NPASS drugs

Drug Information

Drug ID:	NPD6188
Drug Name:	Cefpiramide
Molecular Formula:	C25H24N8O7S2
Canonical SMILES:	Oc1ccc(cc1)[C@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)O)N=C(c1c[nH]c(cc1=O)C)O
Standard InCHI:	InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1
Standard InCHIKey:	PWAUCHMQEXVFJR-PMAPCBKXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6188

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	251
0.1-0.2	2266
0.2-0.3	9889
0.3-0.4	6907
0.4-0.5	10133
0.5-0.6	1281
0.6-0.7	157
0.7-0.8	5
0.8-0.85	1
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	0.8042	NPC315388
Intermediate Similarity	0.7249	NPC13470
Intermediate Similarity	0.7192	NPC153554
Intermediate Similarity	0.7189	NPC478005
Intermediate Similarity	0.7067	NPC478007
Intermediate Similarity	0.7004	NPC478008
Remote Similarity	0.6946	NPC475532
Remote Similarity	0.6912	NPC165285
Remote Similarity	0.6881	NPC129486
Remote Similarity	0.6842	NPC468984
Remote Similarity	0.6829	NPC17698
Remote Similarity	0.6818	NPC323336
Remote Similarity	0.6818	NPC326349
Remote Similarity	0.6765	NPC274198
Remote Similarity	0.6765	NPC198254
Remote Similarity	0.675	NPC469243
Remote Similarity	0.6733	NPC223207
Remote Similarity	0.6715	NPC196243
Remote Similarity	0.6713	NPC477638
Remote Similarity	0.6713	NPC477632
Remote Similarity	0.67	NPC290755
Remote Similarity	0.67	NPC304074
Remote Similarity	0.67	NPC471771
Remote Similarity	0.6695	NPC475196
Remote Similarity	0.6683	NPC276506
Remote Similarity	0.6682	NPC329295
Remote Similarity	0.6667	NPC475544
Remote Similarity	0.6633	NPC473580
Remote Similarity	0.6605	NPC477636
Remote Similarity	0.6544	NPC477631
Remote Similarity	0.6537	NPC61004
Remote Similarity	0.6531	NPC119569
Remote Similarity	0.6531	NPC128237
Remote Similarity	0.6531	NPC83790
Remote Similarity	0.653	NPC477639
Remote Similarity	0.6512	NPC94862
Remote Similarity	0.6509	NPC477637
Remote Similarity	0.648	NPC473804
Remote Similarity	0.6473	NPC280022
Remote Similarity	0.6459	NPC248670
Remote Similarity	0.6453	NPC244336
Remote Similarity	0.6443	NPC476989
Remote Similarity	0.6432	NPC473491
Remote Similarity	0.6429	NPC158277
Remote Similarity	0.6426	NPC478141
Remote Similarity	0.6415	NPC97526
Remote Similarity	0.6415	NPC119652
Remote Similarity	0.6408	NPC63931
Remote Similarity	0.6404	NPC145178
Remote Similarity	0.6404	NPC14877
Remote Similarity	0.6404	NPC475350
Remote Similarity	0.6391	NPC251036
Remote Similarity	0.6386	NPC244509
Remote Similarity	0.6376	NPC240130
Remote Similarity	0.6376	NPC61332
Remote Similarity	0.6364	NPC16188
Remote Similarity	0.6359	NPC329731
Remote Similarity	0.6355	NPC473404
Remote Similarity	0.6346	NPC328649
Remote Similarity	0.634	NPC242159
Remote Similarity	0.634	NPC313694
Remote Similarity	0.6338	NPC269750
Remote Similarity	0.6338	NPC194671
Remote Similarity	0.6327	NPC75498
Remote Similarity	0.6327	NPC143325
Remote Similarity	0.6318	NPC233702
Remote Similarity	0.6316	NPC471155
Remote Similarity	0.6301	NPC60516
Remote Similarity	0.629	NPC302715
Remote Similarity	0.6288	NPC270241
Remote Similarity	0.6287	NPC56685
Remote Similarity	0.6287	NPC202198
Remote Similarity	0.6286	NPC475204
Remote Similarity	0.6286	NPC475123
Remote Similarity	0.6284	NPC4910
Remote Similarity	0.6281	NPC311658
Remote Similarity	0.628	NPC289776
Remote Similarity	0.628	NPC133470
Remote Similarity	0.628	NPC191863
Remote Similarity	0.6279	NPC314056
Remote Similarity	0.6274	NPC279871
Remote Similarity	0.6272	NPC225400
Remote Similarity	0.6261	NPC184933
Remote Similarity	0.6261	NPC59827
Remote Similarity	0.6256	NPC89831
Remote Similarity	0.6256	NPC102959
Remote Similarity	0.625	NPC323244
Remote Similarity	0.6245	NPC472538
Remote Similarity	0.6245	NPC470786
Remote Similarity	0.6238	NPC66490
Remote Similarity	0.6236	NPC478011
