NPASS drugs

Drug Information

Drug ID:	NPD2516
Drug Name:	Methicillin Sodium
Molecular Formula:	C17H20N2O6S.Na
Canonical SMILES:	COc1cccc(c1C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)[O-])OC.[Na+]
Standard InCHI:	InChI=1S/C17H20N2O6S.Na/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4;/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23);/q;+1/p-1/t11-,12+,15-;/m1./s1
Standard InCHIKey:	MGFZNWDWOKASQZ-UMLIZJHQSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2516

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	141
0.1-0.2	990
0.2-0.3	5367
0.3-0.4	7964
0.4-0.5	6124
0.5-0.6	9825
0.6-0.7	465
0.7-0.8	14
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	0.7716	NPC83790
Intermediate Similarity	0.7716	NPC128237
Intermediate Similarity	0.7609	NPC184933
Intermediate Similarity	0.7609	NPC59827
Intermediate Similarity	0.7569	NPC329731
Intermediate Similarity	0.7569	NPC4910
Intermediate Similarity	0.7541	NPC477526
Intermediate Similarity	0.7487	NPC477527
Intermediate Similarity	0.7399	NPC472923
Intermediate Similarity	0.7362	NPC468984
Intermediate Similarity	0.7273	NPC315388
Intermediate Similarity	0.716	NPC324081
Intermediate Similarity	0.7041	NPC189908
Intermediate Similarity	0.7041	NPC246303
Remote Similarity	0.6995	NPC475421
Remote Similarity	0.6983	NPC186617
Remote Similarity	0.6966	NPC254700
Remote Similarity	0.6944	NPC473693
Remote Similarity	0.6944	NPC471568
Remote Similarity	0.6927	NPC473502
Remote Similarity	0.6901	NPC13470
Remote Similarity	0.6882	NPC470903
Remote Similarity	0.6882	NPC167763
Remote Similarity	0.6882	NPC470112
Remote Similarity	0.6875	NPC287757
Remote Similarity	0.6875	NPC319320
Remote Similarity	0.6851	NPC196091
Remote Similarity	0.6842	NPC9373
Remote Similarity	0.6824	NPC81026
Remote Similarity	0.6809	NPC299806
Remote Similarity	0.6788	NPC471563
Remote Similarity	0.6765	NPC266741
Remote Similarity	0.6754	NPC29531
Remote Similarity	0.6723	NPC326349
Remote Similarity	0.6723	NPC323336
Remote Similarity	0.6703	NPC469505
Remote Similarity	0.6686	NPC262166
Remote Similarity	0.6667	NPC322878
Remote Similarity	0.6667	NPC246079
Remote Similarity	0.6627	NPC470392
Remote Similarity	0.661	NPC256689
Remote Similarity	0.661	NPC123011
Remote Similarity	0.6607	NPC138365
Remote Similarity	0.659	NPC16188
Remote Similarity	0.6588	NPC476989
Remote Similarity	0.6576	NPC475123
Remote Similarity	0.6576	NPC475204
Remote Similarity	0.6568	NPC242159
Remote Similarity	0.6568	NPC313694
Remote Similarity	0.6562	NPC86966
Remote Similarity	0.6559	NPC471165
Remote Similarity	0.6554	NPC39431
Remote Similarity	0.6548	NPC29650
Remote Similarity	0.6545	NPC315542
Remote Similarity	0.6545	NPC300315
Remote Similarity	0.6538	NPC63931
Remote Similarity	0.6534	NPC233702
Remote Similarity	0.6531	NPC322424
Remote Similarity	0.6514	NPC283783
Remote Similarity	0.6508	NPC153554
Remote Similarity	0.6505	NPC137627
Remote Similarity	0.6505	NPC474881
Remote Similarity	0.6503	NPC469479
Remote Similarity	0.6503	NPC61004
Remote Similarity	0.65	NPC112823
Remote Similarity	0.6497	NPC261934
Remote Similarity	0.6497	NPC475702
Remote Similarity	0.6497	NPC5194
Remote Similarity	0.6486	NPC329717
Remote Similarity	0.6477	NPC473491
Remote Similarity	0.6474	NPC471680
Remote Similarity	0.6474	NPC477637
Remote Similarity	0.6471	NPC26108
Remote Similarity	0.6471	NPC164608
Remote Similarity	0.6471	NPC307682
Remote Similarity	0.6467	NPC107938
Remote Similarity	0.6467	NPC294516
Remote Similarity	0.6462	NPC473378
Remote Similarity	0.6462	NPC473407
Remote Similarity	0.646	NPC324702
Remote Similarity	0.6452	NPC227553
Remote Similarity	0.6439	NPC14877
Remote Similarity	0.6439	NPC145178
Remote Similarity	0.6439	NPC475350
Remote Similarity	0.6433	NPC214036
Remote Similarity	0.6433	NPC113236
Remote Similarity	0.6429	NPC274732
Remote Similarity	0.6425	NPC476268
Remote Similarity	0.6425	NPC473580
Remote Similarity	0.6425	NPC244509
Remote Similarity	0.642	NPC132771
Remote Similarity	0.6409	NPC169742
Remote Similarity	0.6404	NPC202198
Remote Similarity	0.6404	NPC56685
Remote Similarity	0.6404	NPC477666
Remote Similarity	0.6402	NPC6888
Remote Similarity	0.64	NPC244338
Remote Similarity	0.6398	NPC474858
Remote Similarity	0.6398	NPC40234
Remote Similarity	0.6398	NPC46009
Remote Similarity	0.6393	NPC329640
Remote Similarity	0.6391	NPC105541
Remote Similarity	0.6387	NPC329816
Remote Similarity	0.6383	NPC317362
Remote Similarity	0.6383	NPC476227
Remote Similarity	0.6383	NPC473402
Remote Similarity	0.6383	NPC318930
Remote Similarity	0.6378	NPC248822
Remote Similarity	0.6368	NPC476661
Remote Similarity	0.6364	NPC89831
Remote Similarity	0.6364	NPC230611
Remote Similarity	0.6364	NPC313414
Remote Similarity	0.6364	NPC105717
Remote Similarity	0.6364	NPC124776
Remote Similarity	0.6348	NPC214239
Remote Similarity	0.6346	NPC251036
Remote Similarity	0.6337	NPC476662
Remote Similarity	0.6335	NPC32064
Remote Similarity	0.6332	NPC149962
Remote Similarity	0.633	NPC306804
Remote Similarity	0.633	NPC273755
Remote Similarity	0.6327	NPC64140
Remote Similarity	0.6327	NPC174122
