NPASS drugs

Drug Information

Drug ID:	NPD4887
Drug Name:	cefpiroxime
Molecular Formula:	C22H19N7O6S2
Canonical SMILES:	CO/N=C(/c1csc(=N)[nH]1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1ccc(cc1)c1cnco1)O
Standard InCHI:	InChI=1S/C22H19N7O6S2/c1-34-27-15(13-9-37-22(23)25-13)18(30)26-16-19(31)29-17(21(32)33)12(8-36-20(16)29)7-28-4-2-11(3-5-28)14-6-24-10-35-14/h2-6,9-10,16,20H,7-8H2,1H3,(H3-,23,25,26,30,32,33)/b27-15-/t16-,20-/m1/s1
Standard InCHIKey:	IWIVCNVLSKNJJS-VLMZJYNESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4887

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	467
0.1-0.2	6961
0.2-0.3	6426
0.3-0.4	12345
0.4-0.5	2581
0.5-0.6	1892
0.6-0.7	216
0.7-0.8	2
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	0.7304	NPC143325
Intermediate Similarity	0.7149	NPC478141
Remote Similarity	0.692	NPC196718
Remote Similarity	0.6892	NPC141053
Remote Similarity	0.6853	NPC102593
Remote Similarity	0.682	NPC287208
Remote Similarity	0.6809	NPC316224
Remote Similarity	0.6795	NPC161801
Remote Similarity	0.6758	NPC477590
Remote Similarity	0.6758	NPC477585
Remote Similarity	0.6758	NPC477588
Remote Similarity	0.6758	NPC477586
Remote Similarity	0.668	NPC315804
Remote Similarity	0.668	NPC477587
Remote Similarity	0.668	NPC313804
Remote Similarity	0.668	NPC477589
Remote Similarity	0.6667	NPC148889
Remote Similarity	0.6654	NPC477516
Remote Similarity	0.6654	NPC316110
Remote Similarity	0.6654	NPC313587
Remote Similarity	0.6654	NPC315893
Remote Similarity	0.6639	NPC316403
Remote Similarity	0.663	NPC314056
Remote Similarity	0.6616	NPC26543
Remote Similarity	0.6602	NPC182222
Remote Similarity	0.6601	NPC194740
Remote Similarity	0.6582	NPC478011
Remote Similarity	0.6582	NPC478012
Remote Similarity	0.6561	NPC186351
Remote Similarity	0.6558	NPC314176
Remote Similarity	0.6557	NPC478013
Remote Similarity	0.6549	NPC260434
Remote Similarity	0.6517	NPC472435
Remote Similarity	0.6506	NPC472436
Remote Similarity	0.65	NPC314222
Remote Similarity	0.65	NPC196449
Remote Similarity	0.6496	NPC257851
Remote Similarity	0.6491	NPC477635
Remote Similarity	0.6491	NPC477630
Remote Similarity	0.6489	NPC75179
Remote Similarity	0.6486	NPC240384
Remote Similarity	0.648	NPC168209
Remote Similarity	0.6464	NPC472434
Remote Similarity	0.6454	NPC54066
Remote Similarity	0.6431	NPC53534
Remote Similarity	0.6408	NPC315411
Remote Similarity	0.6407	NPC258048
Remote Similarity	0.6403	NPC175150
Remote Similarity	0.6403	NPC243633
Remote Similarity	0.6402	NPC267928
Remote Similarity	0.6387	NPC93390
Remote Similarity	0.6382	NPC174672
Remote Similarity	0.6381	NPC153400
Remote Similarity	0.6364	NPC315061
Remote Similarity	0.6357	NPC314882
Remote Similarity	0.6352	NPC472259
Remote Similarity	0.6341	NPC82548
Remote Similarity	0.6339	NPC216612
Remote Similarity	0.6336	NPC101350
Remote Similarity	0.6333	NPC78767
Remote Similarity	0.6333	NPC473814
Remote Similarity	0.6324	NPC323969
Remote Similarity	0.6324	NPC150447
Remote Similarity	0.6322	NPC19872
Remote Similarity	0.6316	NPC174758
Remote Similarity	0.6314	NPC122436
Remote Similarity	0.6312	NPC472789
Remote Similarity	0.6307	NPC239954
Remote Similarity	0.6304	NPC157931
Remote Similarity	0.6304	NPC244536
Remote Similarity	0.6298	NPC235685
Remote Similarity	0.6298	NPC15801
Remote Similarity	0.6295	NPC274982
Remote Similarity	0.6291	NPC152620
Remote Similarity	0.6286	NPC214827
Remote Similarity	0.6286	NPC314930
Remote Similarity	0.6281	NPC103361
Remote Similarity	0.6279	NPC471762
Remote Similarity	0.6279	NPC66777
Remote Similarity	0.6276	NPC84853
Remote Similarity	0.6276	NPC198673
Remote Similarity	0.6275	NPC266249
Remote Similarity	0.6269	NPC91868
Remote Similarity	0.6269	NPC63971
Remote Similarity	0.6265	NPC319232
Remote Similarity	0.6265	NPC24370
Remote Similarity	0.6265	NPC242923
Remote Similarity	0.6264	NPC478006
Remote Similarity	0.625	NPC135950
