NPASS drugs

Drug Information

Drug ID:	NPD6253
Drug Name:	Cefoperazone Sodium
Molecular Formula:	C25H27N9O8S2.Na
Canonical SMILES:	CCN1CCN(C(=O)C1=O)C(=N[C@H](c1ccc(cc1)[O-])C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)O)O.[Na+]
Standard InCHI:	InChI=1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1
Standard InCHIKey:	NCFTXMQPRQZFMZ-WERGMSTESA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6253

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	241
0.1-0.2	1938
0.2-0.3	9800
0.3-0.4	5474
0.4-0.5	11727
0.5-0.6	1523
0.6-0.7	180
0.7-0.8	6
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	0.8177	NPC315388
Intermediate Similarity	0.7444	NPC13470
Intermediate Similarity	0.7282	NPC153554
Intermediate Similarity	0.7064	NPC478007
Intermediate Similarity	0.7028	NPC478005
Intermediate Similarity	0.7017	NPC468984
Intermediate Similarity	0.7	NPC478008
Remote Similarity	0.6895	NPC326349
Remote Similarity	0.6895	NPC323336
Remote Similarity	0.6853	NPC475532
Remote Similarity	0.6837	NPC198254
Remote Similarity	0.6837	NPC274198
Remote Similarity	0.6823	NPC469243
Remote Similarity	0.6818	NPC165285
Remote Similarity	0.6804	NPC223207
Remote Similarity	0.6786	NPC129486
Remote Similarity	0.6784	NPC196243
Remote Similarity	0.6779	NPC477632
Remote Similarity	0.6779	NPC477638
Remote Similarity	0.6776	NPC476989
Remote Similarity	0.6774	NPC83790
Remote Similarity	0.6774	NPC128237
Remote Similarity	0.6769	NPC304074
Remote Similarity	0.6769	NPC471771
Remote Similarity	0.6769	NPC290755
Remote Similarity	0.6768	NPC137627
Remote Similarity	0.6751	NPC276506
Remote Similarity	0.6736	NPC475544
Remote Similarity	0.6734	NPC17698
Remote Similarity	0.672	NPC233702
Remote Similarity	0.6715	NPC477526
Remote Similarity	0.6702	NPC473580
Remote Similarity	0.6684	NPC202198
Remote Similarity	0.6684	NPC16188
Remote Similarity	0.6684	NPC61004
Remote Similarity	0.6667	NPC475204
Remote Similarity	0.6667	NPC475123
Remote Similarity	0.6667	NPC242159
Remote Similarity	0.6667	NPC477636
Remote Similarity	0.6667	NPC313694
Remote Similarity	0.6667	NPC473491
Remote Similarity	0.665	NPC329731
Remote Similarity	0.665	NPC279871
Remote Similarity	0.6619	NPC59827
Remote Similarity	0.6619	NPC184933
Remote Similarity	0.6603	NPC477631
Remote Similarity	0.6597	NPC261934
Remote Similarity	0.6597	NPC5194
Remote Similarity	0.6588	NPC477639
Remote Similarity	0.6588	NPC329295
Remote Similarity	0.6587	NPC240130
Remote Similarity	0.6587	NPC61332
Remote Similarity	0.6583	NPC40234
Remote Similarity	0.6578	NPC471680
Remote Similarity	0.657	NPC4910
Remote Similarity	0.6569	NPC477637
Remote Similarity	0.6569	NPC473404
Remote Similarity	0.6567	NPC476227
Remote Similarity	0.6566	NPC294516
Remote Similarity	0.6566	NPC107938
Remote Similarity	0.6552	NPC269750
Remote Similarity	0.6552	NPC194671
Remote Similarity	0.655	NPC230611
Remote Similarity	0.653	NPC475350
Remote Similarity	0.653	NPC145178
Remote Similarity	0.653	NPC14877
Remote Similarity	0.6526	NPC477527
Remote Similarity	0.6517	NPC248670
Remote Similarity	0.6517	NPC306804
Remote Similarity	0.6516	NPC251036
Remote Similarity	0.6513	NPC244336
Remote Similarity	0.651	NPC262166
Remote Similarity	0.651	NPC56685
Remote Similarity	0.6507	NPC60516
Remote Similarity	0.6493	NPC302715
Remote Similarity	0.649	NPC94862
Remote Similarity	0.6485	NPC473402
Remote Similarity	0.6485	NPC26108
Remote Similarity	0.6482	NPC141957
Remote Similarity	0.6468	NPC89831
Remote Similarity	0.6465	NPC63931
Remote Similarity	0.6459	NPC102959
Remote Similarity	0.6453	NPC50016
Remote Similarity	0.6452	NPC75498
Remote Similarity	0.6452	NPC143325
Remote Similarity	0.645	NPC280022
Remote Similarity	0.6447	NPC241794
Remote Similarity	0.6443	NPC244509
Remote Similarity	0.6436	NPC273755
Remote Similarity	0.6425	NPC471050
Remote Similarity	0.6425	NPC471048