Remote Similarity	0.6233	NPC170302
Remote Similarity	0.6233	NPC475409
Remote Similarity	0.6233	NPC475564
Remote Similarity	0.6232	NPC241794
Remote Similarity	0.6226	NPC137627
Remote Similarity	0.6224	NPC48202
Remote Similarity	0.6214	NPC477516
Remote Similarity	0.6214	NPC328924
Remote Similarity	0.6212	NPC314176
Remote Similarity	0.6209	NPC46009
Remote Similarity	0.6207	NPC261934
Remote Similarity	0.6207	NPC478013
Remote Similarity	0.6207	NPC5194
Remote Similarity	0.6199	NPC477526
Remote Similarity	0.6197	NPC471165
Remote Similarity	0.6181	NPC471680
Remote Similarity	0.6178	NPC477527
Remote Similarity	0.6172	NPC189116
Remote Similarity	0.6157	NPC39822
Remote Similarity	0.615	NPC306804
Remote Similarity	0.6146	NPC476268
Remote Similarity	0.6146	NPC469903
Remote Similarity	0.6142	NPC153400
Remote Similarity	0.614	NPC473546
Remote Similarity	0.613	NPC246303
Remote Similarity	0.6127	NPC262166
Remote Similarity	0.6121	NPC26108
Remote Similarity	0.6114	NPC141957
Remote Similarity	0.6113	NPC478012
Remote Similarity	0.6106	NPC477550
Remote Similarity	0.6106	NPC477552
Remote Similarity	0.6103	NPC267237
Remote Similarity	0.61	NPC266741
Remote Similarity	0.6098	NPC39431
Remote Similarity	0.6093	NPC50016
Remote Similarity	0.6082	NPC326966
Remote Similarity	0.6075	NPC273755
Remote Similarity	0.6074	NPC319232
Remote Similarity	0.6074	NPC24370
Remote Similarity	0.6073	NPC294951
Remote Similarity	0.6071	NPC328763
Remote Similarity	0.6071	NPC470441
Remote Similarity	0.607	NPC81026
Remote Similarity	0.6063	NPC96275
Remote Similarity	0.6062	NPC78767
Remote Similarity	0.6062	NPC473814
Remote Similarity	0.6056	NPC40234
Remote Similarity	0.6055	NPC314882
Remote Similarity	0.6053	NPC477551
Remote Similarity	0.6047	NPC476227
Remote Similarity	0.6047	NPC136797
Remote Similarity	0.6045	NPC235194
Remote Similarity	0.6045	NPC299806
Remote Similarity	0.6039	NPC315893
Remote Similarity	0.6039	NPC313587
Remote Similarity	0.6039	NPC316110
Remote Similarity	0.6038	NPC209463
Remote Similarity	0.6038	NPC302597
Remote Similarity	0.6038	NPC294516
Remote Similarity	0.6038	NPC107938
Remote Similarity	0.6037	NPC45037
Remote Similarity	0.6029	NPC469902
Remote Similarity	0.6028	NPC230611
Remote Similarity	0.6022	NPC472789
Remote Similarity	0.601	NPC9373
Remote Similarity	0.6009	NPC51047
Remote Similarity	0.6009	NPC163961
Remote Similarity	0.6009	NPC473305
Remote Similarity	0.6	NPC302235
Remote Similarity	0.6	NPC471049
Remote Similarity	0.6	NPC471050
Remote Similarity	0.6	NPC471048
Remote Similarity	0.5991	NPC254700
Remote Similarity	0.598	NPC214988
Remote Similarity	0.5979	NPC325651
Remote Similarity	0.5974	NPC295548
Remote Similarity	0.5973	NPC315542
Remote Similarity	0.5973	NPC93390
Remote Similarity	0.5972	NPC473402
Remote Similarity	0.5965	NPC323662
Remote Similarity	0.5953	NPC328494
Remote Similarity	0.5951	NPC475168
Remote Similarity	0.5951	NPC7817
Remote Similarity	0.5948	NPC257511
Remote Similarity	0.5946	NPC150308
Remote Similarity	0.594	NPC469444
Remote Similarity	0.5938	NPC477635
Remote Similarity	0.5938	NPC477630
Remote Similarity	0.5935	NPC469904
Remote Similarity	0.5932	NPC469445
Remote Similarity	0.593	NPC77992
Remote Similarity	0.5927	NPC323752
Remote Similarity	0.5927	NPC284888
Remote Similarity	0.5921	NPC74153
Remote Similarity	0.592	NPC28945
Remote Similarity	0.5918	NPC257390
Remote Similarity	0.5917	NPC248601
Remote Similarity	0.5913	NPC469443
Remote Similarity	0.5912	NPC477633
Remote Similarity	0.5911	NPC14288
Remote Similarity	0.5907	NPC473693
Remote Similarity	0.5907	NPC471568
Remote Similarity	0.59	NPC238412
Remote Similarity	0.59	NPC478006
Remote Similarity	0.5899	NPC473354
Remote Similarity	0.5899	NPC159767
Remote Similarity	0.5899	NPC326407
Remote Similarity	0.5899	NPC155506
Remote Similarity	0.5899	NPC317725