Remote Similarity	0.6245	NPC303658
Remote Similarity	0.6245	NPC315467
Remote Similarity	0.6245	NPC309919
Remote Similarity	0.6245	NPC314270
Remote Similarity	0.6245	NPC220852
Remote Similarity	0.6241	NPC41982
Remote Similarity	0.624	NPC168911
Remote Similarity	0.6235	NPC60621
Remote Similarity	0.6235	NPC193238
Remote Similarity	0.623	NPC147983
Remote Similarity	0.623	NPC177996
Remote Similarity	0.6225	NPC123839
Remote Similarity	0.6223	NPC478010
Remote Similarity	0.6223	NPC478009
Remote Similarity	0.622	NPC473239
Remote Similarity	0.6216	NPC314954
Remote Similarity	0.6215	NPC476287
Remote Similarity	0.621	NPC475024
Remote Similarity	0.6204	NPC182507
Remote Similarity	0.6204	NPC74619
Remote Similarity	0.6198	NPC477549
Remote Similarity	0.6196	NPC14686
Remote Similarity	0.6196	NPC128115
Remote Similarity	0.6194	NPC472287
Remote Similarity	0.6194	NPC472286
Remote Similarity	0.619	NPC477979
Remote Similarity	0.6186	NPC295158
Remote Similarity	0.6185	NPC165964
Remote Similarity	0.6183	NPC323752
Remote Similarity	0.618	NPC316756
Remote Similarity	0.6179	NPC475774
Remote Similarity	0.6174	NPC28945
Remote Similarity	0.6174	NPC285343
Remote Similarity	0.6173	NPC212213
Remote Similarity	0.6164	NPC286195
Remote Similarity	0.6157	NPC269270
Remote Similarity	0.6157	NPC288987
Remote Similarity	0.6154	NPC257511
Remote Similarity	0.6151	NPC469489
Remote Similarity	0.6148	NPC313421
Remote Similarity	0.6148	NPC123395
Remote Similarity	0.6148	NPC187558
Remote Similarity	0.6141	NPC473821
Remote Similarity	0.6138	NPC295898
Remote Similarity	0.6135	NPC146418
Remote Similarity	0.6135	NPC314254
Remote Similarity	0.6135	NPC313966
Remote Similarity	0.6134	NPC74382
Remote Similarity	0.6134	NPC206251
Remote Similarity	0.6132	NPC74153
Remote Similarity	0.6128	NPC266551
Remote Similarity	0.6128	NPC161887
Remote Similarity	0.6126	NPC50562
Remote Similarity	0.6124	NPC64216
Remote Similarity	0.6118	NPC20249
Remote Similarity	0.6116	NPC294693
Remote Similarity	0.6113	NPC245816
Remote Similarity	0.6113	NPC138562
Remote Similarity	0.6113	NPC476138
Remote Similarity	0.6113	NPC184680
Remote Similarity	0.6111	NPC118940
Remote Similarity	0.6111	NPC26679
Remote Similarity	0.6104	NPC321428
Remote Similarity	0.6103	NPC67401
Remote Similarity	0.6102	NPC8022
Remote Similarity	0.6102	NPC470799
Remote Similarity	0.6102	NPC67658
Remote Similarity	0.6099	NPC472260
Remote Similarity	0.6094	NPC476419
Remote Similarity	0.6092	NPC477634
Remote Similarity	0.6091	NPC109922
Remote Similarity	0.609	NPC470785
Remote Similarity	0.6087	NPC151781
Remote Similarity	0.6087	NPC316181
Remote Similarity	0.6087	NPC236668
Remote Similarity	0.6087	NPC74562
Remote Similarity	0.6085	NPC314281
Remote Similarity	0.6085	NPC40530
Remote Similarity	0.6084	NPC89987
Remote Similarity	0.6084	NPC475196
Remote Similarity	0.6082	NPC474767
Remote Similarity	0.6078	NPC27041
Remote Similarity	0.6074	NPC230403
Remote Similarity	0.6073	NPC57398
Remote Similarity	0.607	NPC472099
Remote Similarity	0.6066	NPC478030
Remote Similarity	0.6063	NPC153452
Remote Similarity	0.6063	NPC146976
Remote Similarity	0.6062	NPC314633
Remote Similarity	0.6061	NPC172222
Remote Similarity	0.6058	NPC210123
Remote Similarity	0.6056	NPC185782
Remote Similarity	0.6054	NPC315499
Remote Similarity	0.605	NPC311282
Remote Similarity	0.6048	NPC200836
Remote Similarity	0.6045	NPC99891
Remote Similarity	0.6041	NPC248782
Remote Similarity	0.6039	NPC152768
Remote Similarity	0.6039	NPC148183
Remote Similarity	0.6039	NPC322064
Remote Similarity	0.6038	NPC125597
Remote Similarity	0.6038	NPC297642
Remote Similarity	0.6037	NPC208522
Remote Similarity	0.6036	NPC303374
Remote Similarity	0.6034	NPC253810
Remote Similarity	0.6034	NPC477633
Remote Similarity	0.6032	NPC98864
Remote Similarity	0.6031	NPC74360
Remote Similarity	0.6031	NPC308906
Remote Similarity	0.603	NPC470784
Remote Similarity	0.603	NPC178664

