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.


  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

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