NPASS drugs

Drug Information

Drug ID:	NPD2434
Drug Name:	Piretanide
Molecular Formula:	C17H18N2O5S
Canonical SMILES:	OC(=O)c1cc(N2CCCC2)c(c(c1)S(=O)(=O)N)Oc1ccccc1
Standard InCHI:	InChI=1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23)
Standard InCHIKey:	UJEWTUDSLQGTOA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2434

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	276
0.1-0.2	1810
0.2-0.3	7422
0.3-0.4	5058
0.4-0.5	8299
0.5-0.6	7788
0.6-0.7	234
0.7-0.8	3
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	0.7366	NPC108847
Intermediate Similarity	0.736	NPC474815
Intermediate Similarity	0.731	NPC315631
Remote Similarity	0.6816	NPC73280
Remote Similarity	0.6802	NPC199737
Remote Similarity	0.6784	NPC314861
Remote Similarity	0.678	NPC288305
Remote Similarity	0.6738	NPC314252
Remote Similarity	0.6702	NPC17760
Remote Similarity	0.6683	NPC235194
Remote Similarity	0.6636	NPC198160
Remote Similarity	0.6607	NPC30749
Remote Similarity	0.6605	NPC478049
Remote Similarity	0.6605	NPC314948
Remote Similarity	0.6601	NPC112336
Remote Similarity	0.6601	NPC474814
Remote Similarity	0.6591	NPC246140
Remote Similarity	0.6591	NPC195787
Remote Similarity	0.6562	NPC305542
Remote Similarity	0.6562	NPC116178
Remote Similarity	0.6538	NPC472163
Remote Similarity	0.6533	NPC321166
Remote Similarity	0.6533	NPC217903
Remote Similarity	0.653	NPC15987
Remote Similarity	0.6522	NPC251071
Remote Similarity	0.6513	NPC214239
Remote Similarity	0.6507	NPC314659
Remote Similarity	0.65	NPC231862
Remote Similarity	0.65	NPC207971
Remote Similarity	0.6498	NPC154922
Remote Similarity	0.6486	NPC212123
Remote Similarity	0.6485	NPC313375
Remote Similarity	0.6485	NPC299582
Remote Similarity	0.6485	NPC314725
Remote Similarity	0.6484	NPC214368
Remote Similarity	0.6478	NPC99724
Remote Similarity	0.6476	NPC234772
Remote Similarity	0.6473	NPC9475
Remote Similarity	0.6471	NPC471778
Remote Similarity	0.6471	NPC87714
Remote Similarity	0.6468	NPC57105
Remote Similarity	0.6465	NPC206372
Remote Similarity	0.6465	NPC203424
Remote Similarity	0.6465	NPC471825
Remote Similarity	0.6459	NPC197335
Remote Similarity	0.6456	NPC160113
Remote Similarity	0.6456	NPC476220
Remote Similarity	0.645	NPC148124
Remote Similarity	0.6419	NPC114039
Remote Similarity	0.6419	NPC206109
Remote Similarity	0.6418	NPC93653
Remote Similarity	0.6416	NPC470481
Remote Similarity	0.6416	NPC470482
Remote Similarity	0.6411	NPC85613
Remote Similarity	0.6398	NPC469829
Remote Similarity	0.6396	NPC268077
Remote Similarity	0.6386	NPC257763
Remote Similarity	0.6384	NPC100573
Remote Similarity	0.6384	NPC207873
Remote Similarity	0.6381	NPC270301
Remote Similarity	0.6372	NPC218303
Remote Similarity	0.6372	NPC1820
Remote Similarity	0.6368	NPC301163
Remote Similarity	0.6368	NPC26928
Remote Similarity	0.6364	NPC113455
Remote Similarity	0.636	NPC176113
Remote Similarity	0.6354	NPC314113
Remote Similarity	0.6349	NPC476258
Remote Similarity	0.6349	NPC304837
Remote Similarity	0.6348	NPC134702
Remote Similarity	0.6348	NPC182853
Remote Similarity	0.6348	NPC87560
Remote Similarity	0.6348	NPC195120
Remote Similarity	0.6347	NPC234933
Remote Similarity	0.6346	NPC8467
Remote Similarity	0.6345	NPC144691
Remote Similarity	0.6341	NPC35345
Remote Similarity	0.634	NPC248903
Remote Similarity	0.6338	NPC149571
Remote Similarity	0.6338	NPC262725
Remote Similarity	0.6336	NPC118189
Remote Similarity	0.6336	NPC329830
Remote Similarity	0.6333	NPC5167
Remote Similarity	0.6321	NPC473562
Remote Similarity	0.6307	NPC301501
Remote Similarity	0.6306	NPC1464
Remote Similarity	0.6306	NPC288759
Remote Similarity	0.6303	NPC329816
Remote Similarity	0.6296	NPC475411
Remote Similarity	0.6296	NPC469451
Remote Similarity	0.6291	NPC313886
Remote Similarity	0.6288	NPC148391
Remote Similarity	0.6286	NPC120239
Remote Similarity	0.6281	NPC469450
Remote Similarity	0.628	NPC471648
Remote Similarity	0.6278	NPC41216
Remote Similarity	0.6277	NPC77777
Remote Similarity	0.6273	NPC71124
Remote Similarity	0.6271	NPC13249
Remote Similarity	0.6267	NPC478075
Remote Similarity	0.6266	NPC76478
Remote Similarity	0.6262	NPC87391
Remote Similarity	0.6256	NPC474366
Remote Similarity	0.6256	NPC25961
Remote Similarity	0.6256	NPC283810
Remote Similarity	0.6255	NPC19175
Remote Similarity	0.625	NPC474059
Remote Similarity	0.625	NPC313112
Remote Similarity	0.625	NPC301292
Remote Similarity	0.6245	NPC329932
Remote Similarity	0.6245	NPC268223
Remote Similarity	0.6244	NPC5374
Remote Similarity	0.6239	NPC90185
Remote Similarity	0.6239	NPC329567
Remote Similarity	0.6239	NPC330683