Drug Structure

NPD4887 OpenBabel08211706322D 40 44 0 0 1 0 0 0 0 0999 V2000 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6749 -0.8529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6449 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 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 -7.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 C 0 0 0 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 -1.8660 0.5000 0.0000 C 0 0 0 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 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8841 1.4348 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.1449 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 0.0000 N 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 -4.4641 -0.0000 0.0000 N 0 3 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 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9757 -1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5136 -0.3082 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5257 2.3684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 1.5487 0.0000 H 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 34 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 28 2 0 0 0 0 5 28 1 0 0 0 0 6 14 2 0 0 0 0 6 24 1 0 0 0 0 7 12 1 0 0 0 0 7 28 1 0 0 0 0 8 12 1 0 0 0 0 8 36 1 0 0 0 0 9 13 2 0 0 0 0 9 37 1 0 0 0 0 10 24 2 0 0 0 0 10 35 1 0 0 0 0 11 14 1 0 0 0 0 12 17 2 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 35 1 0 0 0 0 15 18 1 0 0 0 0 15 27 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 16 26 1 1 0 0 0 17 21 1 0 0 0 0 17 29 1 0 0 0 0 18 26 2 3 0 0 0 18 30 1 0 0 0 0 19 29 1 0 0 0 0 19 31 2 0 0 0 0 20 29 1 0 0 0 0 20 36 1 1 0 0 0 21 32 2 0 0 0 0 21 33 1 0 0 0 0 22 23 2 0 0 0 0 22 25 1 0 0 0 0 22 37 1 0 0 0 0 23 38 1 0 0 0 0 25 39 1 0 0 0 0 27 34 1 0 0 0 0 30 40 1 0 0 0 0 M CHG 2 28 1 33 -1 M END $$$$

External Identifiers

TTD	DIB004453
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	541.08
ALogP	-2.8427
MLogP	2.23
XLogP	1.235
HDA	9
HBD	3
Rotatable Bonds	11
TPSA	231.01
RO5 Violation	0