Remote Similarity	0.6425	NPC294951
Remote Similarity	0.6425	NPC471049
Remote Similarity	0.6418	NPC46009
Remote Similarity	0.6414	NPC191863
Remote Similarity	0.6414	NPC133470
Remote Similarity	0.6414	NPC289776
Remote Similarity	0.6404	NPC155506
Remote Similarity	0.6404	NPC159767
Remote Similarity	0.6404	NPC471165
Remote Similarity	0.6404	NPC473354
Remote Similarity	0.6402	NPC266741
Remote Similarity	0.64	NPC302597
Remote Similarity	0.64	NPC328649
Remote Similarity	0.6393	NPC257390
Remote Similarity	0.639	NPC45037
Remote Similarity	0.639	NPC119652
Remote Similarity	0.639	NPC97526
Remote Similarity	0.6374	NPC300315
Remote Similarity	0.6368	NPC81026
Remote Similarity	0.6359	NPC39822
Remote Similarity	0.6351	NPC473305
Remote Similarity	0.6351	NPC163961
Remote Similarity	0.6329	NPC476321
Remote Similarity	0.6325	NPC475196
Remote Similarity	0.6324	NPC317725
Remote Similarity	0.6324	NPC158277
Remote Similarity	0.6324	NPC326407
Remote Similarity	0.63	NPC472923
Remote Similarity	0.6298	NPC471526
Remote Similarity	0.6276	NPC476268
Remote Similarity	0.6268	NPC302235
Remote Similarity	0.625	NPC311658
Remote Similarity	0.6244	NPC317362
Remote Similarity	0.6244	NPC136797
Remote Similarity	0.6244	NPC318930
Remote Similarity	0.623	NPC322878
Remote Similarity	0.6224	NPC39431
Remote Similarity	0.6218	NPC9373
Remote Similarity	0.6211	NPC478011
Remote Similarity	0.619	NPC48202
Remote Similarity	0.619	NPC478141
Remote Similarity	0.6188	NPC254700
Remote Similarity	0.6187	NPC314176
Remote Similarity	0.6161	NPC315542
Remote Similarity	0.6154	NPC323244
Remote Similarity	0.6147	NPC477550
Remote Similarity	0.6147	NPC477552
Remote Similarity	0.6134	NPC189908
Remote Similarity	0.6127	NPC66490
Remote Similarity	0.6127	NPC186617
Remote Similarity	0.6126	NPC314056
Remote Similarity	0.6126	NPC257511
Remote Similarity	0.6124	NPC170302
Remote Similarity	0.6124	NPC475564
Remote Similarity	0.6124	NPC475409
Remote Similarity	0.6118	NPC328924
Remote Similarity	0.6116	NPC469444
Remote Similarity	0.6106	NPC469445
Remote Similarity	0.6098	NPC471568
Remote Similarity	0.6098	NPC473693
Remote Similarity	0.6093	NPC473407
Remote Similarity	0.6093	NPC473378
Remote Similarity	0.6091	NPC469443
Remote Similarity	0.6091	NPC477551
Remote Similarity	0.6085	NPC478012
Remote Similarity	0.6071	NPC220060
Remote Similarity	0.6064	NPC267237
Remote Similarity	0.6061	NPC475609
Remote Similarity	0.6055	NPC472539
Remote Similarity	0.6055	NPC478013
Remote Similarity	0.6055	NPC472540
Remote Similarity	0.6055	NPC470787
Remote Similarity	0.6053	NPC89489
Remote Similarity	0.6051	NPC105717
Remote Similarity	0.605	NPC477516
Remote Similarity	0.6047	NPC174629
Remote Similarity	0.6047	NPC122427
Remote Similarity	0.6047	NPC329961
Remote Similarity	0.6043	NPC326966
Remote Similarity	0.6037	NPC65714
Remote Similarity	0.6035	NPC242923
Remote Similarity	0.6031	NPC473804
Remote Similarity	0.6029	NPC473546
Remote Similarity	0.6028	NPC96275
Remote Similarity	0.6027	NPC246303
Remote Similarity	0.6027	NPC472542
Remote Similarity	0.6027	NPC472541
Remote Similarity	0.602	NPC287757
Remote Similarity	0.602	NPC319320
Remote Similarity	0.6011	NPC244866
Remote Similarity	0.601	NPC164608
Remote Similarity	0.6009	NPC295548
Remote Similarity	0.6009	NPC280638
Remote Similarity	0.6	NPC475421
Remote Similarity	0.6	NPC234069
Remote Similarity	0.6	NPC119569
Remote Similarity	0.599	NPC328494
Remote Similarity	0.599	NPC324081
Remote Similarity	0.5982	NPC473371
Remote Similarity	0.598	NPC189116
Remote Similarity	0.5978	NPC311737
Remote Similarity	0.5978	NPC38458
Remote Similarity	0.5978	NPC171372
Remote Similarity	0.5972	NPC51047
Remote Similarity	0.5972	NPC166169
Remote Similarity	0.5972	NPC174122
Remote Similarity	0.5972	NPC64140
Remote Similarity	0.5972	NPC32064
Remote Similarity	0.5969	NPC132636