Drug Structure

NPD6188 OpenBabel08211709092D 47 51 0 0 1 0 0 0 0 0999 V2000 1.7932 -7.6921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6915 2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 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 5.0191 -2.3449 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 1.3449 -6.0191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2767 -5.5015 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 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0520 -6.7262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 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 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5696 -4.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6037 -5.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 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 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 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 -5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0179 -6.4674 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 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 -6.2437 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4128 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4347 1.4945 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 6.2438 -1.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 -4.3461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7944 -3.5696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 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 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 -4.4641 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.7250 -7.1745 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9509 -1.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5015 -4.2767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 32 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 11 2 0 0 0 0 7 16 1 0 0 0 0 8 15 2 0 0 0 0 8 26 1 0 0 0 0 9 13 1 0 0 0 0 9 41 1 0 0 0 0 10 13 1 0 0 0 0 10 42 1 0 0 0 0 11 26 1 0 0 0 0 12 17 1 0 0 0 0 13 19 2 0 0 0 0 14 34 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 35 2 0 0 0 0 17 21 1 1 0 0 0 17 27 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 1 0 0 0 19 24 1 0 0 0 0 19 33 1 0 0 0 0 20 27 2 3 0 0 0 20 36 1 0 0 0 0 21 28 2 3 0 0 0 21 37 1 0 0 0 0 22 33 1 0 0 0 0 22 38 2 0 0 0 0 23 33 1 0 0 0 0 23 41 1 1 0 0 0 24 39 2 0 0 0 0 24 40 1 0 0 0 0 25 29 2 0 0 0 0 25 32 1 0 0 0 0 25 42 1 0 0 0 0 26 43 1 0 0 0 0 29 30 1 0 0 0 0 30 31 2 0 0 0 0 31 32 1 0 0 0 0 34 44 1 0 0 0 0 36 45 1 0 0 0 0 37 46 1 0 0 0 0 40 47 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001157
DrugBank	DB00430
ChEMBL	CHEMBL1201204
IUPHAR/BPS
PharmaGKB	PA164748136
KEGG Drug	D01904
PubChem CID
ChEBI	59213
CAS Number	70797-11-4

Drug Properties

Molecular Weight	612.12
ALogP	-1.114
MLogP	2.34
XLogP	0.875
HDA	14
HBD	5
Rotatable Bonds	15
TPSA	266.32
RO5 Violation	1