Remote Similarity	0.6324	NPC257511
Remote Similarity	0.6322	NPC204546
Remote Similarity	0.6321	NPC473562
Remote Similarity	0.6319	NPC244336
Remote Similarity	0.6313	NPC328763
Remote Similarity	0.6311	NPC478005
Remote Similarity	0.631	NPC474289
Remote Similarity	0.63	NPC144314
Remote Similarity	0.6296	NPC279871
Remote Similarity	0.6296	NPC326407
Remote Similarity	0.6296	NPC159767
Remote Similarity	0.6296	NPC317725
Remote Similarity	0.6296	NPC155506
Remote Similarity	0.629	NPC302597
Remote Similarity	0.6287	NPC224774
Remote Similarity	0.6287	NPC258567
Remote Similarity	0.6287	NPC121740
Remote Similarity	0.6284	NPC469243
Remote Similarity	0.6284	NPC475544
Remote Similarity	0.6283	NPC194671
Remote Similarity	0.6283	NPC269750
Remote Similarity	0.6281	NPC477638
Remote Similarity	0.6281	NPC477632
Remote Similarity	0.6279	NPC89489
Remote Similarity	0.6277	NPC328494
Remote Similarity	0.6276	NPC234069
Remote Similarity	0.6273	NPC5932
Remote Similarity	0.6272	NPC257390
Remote Similarity	0.627	NPC26353
Remote Similarity	0.6269	NPC50548
Remote Similarity	0.6265	NPC29477
Remote Similarity	0.6264	NPC207675
Remote Similarity	0.6264	NPC189724
Remote Similarity	0.6264	NPC469360
Remote Similarity	0.6264	NPC477838
Remote Similarity	0.6264	NPC83289
Remote Similarity	0.6264	NPC212850
Remote Similarity	0.6264	NPC477837
Remote Similarity	0.6264	NPC212699
Remote Similarity	0.6257	NPC129486
Remote Similarity	0.625	NPC219923
Remote Similarity	0.625	NPC469453
Remote Similarity	0.625	NPC283079
Remote Similarity	0.6244	NPC477636
Remote Similarity	0.6243	NPC223616
Remote Similarity	0.6243	NPC248670
Remote Similarity	0.6238	NPC123859
Remote Similarity	0.6235	NPC318862
Remote Similarity	0.623	NPC329992
Remote Similarity	0.623	NPC228040
Remote Similarity	0.6229	NPC315283
Remote Similarity	0.6229	NPC314388
Remote Similarity	0.6228	NPC218323
Remote Similarity	0.6228	NPC476353
Remote Similarity	0.6222	NPC286551
Remote Similarity	0.6221	NPC471265
Remote Similarity	0.6221	NPC109580
Remote Similarity	0.6221	NPC471264
Remote Similarity	0.622	NPC474862
Remote Similarity	0.6215	NPC225648
Remote Similarity	0.6215	NPC145113
Remote Similarity	0.6215	NPC311658
Remote Similarity	0.6215	NPC329761
Remote Similarity	0.6211	NPC158277
Remote Similarity	0.6211	NPC473354
Remote Similarity	0.6207	NPC263493
Remote Similarity	0.6207	NPC242728
Remote Similarity	0.6207	NPC269398
Remote Similarity	0.6207	NPC473450
Remote Similarity	0.6205	NPC62101
Remote Similarity	0.6205	NPC138083
Remote Similarity	0.6205	NPC95733
Remote Similarity	0.6202	NPC293347
Remote Similarity	0.6198	NPC45037
Remote Similarity	0.6198	NPC221792
Remote Similarity	0.6196	NPC476183
Remote Similarity	0.6196	NPC193193

Drug Structure

NPD2516 OpenBabel08211702172D 28 29 0 0 1 0 0 0 0 0999 V2000 8.4757 -3.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4757 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1742 -6.8493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.1750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2765 -6.0728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2424 -6.3316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0176 -5.1069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9495 -5.6245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7247 -4.3998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6907 -4.6586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0708 -3.5032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0219 -2.1942 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3978 -3.9515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0708 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0708 -3.5032 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.3309 -1.2431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6097 -3.0032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3637 -4.2103 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0708 -2.5032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1390 -2.9856 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 4.3637 -1.7961 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3090 -1.0352 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6618 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9154 -5.8834 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4659 -3.4339 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0219 -3.8122 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.7535 -2.0986 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 5.6836 -0.7079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 24 1 0 0 0 0 4 25 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 10 2 0 0 0 0 8 24 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 6 0 0 0 12 16 1 1 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 15 19 1 0 0 0 0 15 26 1 6 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 23 28 1 0 0 0 0 M CHG 2 20 -1 27 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	379.10
ALogP	-0.7349
MLogP	2.34
XLogP	0.939
HDA	6
HBD	1
Rotatable Bonds	11
TPSA	136.79
RO5 Violation	0