NPASS drugs

Drug Information

Drug ID:	NPD2517
Drug Name:	Methicillin
Molecular Formula:	C17H20N2O6S
Canonical SMILES:	COc1cccc(c1C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)OC
Standard InCHI:	InChI=1S/C17H20N2O6S/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)/t11-,12+,15-/m1/s1
Standard InCHIKey:	RJQXTJLFIWVMTO-TYNCELHUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2517

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	1012
0.2-0.3	5310
0.3-0.4	7985
0.4-0.5	5797
0.5-0.6	10118
0.6-0.7	513
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	0.7778	NPC83790
Intermediate Similarity	0.7778	NPC128237
Intermediate Similarity	0.7663	NPC59827
Intermediate Similarity	0.7663	NPC184933
Intermediate Similarity	0.7624	NPC329731
Intermediate Similarity	0.7596	NPC477526
Intermediate Similarity	0.754	NPC477527
Intermediate Similarity	0.7527	NPC4910
Intermediate Similarity	0.7356	NPC472923
Intermediate Similarity	0.733	NPC315388
Intermediate Similarity	0.7317	NPC468984
Intermediate Similarity	0.7118	NPC324081
Intermediate Similarity	0.7092	NPC246303
Intermediate Similarity	0.7	NPC189908
Remote Similarity	0.6959	NPC13470
Remote Similarity	0.6957	NPC475421
Remote Similarity	0.6944	NPC186617
Remote Similarity	0.6927	NPC254700
Remote Similarity	0.6906	NPC471568
Remote Similarity	0.6906	NPC473693
Remote Similarity	0.6901	NPC9373
Remote Similarity	0.6889	NPC473502
Remote Similarity	0.6882	NPC81026
Remote Similarity	0.6845	NPC167763
Remote Similarity	0.6845	NPC470112
Remote Similarity	0.6845	NPC470903
Remote Similarity	0.6839	NPC471563
Remote Similarity	0.6836	NPC319320
Remote Similarity	0.6836	NPC287757
Remote Similarity	0.6824	NPC266741
Remote Similarity	0.6813	NPC196091
Remote Similarity	0.6806	NPC29531
Remote Similarity	0.678	NPC323336
Remote Similarity	0.678	NPC326349
Remote Similarity	0.6772	NPC299806
Remote Similarity	0.6743	NPC262166
Remote Similarity	0.6667	NPC256689
Remote Similarity	0.6667	NPC469505
Remote Similarity	0.6667	NPC123011
Remote Similarity	0.6647	NPC16188
Remote Similarity	0.6647	NPC476989
Remote Similarity	0.663	NPC475204
Remote Similarity	0.663	NPC475123
Remote Similarity	0.6628	NPC322878
Remote Similarity	0.6627	NPC242159
Remote Similarity	0.6627	NPC313694
Remote Similarity	0.6627	NPC246079
Remote Similarity	0.6625	NPC86966
Remote Similarity	0.6613	NPC471165
Remote Similarity	0.661	NPC39431
Remote Similarity	0.6597	NPC315542
Remote Similarity	0.6593	NPC63931
Remote Similarity	0.6591	NPC233702
Remote Similarity	0.6587	NPC470392
Remote Similarity	0.6582	NPC322424
Remote Similarity	0.6568	NPC138365
Remote Similarity	0.6562	NPC112823
Remote Similarity	0.6561	NPC153554
Remote Similarity	0.6559	NPC474881
Remote Similarity	0.6559	NPC137627
Remote Similarity	0.6557	NPC61004
Remote Similarity	0.6554	NPC261934
Remote Similarity	0.6554	NPC5194
Remote Similarity	0.6548	NPC475702
Remote Similarity	0.6534	NPC473491
Remote Similarity	0.6532	NPC471680
Remote Similarity	0.6526	NPC477637
Remote Similarity	0.6524	NPC26108
Remote Similarity	0.6522	NPC294516
Remote Similarity	0.6522	NPC324702
Remote Similarity	0.6522	NPC107938
Remote Similarity	0.6516	NPC227553
Remote Similarity	0.6513	NPC473407
Remote Similarity	0.6513	NPC473378
Remote Similarity	0.6509	NPC29650
Remote Similarity	0.6506	NPC300315
Remote Similarity	0.6488	NPC145178
Remote Similarity	0.6488	NPC475350
Remote Similarity	0.6488	NPC14877
Remote Similarity	0.648	NPC473580
Remote Similarity	0.648	NPC244509
Remote Similarity	0.648	NPC476268
Remote Similarity	0.6477	NPC283783
Remote Similarity	0.6477	NPC132771
Remote Similarity	0.6467	NPC469479
Remote Similarity	0.6463	NPC6888
Remote Similarity	0.6461	NPC56685
Remote Similarity	0.6461	NPC202198
Remote Similarity	0.6453	NPC477666
Remote Similarity	0.6452	NPC329717
Remote Similarity	0.6452	NPC46009
Remote Similarity	0.6452	NPC40234
Remote Similarity	0.644	NPC329816
Remote Similarity	0.6436	NPC476227
Remote Similarity	0.6436	NPC473402
Remote Similarity	0.6436	NPC164608
Remote Similarity	0.6433	NPC307682
Remote Similarity	0.642	NPC313414
Remote Similarity	0.6418	NPC476661
Remote Similarity	0.6417	NPC89831
Remote Similarity	0.6417	NPC230611
Remote Similarity	0.6395	NPC113236
Remote Similarity	0.6395	NPC214036
Remote Similarity	0.6394	NPC251036
Remote Similarity	0.6391	NPC274732
Remote Similarity	0.6387	NPC32064
Remote Similarity	0.6386	NPC476662
Remote Similarity	0.6383	NPC306804
Remote Similarity	0.6383	NPC273755
Remote Similarity	0.6378	NPC64140
