Drug Information

Drug ID:  NPD5614
Drug Name:  Piperacillin
Molecular Formula:  C23H27N5O7S
Canonical SMILES:  CCN1CCN(C(=O)C1=O)C(=N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)c1ccccc1)O
Standard InCHI:  InChI=1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1
Standard InCHIKey:  IVBHGBMCVLDMKU-GXNBUGAJSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5614

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
High Similarity 0.9143 NPC468984
Intermediate Similarity 0.8389 NPC13470
Intermediate Similarity 0.7917 NPC300315
Intermediate Similarity 0.7763 NPC322878
Intermediate Similarity 0.7622 NPC315388
Intermediate Similarity 0.755 NPC89489
Intermediate Similarity 0.7434 NPC132636
Intermediate Similarity 0.7389 NPC105717
Intermediate Similarity 0.7376 NPC470544
Intermediate Similarity 0.7324 NPC470545
Intermediate Similarity 0.7308 NPC471680
Intermediate Similarity 0.7273 NPC470546
Intermediate Similarity 0.726 NPC6975
Intermediate Similarity 0.7248 NPC473322
Intermediate Similarity 0.7241 NPC202521
Intermediate Similarity 0.7235 NPC317362
Intermediate Similarity 0.7235 NPC326407
Intermediate Similarity 0.7235 NPC318930
Intermediate Similarity 0.7235 NPC317725
Intermediate Similarity 0.7215 NPC311658
Intermediate Similarity 0.7205 NPC286551
Intermediate Similarity 0.7172 NPC200964
Intermediate Similarity 0.7172 NPC476990
Intermediate Similarity 0.7143 NPC471264
Intermediate Similarity 0.7143 NPC471265
Intermediate Similarity 0.7115 NPC269398
Intermediate Similarity 0.7115 NPC263493
Intermediate Similarity 0.7089 NPC209509
Intermediate Similarity 0.7075 NPC252878
Intermediate Similarity 0.707 NPC161069
Intermediate Similarity 0.7069 NPC153554
Intermediate Similarity 0.7051 NPC163392
Intermediate Similarity 0.7051 NPC239762
Intermediate Similarity 0.7039 NPC130309
Intermediate Similarity 0.7039 NPC255447
Intermediate Similarity 0.7032 NPC127741
Intermediate Similarity 0.7027 NPC46427
Intermediate Similarity 0.7019 NPC283783
Intermediate Similarity 0.7014 NPC315276
Intermediate Similarity 0.7014 NPC239357
Intermediate Similarity 0.7014 NPC285926
Intermediate Similarity 0.7014 NPC14672
Intermediate Similarity 0.7007 NPC71684
Intermediate Similarity 0.7 NPC477937
Remote Similarity 0.6987 NPC470884
Remote Similarity 0.6987 NPC178662
Remote Similarity 0.6987 NPC476133
Remote Similarity 0.6987 NPC98424
Remote Similarity 0.6987 NPC92784
Remote Similarity 0.698 NPC22746
Remote Similarity 0.6939 NPC302169
Remote Similarity 0.6933 NPC101719
Remote Similarity 0.6918 NPC315283
Remote Similarity 0.6918 NPC314388
Remote Similarity 0.6908 NPC469666
Remote Similarity 0.6894 NPC83790
Remote Similarity 0.6894 NPC329761
Remote Similarity 0.6894 NPC225648
Remote Similarity 0.6894 NPC128237
Remote Similarity 0.6894 NPC138775
Remote Similarity 0.6883 NPC325479
Remote Similarity 0.6875 NPC315266
Remote Similarity 0.6875 NPC316008
Remote Similarity 0.6875 NPC313867
Remote Similarity 0.6875 NPC5620
Remote Similarity 0.6875 NPC33742
Remote Similarity 0.6867 NPC222466
Remote Similarity 0.6863 NPC200589
Remote Similarity 0.6845 NPC469243
Remote Similarity 0.6842 NPC319766
Remote Similarity 0.6839 NPC287401
Remote Similarity 0.6835 NPC476259
Remote Similarity 0.6832 NPC314358
Remote Similarity 0.6826 NPC324850
Remote Similarity 0.6815 NPC68865
Remote Similarity 0.6813 NPC476978
Remote Similarity 0.6807 NPC473580
Remote Similarity 0.6806 NPC35850
Remote Similarity 0.6806 NPC276949
Remote Similarity 0.6797 NPC111428
Remote Similarity 0.6795 NPC248283
Remote Similarity 0.6792 NPC168113
Remote Similarity 0.679 NPC145113
Remote Similarity 0.6786 NPC62104
Remote Similarity 0.6786 NPC1390
Remote Similarity 0.675 NPC197682
Remote Similarity 0.675 NPC139326
Remote Similarity 0.675 NPC176226
Remote Similarity 0.6746 NPC475544
Remote Similarity 0.6728 NPC262077
Remote Similarity 0.6725 NPC210377
Remote Similarity 0.6725 NPC5719
Remote Similarity 0.6725 NPC22883
Remote Similarity 0.6725 NPC217804
Remote Similarity 0.6725 NPC223207
