarity	0.5948	NPC325662
Remote Similarity	0.5948	NPC243162
Remote Similarity	0.594	NPC473498
Remote Similarity	0.5933	NPC313352
Remote Similarity	0.5931	NPC325013
Remote Similarity	0.5926	NPC285469
Remote Similarity	0.5926	NPC172937
Remote Similarity	0.5926	NPC94167
Remote Similarity	0.5924	NPC314372
Remote Similarity	0.5917	NPC134825
Remote Similarity	0.5917	NPC119677
Remote Similarity	0.5915	NPC68650
Remote Similarity	0.5909	NPC316202
Remote Similarity	0.5906	NPC68354
Remote Similarity	0.5906	NPC22079
Remote Similarity	0.5906	NPC53044
Remote Similarity	0.5906	NPC248454
Remote Similarity	0.5906	NPC207428
Remote Similarity	0.5897	NPC477977
Remote Similarity	0.5897	NPC136002
Remote Similarity	0.5897	NPC190296
Remote Similarity	0.5896	NPC434
Remote Similarity	0.5896	NPC79618
Remote Similarity	0.5894	NPC300299
Remote Similarity	0.589	NPC252794
Remote Similarity	0.5887	NPC220698
Remote Similarity	0.5886	NPC143872
Remote Similarity	0.5882	NPC37423
Remote Similarity	0.5882	NPC275305
Remote Similarity	0.5882	NPC248862
Remote Similarity	0.5879	NPC282231
Remote Similarity	0.5878	NPC280807
Remote Similarity	0.5875	NPC105818
Remote Similarity	0.5875	NPC24678
Remote Similarity	0.5874	NPC475915
Remote Similarity	0.5871	NPC472241
Remote Similarity	0.587	NPC476048
Remote Similarity	0.5868	NPC169016
Remote Similarity	0.5867	NPC101165
Remote Similarity	0.5854	NPC471638
Remote Similarity	0.5854	NPC206819
Remote Similarity	0.5854	NPC318065
Remote Similarity	0.585	NPC145754
Remote Similarity	0.5843	NPC194640
Remote Similarity	0.5843	NPC472587
Remote Similarity	0.5839	NPC117032
Remote Similarity	0.5839	NPC216713
Remote Similarity	0.5833	NPC63751
Remote Similarity	0.5833	NPC14326
Remote Similarity	0.5833	NPC314287
Remote Similarity	0.5828	NPC184476
Remote Similarity	0.5827	NPC7067
Remote Similarity	0.5826	NPC66775
Remote Similarity	0.5826	NPC299134
Remote Similarity	0.5823	NPC204141
Remote Similarity	0.5821	NPC327481
Remote Similarity	0.582	NPC3210
Remote Similarity	0.5818	NPC279918
Remote Similarity	0.5817	NPC325252
Remote Similarity	0.5813	NPC124005
Remote Similarity	0.5806	NPC12429
Remote Similarity	0.5804	NPC179605
Remote Similarity	0.5804	NPC279385
Remote Similarity	0.5802	NPC469763
Remote Similarity	0.5802	NPC469760
Remote Similarity	0.5802	NPC469786
Remote Similarity	0.5802	NPC469765
Remote Similarity	0.5802	NPC259644
Remote Similarity	0.5802	NPC471132
Remote Similarity	0.5802	NPC73952
Remote Similarity	0.5802	NPC25008
Remote Similarity	0.58	NPC282398
Remote Similarity	0.5799	NPC280548
Remote Similarity	0.5797	NPC474584
Remote Similarity	0.5794	NPC245259
Remote Similarity	0.5789	NPC224610
Remote Similarity	0.5789	NPC113326
Remote Similarity	0.5789	NPC88267
Remote Similarity	0.5789	NPC194390
Remote Similarity	0.5786	NPC254798
Remote Similarity	0.5783	NPC16667
Remote Similarity	0.5782	NPC166424
Remote Similarity	0.5782	NPC146373
Remote Similarity	0.5782	NPC322433
Remote Similarity	0.5782	NPC245244
Remote Similarity	0.5781	NPC329430
Remote Similarity	0.578	NPC215795
Remote Similarity	0.578	NPC176199
Remote Similarity	0.5774	NPC160105
Remote Similarity	0.5772	NPC89490
Remote Similarity	0.5772	NPC314431
Remote Similarity	0.5771	NPC163055
Remote Similarity	0.5769	NPC469761
Remote Similarity	0.5769	NPC469767
Remote Similarity	0.5769	NPC469783
Remote Similarity	0.5769	NPC469780
Remote Similarity	0.5769	NPC469784

Drug Structure

NPD2131 OpenBabel08211701392D 27 28 0 0 0 0 0 0 0 0999 V2000 3.4641 -1.0000 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 -4.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 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 -3.0000 3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 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 -2.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 15 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 19 2 3 0 0 0 15 24 1 0 0 0 0 16 18 2 3 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 20 24 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000745
DrugBank	DB00214
ChEMBL	CHEMBL1148
IUPHAR/BPS	7312
PharmaGKB	PA451733
KEGG Drug	D00382
PubChem CID	41781
ChEBI	9637
CAS Number	56211-40-6

Drug Properties

Molecular Weight	348.13
ALogP	-1.1035
MLogP	2.34
XLogP	4.493
HDA	7
HBD	3
Rotatable Bonds	9
TPSA	111.53
RO5 Violation	0