Remote Similarity	0.6378	NPC174122
Remote Similarity	0.6374	NPC169742
Remote Similarity	0.6374	NPC244336
Remote Similarity	0.6369	NPC474289
Remote Similarity	0.6364	NPC244338
Remote Similarity	0.6364	NPC474858
Remote Similarity	0.6364	NPC328763
Remote Similarity	0.6359	NPC478005
Remote Similarity	0.6359	NPC329640
Remote Similarity	0.6353	NPC105541
Remote Similarity	0.635	NPC144314
Remote Similarity	0.6349	NPC279871
Remote Similarity	0.6349	NPC155506
Remote Similarity	0.6349	NPC159767
Remote Similarity	0.6349	NPC317362
Remote Similarity	0.6349	NPC318930
Remote Similarity	0.6347	NPC121740
Remote Similarity	0.6347	NPC224774
Remote Similarity	0.6347	NPC258567
Remote Similarity	0.6345	NPC248822
Remote Similarity	0.6344	NPC302597
Remote Similarity	0.6339	NPC475544
Remote Similarity	0.6339	NPC469243
Remote Similarity	0.6335	NPC194671
Remote Similarity	0.6335	NPC5932
Remote Similarity	0.6335	NPC269750
Remote Similarity	0.6332	NPC477638
Remote Similarity	0.6332	NPC477632
Remote Similarity	0.6331	NPC257390
Remote Similarity	0.633	NPC328494
Remote Similarity	0.6328	NPC105717
Remote Similarity	0.6327	NPC234069
Remote Similarity	0.6325	NPC124776
Remote Similarity	0.6325	NPC29477
Remote Similarity	0.6322	NPC477838
Remote Similarity	0.6322	NPC477837
Remote Similarity	0.6322	NPC469360
Remote Similarity	0.6319	NPC207675
Remote Similarity	0.6319	NPC212699
Remote Similarity	0.6318	NPC50548
Remote Similarity	0.6313	NPC214239
Remote Similarity	0.631	NPC219923
Remote Similarity	0.631	NPC129486
Remote Similarity	0.631	NPC469453
Remote Similarity	0.6301	NPC223616
Remote Similarity	0.63	NPC149962
Remote Similarity	0.6296	NPC248670
Remote Similarity	0.6294	NPC477636
Remote Similarity	0.6293	NPC257511
Remote Similarity	0.6289	NPC473562
Remote Similarity	0.6287	NPC476353
Remote Similarity	0.6287	NPC218323
Remote Similarity	0.6286	NPC204546
Remote Similarity	0.6286	NPC314388
Remote Similarity	0.6286	NPC315283
Remote Similarity	0.6283	NPC228040
Remote Similarity	0.628	NPC474862
Remote Similarity	0.6279	NPC109580
Remote Similarity	0.6271	NPC311658
Remote Similarity	0.6265	NPC62101
Remote Similarity	0.6265	NPC95733
Remote Similarity	0.6263	NPC158277
Remote Similarity	0.6263	NPC473354
Remote Similarity	0.6263	NPC317725
Remote Similarity	0.6263	NPC326407
Remote Similarity	0.6258	NPC31314
Remote Similarity	0.6258	NPC193193
Remote Similarity	0.6256	NPC138083
Remote Similarity	0.625	NPC313867
Remote Similarity	0.625	NPC296712
Remote Similarity	0.625	NPC45037
Remote Similarity	0.625	NPC464
Remote Similarity	0.625	NPC221792
Remote Similarity	0.625	NPC316008
Remote Similarity	0.625	NPC293347
Remote Similarity	0.625	NPC185541
Remote Similarity	0.6243	NPC89489
Remote Similarity	0.6243	NPC470902
Remote Similarity	0.6238	NPC477665
Remote Similarity	0.6238	NPC323662
Remote Similarity	0.6237	NPC99723
Remote Similarity	0.6237	NPC26353
Remote Similarity	0.6237	NPC314213
Remote Similarity	0.6237	NPC223207
Remote Similarity	0.6235	NPC42292
Remote Similarity	0.6235	NPC45191
Remote Similarity	0.6235	NPC12694
Remote Similarity	0.6235	NPC307732
Remote Similarity	0.6231	NPC477631
Remote Similarity	0.623	NPC50016

Drug Structure

NPD2517 OpenBabel08211702172D 28 30 0 0 1 0 0 0 0 0999 V2000 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 -0.8966 -4.3461 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 -3.7944 -3.5696 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 -4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 -3.1213 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 -2.3801 -2.1554 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 1.9511 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 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 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 1.0000 -0.0000 0.0000 N 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 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 -1.1554 -3.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.9306 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 -2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6128 1.7953 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 20 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001170
DrugBank	DB01603
ChEMBL	CHEMBL575
IUPHAR/BPS
PharmaGKB	PA164777034
KEGG Drug
PubChem CID
ChEBI	6827
CAS Number	61-32-5

Drug Properties

Molecular Weight	380.10
ALogP	-0.0571
MLogP	2.34
XLogP	0.939
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	133.96
RO5 Violation	0