Drug Structure

NPD6253 OpenBabel08211709092D 48 51 0 0 1 0 0 0 0 0999 V2000 8.2400 -10.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7213 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2060 -10.3558 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4660 -5.2673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0177 -3.5943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4319 -5.0085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9836 -3.3355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7577 -8.6828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0165 -7.7168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -3.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7589 -4.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6907 -4.0426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7929 -4.8190 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4128 -3.6637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5468 -2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0858 -4.1119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -2.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4307 -9.1310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6895 -8.1651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -3.6637 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5468 -1.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2412 -6.4921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -2.1637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1199 -4.3708 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5341 -5.7850 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -2.5704 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.8272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.9612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9781 -1.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4648 -9.3899 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.9824 -7.4580 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -2.6637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.6566 -3.7838 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 9.3447 -3.1460 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1199 -1.9565 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1378 -9.8381 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6554 -7.9063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -0.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -0.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2072 -6.2333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -4.1637 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -2.6637 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.4347 -3.1667 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 10.3106 -2.8872 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -1.1637 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9143 -6.9404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 31 1 0 0 0 0 3 32 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 14 2 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 32 1 0 0 0 0 9 33 1 0 0 0 0 10 13 1 0 0 0 0 10 43 1 0 0 0 0 11 13 1 0 0 0 0 11 44 1 0 0 0 0 12 15 1 0 0 0 0 13 17 2 0 0 0 0 14 35 1 0 0 0 0 15 18 1 1 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 16 26 1 1 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 18 26 2 3 0 0 0 18 36 1 0 0 0 0 19 34 1 0 0 0 0 19 37 2 0 0 0 0 20 21 1 0 0 0 0 20 32 1 0 0 0 0 20 38 2 0 0 0 0 21 33 1 0 0 0 0 21 39 2 0 0 0 0 22 34 1 0 0 0 0 22 43 1 1 0 0 0 23 40 2 0 0 0 0 23 41 1 0 0 0 0 24 27 2 3 0 0 0 24 33 1 0 0 0 0 24 42 1 0 0 0 0 25 28 2 0 0 0 0 25 31 1 0 0 0 0 25 44 1 0 0 0 0 28 29 1 0 0 0 0 29 30 2 0 0 0 0 30 31 1 0 0 0 0 36 46 1 0 0 0 0 41 47 1 0 0 0 0 42 48 1 0 0 0 0 M CHG 2 35 -1 45 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	644.13
ALogP	-1.2439
MLogP	2.12
XLogP	-0.647
HDA	16
HBD	3
Rotatable Bonds	16
TPSA	280.67
RO5 Violation	1