NPASS drugs

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.

Range	Similarity Score Range
0-0.1	109
0.1-0.2	837
0.2-0.3	7025
0.3-0.4	14838
0.4-0.5	6577
0.5-0.6	1141
0.6-0.7	319
0.7-0.8	42
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
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	0.9143	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

NPD5614 OpenBabel08211708292D 39 42 0 0 1 0 0 0 0 0999 V2000 1.0860 4.9850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3449 4.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8296 0.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 2.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1895 1.6390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3282 3.5708 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0353 2.8637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 1.1907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6378 3.3120 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 1.8978 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5870 4.5367 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0012 3.1225 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 1.4495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9000 2.9543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 2.4154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 23 1 0 0 0 0 3 23 1 0 0 0 0 4 26 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 9 2 0 0 0 0 8 12 2 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 13 1 0 0 0 0 13 16 1 1 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 14 24 1 6 0 0 0 15 21 1 1 0 0 0 15 23 1 0 0 0 0 15 28 1 0 0 0 0 16 24 2 3 0 0 0 16 29 1 0 0 0 0 17 28 1 0 0 0 0 17 30 2 0 0 0 0 18 19 1 0 0 0 0 18 26 1 0 0 0 0 18 31 2 0 0 0 0 19 27 1 0 0 0 0 19 32 2 0 0 0 0 20 28 1 0 0 0 0 20 36 1 6 0 0 0 21 33 2 0 0 0 0 21 34 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 29 37 1 0 0 0 0 34 38 1 0 0 0 0 35 39 1 0 0 0 0 M END $$$$

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