Remote Similarity 0.6721 NPC477526
Remote Similarity 0.6708 NPC52748
Remote Similarity 0.6707 NPC129666
Remote Similarity 0.6707 NPC2501
Remote Similarity 0.6707 NPC469903
Remote Similarity 0.6689 NPC175726
Remote Similarity 0.6689 NPC474082
Remote Similarity 0.6687 NPC16188
Remote Similarity 0.6687 NPC476989
Remote Similarity 0.6687 NPC469427
Remote Similarity 0.6687 NPC469426
Remote Similarity 0.6687 NPC122590
Remote Similarity 0.6686 NPC290755
Remote Similarity 0.6686 NPC304074
Remote Similarity 0.6686 NPC471771
Remote Similarity 0.6686 NPC15068
Remote Similarity 0.6667 NPC246079
Remote Similarity 0.6648 NPC4910
Remote Similarity 0.6648 NPC329731
Remote Similarity 0.6647 NPC63040
Remote Similarity 0.6627 NPC162104
Remote Similarity 0.6627 NPC233702
Remote Similarity 0.6627 NPC326349
Remote Similarity 0.6627 NPC323336
Remote Similarity 0.6627 NPC300443
Remote Similarity 0.6626 NPC314114
Remote Similarity 0.6609 NPC129486
Remote Similarity 0.6608 NPC73655
Remote Similarity 0.6606 NPC254798
Remote Similarity 0.6591 NPC475532
Remote Similarity 0.6587 NPC473341
Remote Similarity 0.6576 NPC122427
Remote Similarity 0.6576 NPC329961
Remote Similarity 0.6571 NPC475123
Remote Similarity 0.6571 NPC475204
Remote Similarity 0.6571 NPC198254
Remote Similarity 0.6571 NPC274198
Remote Similarity 0.6566 NPC475168
Remote Similarity 0.6566 NPC7817
Remote Similarity 0.6562 NPC242159
Remote Similarity 0.6562 NPC313694
Remote Similarity 0.6554 NPC165285
Remote Similarity 0.655 NPC469902
Remote Similarity 0.6545 NPC240848
Remote Similarity 0.6545 NPC471821
Remote Similarity 0.6545 NPC471820
Remote Similarity 0.6541 NPC314835
Remote Similarity 0.6532 NPC189116
Remote Similarity 0.6525 NPC469974
Remote Similarity 0.6524 NPC184933
Remote Similarity 0.6524 NPC59827
Remote Similarity 0.6524 NPC81026
Remote Similarity 0.651 NPC254088
Remote Similarity 0.6507 NPC474584
Remote Similarity 0.6497 NPC137627
Remote Similarity 0.6494 NPC61004
Remote Similarity 0.6488 NPC261934
Remote Similarity 0.6488 NPC262166
Remote Similarity 0.6488 NPC202198
Remote Similarity 0.6488 NPC5194
Remote Similarity 0.6485 NPC135121
Remote Similarity 0.6479 NPC476198
Remote Similarity 0.6478 NPC141050
Remote Similarity 0.6477 NPC276506
Remote Similarity 0.6467 NPC473491
Remote Similarity 0.6463 NPC266741
Remote Similarity 0.6463 NPC477217
Remote Similarity 0.6463 NPC201244
Remote Similarity 0.6461 NPC17698
Remote Similarity 0.6453 NPC471527
Remote Similarity 0.645 NPC470902
Remote Similarity 0.6442 NPC77905
Remote Similarity 0.6438 NPC475013
Remote Similarity 0.6437 NPC63931
Remote Similarity 0.6437 NPC472923
Remote Similarity 0.6436 NPC477632
Remote Similarity 0.6436 NPC477638
Remote Similarity 0.6436 NPC478007
Remote Similarity 0.6434 NPC327481
Remote Similarity 0.6433 NPC197743
Remote Similarity 0.6433 NPC297145
Remote Similarity 0.6425 NPC196243
Remote Similarity 0.6425 NPC143325
Remote Similarity 0.6421 NPC477527
Remote Similarity 0.642 NPC268841
Remote Similarity 0.642 NPC46098
Remote Similarity 0.642 NPC307357
Remote Similarity 0.6417 NPC165538
Remote Similarity 0.6398 NPC477636
Remote Similarity 0.6395 NPC24617
Remote Similarity 0.6391 NPC56685
Remote Similarity 0.6387 NPC474847
Remote Similarity 0.6387 NPC47667
Remote Similarity 0.6384 NPC40234
Remote Similarity 0.6382 NPC27833
Remote Similarity 0.6379 NPC471052
Remote Similarity 0.6379 NPC471051
Remote Similarity 0.6379 NPC471053
Remote Similarity 0.6378 NPC478005
Remote Similarity 0.6374 NPC473404
Remote Similarity 0.6373 NPC478008
Remote Similarity 0.637 NPC319579
Remote Similarity 0.6364 NPC473418
Remote Similarity 0.6364 NPC294516
Remote Similarity 0.6364 NPC107938

Drug Structure

External Identifiers

TTD   DAP001164
DrugBank   DB00319
ChEMBL   CHEMBL702
IUPHAR/BPS  
PharmaGKB   PA450975
KEGG Drug   D00466
PubChem CID   43672
ChEBI   8232
CAS Number  66258-76-2

Drug Properties

Molecular Weight  517.16
ALogP  -0.5675
MLogP  2.56
XLogP  1.695
HDA  12
HBD  3
Rotatable Bonds  13
TPSA  188.71
RO5 Violation  1