Remote Similarity	0.6238	NPC329992
Remote Similarity	0.6234	NPC139373
Remote Similarity	0.623	NPC469452
Remote Similarity	0.623	NPC469722
Remote Similarity	0.6229	NPC476436
Remote Similarity	0.6226	NPC327005
Remote Similarity	0.6226	NPC116096
Remote Similarity	0.6223	NPC118154
Remote Similarity	0.6223	NPC476069
Remote Similarity	0.6223	NPC157983
Remote Similarity	0.6218	NPC223242
Remote Similarity	0.6217	NPC189661
Remote Similarity	0.6211	NPC266425
Remote Similarity	0.6211	NPC477160
Remote Similarity	0.6199	NPC112937
Remote Similarity	0.6198	NPC314702
Remote Similarity	0.6197	NPC469831
Remote Similarity	0.6195	NPC16249
Remote Similarity	0.6195	NPC193238
Remote Similarity	0.6179	NPC98416
Remote Similarity	0.6178	NPC473422
Remote Similarity	0.6176	NPC274640
Remote Similarity	0.6175	NPC469437
Remote Similarity	0.6174	NPC114468
Remote Similarity	0.6171	NPC241263
Remote Similarity	0.617	NPC2596
Remote Similarity	0.6165	NPC204179
Remote Similarity	0.6164	NPC94499
Remote Similarity	0.6164	NPC254957
Remote Similarity	0.6164	NPC195636
Remote Similarity	0.6157	NPC295479
Remote Similarity	0.6157	NPC21425
Remote Similarity	0.6157	NPC220241
Remote Similarity	0.615	NPC309692
Remote Similarity	0.6147	NPC2905
Remote Similarity	0.6147	NPC22476
Remote Similarity	0.6138	NPC291609
Remote Similarity	0.6135	NPC471652
Remote Similarity	0.6134	NPC181526
Remote Similarity	0.6134	NPC471513
Remote Similarity	0.6132	NPC131977
Remote Similarity	0.613	NPC127996
Remote Similarity	0.6129	NPC221798
Remote Similarity	0.6128	NPC128476
Remote Similarity	0.6128	NPC7560
Remote Similarity	0.6126	NPC265642
Remote Similarity	0.6126	NPC132874
Remote Similarity	0.6126	NPC218733
Remote Similarity	0.6126	NPC138615
Remote Similarity	0.6123	NPC257266
Remote Similarity	0.6122	NPC475844
Remote Similarity	0.6121	NPC478048
Remote Similarity	0.6121	NPC99723
Remote Similarity	0.6118	NPC122886
Remote Similarity	0.6118	NPC231924
Remote Similarity	0.6109	NPC170333
Remote Similarity	0.6107	NPC151171
Remote Similarity	0.6106	NPC133156
Remote Similarity	0.6103	NPC43477
Remote Similarity	0.61	NPC476429
Remote Similarity	0.6098	NPC124300
Remote Similarity	0.6096	NPC257728
Remote Similarity	0.6096	NPC46679
Remote Similarity	0.6094	NPC314914
Remote Similarity	0.6094	NPC321226
Remote Similarity	0.6094	NPC328856
Remote Similarity	0.6094	NPC478047
Remote Similarity	0.6094	NPC478046
Remote Similarity	0.6094	NPC180210
Remote Similarity	0.6092	NPC285254
Remote Similarity	0.6091	NPC260601
Remote Similarity	0.6085	NPC127082
Remote Similarity	0.6085	NPC54066
Remote Similarity	0.6083	NPC477397
Remote Similarity	0.6083	NPC469830
Remote Similarity	0.6082	NPC319645
Remote Similarity	0.6077	NPC474858
Remote Similarity	0.6073	NPC203628
Remote Similarity	0.607	NPC85661
Remote Similarity	0.607	NPC475133
Remote Similarity	0.607	NPC171882
Remote Similarity	0.607	NPC153365
Remote Similarity	0.607	NPC121510
Remote Similarity	0.6068	NPC316368
Remote Similarity	0.6068	NPC284236

Drug Structure

NPD2434 OpenBabel08211702172D 28 30 0 0 0 0 0 0 0 0999 V2000 2.0000 -1.7321 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 1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3364 -3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 -2.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 -2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9945 -1.8366 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 -1.5000 0.8660 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 0.0000 -1.7321 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 -1.0000 -0.0000 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 -3.0000 1.7321 0.0000 C 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 -3.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 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 -0.8660 1.5000 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 -4.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 19 1 0 0 0 0 9 19 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 12 1 0 0 0 0 11 15 2 0 0 0 0 12 17 1 0 0 0 0 13 24 1 0 0 0 0 14 16 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 18 27 1 0 0 0 0 21 28 1 0 0 0 0 22 25 2 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001127
DrugBank	DB02925
ChEMBL	CHEMBL349803
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01634
PubChem CID
ChEBI	32015
CAS Number	55837-27-9

Drug Properties

Molecular Weight	362.09
ALogP	-1.87
MLogP	2.45
XLogP	2.321
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	118.31
RO5 Violation	0