NPASS drugs

Drug Information

Drug ID:	NPD3988
Drug Name:	Azlocillin
Molecular Formula:	C20H23N5O6S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N=C(N1CCN=C1O)O)O
Standard InCHI:	InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
Standard InCHIKey:	JTWOMNBEOCYFNV-NFFDBFGFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3988

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	109
0.1-0.2	933
0.2-0.3	7620
0.3-0.4	14941
0.4-0.5	5939
0.5-0.6	1024
0.6-0.7	288
0.7-0.8	34
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9143	NPC468984
Intermediate Similarity	0.8267	NPC13470
Intermediate Similarity	0.7917	NPC300315
Intermediate Similarity	0.7905	NPC89489
Intermediate Similarity	0.7763	NPC322878
Intermediate Similarity	0.7515	NPC315388
Intermediate Similarity	0.744	NPC318930
Intermediate Similarity	0.744	NPC317725
Intermediate Similarity	0.744	NPC326407
Intermediate Similarity	0.744	NPC317362
Intermediate Similarity	0.7342	NPC283783
Intermediate Similarity	0.732	NPC132636
Intermediate Similarity	0.7278	NPC105717
Intermediate Similarity	0.726	NPC6975
Intermediate Similarity	0.7254	NPC470544
Intermediate Similarity	0.7241	NPC202521
Intermediate Similarity	0.7215	NPC311658
Intermediate Similarity	0.7215	NPC83790
Intermediate Similarity	0.7215	NPC128237
Intermediate Similarity	0.7203	NPC470545
Intermediate Similarity	0.7197	NPC471680
Intermediate Similarity	0.7172	NPC200964
Intermediate Similarity	0.7172	NPC476990
Intermediate Similarity	0.7153	NPC470546
Intermediate Similarity	0.7152	NPC130309
Intermediate Similarity	0.7143	NPC471265
Intermediate Similarity	0.7143	NPC471264
Intermediate Similarity	0.7133	NPC473322
Intermediate Similarity	0.7115	NPC269398
Intermediate Similarity	0.7115	NPC263493
Intermediate Similarity	0.7099	NPC286551
Intermediate Similarity	0.7075	NPC252878
Intermediate Similarity	0.7027	NPC46427
Intermediate Similarity	0.7025	NPC315283
Intermediate Similarity	0.7025	NPC314388
Intermediate Similarity	0.7014	NPC239357
Remote Similarity	0.6987	NPC470884
Remote Similarity	0.6987	NPC178662
Remote Similarity	0.6987	NPC476133
Remote Similarity	0.6987	NPC98424
Remote Similarity	0.6987	NPC92784
Remote Similarity	0.6981	NPC313867
Remote Similarity	0.6981	NPC209509
Remote Similarity	0.6981	NPC315266
Remote Similarity	0.6981	NPC316008
Remote Similarity	0.698	NPC22746
Remote Similarity	0.6971	NPC153554
Remote Similarity	0.6962	NPC161069
Remote Similarity	0.6948	NPC287401
Remote Similarity	0.6937	NPC314358
Remote Similarity	0.6933	NPC101719
Remote Similarity	0.6928	NPC255447
Remote Similarity	0.6927	NPC329731
Remote Similarity	0.6927	NPC4910
Remote Similarity	0.6923	NPC127741
Remote Similarity	0.6918	NPC476978
Remote Similarity	0.6897	NPC14672
Remote Similarity	0.6897	NPC315276
Remote Similarity	0.6897	NPC285926
Remote Similarity	0.6894	NPC329761
Remote Similarity	0.6894	NPC225648
Remote Similarity	0.6892	NPC71684
Remote Similarity	0.6887	NPC477937
Remote Similarity	0.6884	NPC469974
Remote Similarity	0.6875	NPC5620
Remote Similarity	0.6867	NPC222466
Remote Similarity	0.6863	NPC200589
Remote Similarity	0.6842	NPC319766
Remote Similarity	0.6835	NPC476259
Remote Similarity	0.6826	NPC324850
Remote Similarity	0.6815	NPC68865
Remote Similarity	0.6807	NPC473580
Remote Similarity	0.6806	NPC35850
Remote Similarity	0.6806	NPC276949
Remote Similarity	0.6795	NPC248283
Remote Similarity	0.6793	NPC184933
Remote Similarity	0.6793	NPC59827
Remote Similarity	0.6792	NPC168113
Remote Similarity	0.679	NPC145113
Remote Similarity	0.679	NPC138775
Remote Similarity	0.6774	NPC325479
Remote Similarity	0.6759	NPC33742
Remote Similarity	0.675	NPC197682
Remote Similarity	0.675	NPC139326
Remote Similarity	0.675	NPC176226
Remote Similarity	0.6746	NPC469243
Remote Similarity	0.673	NPC163392
Remote Similarity	0.673	NPC239762
Remote Similarity	0.6728	NPC262077
Remote Similarity	0.6708	NPC52748
Remote Similarity	0.6707	NPC129666
Remote Similarity	0.6707	NPC2501
Remote Similarity	0.6707	NPC469903
Remote Similarity	0.6688	NPC111428
Remote Similarity	0.6687	NPC469427
Remote Similarity	0.6687	NPC469426
Remote Similarity	0.6684	NPC477527
Remote Similarity	0.6667	NPC246079
Remote Similarity	0.6647	NPC475544
Remote Similarity	0.6646	NPC240848
Remote Similarity	0.663	NPC477526
Remote Similarity	0.6628	NPC223207
Remote Similarity	0.6627	NPC162104
Remote Similarity	0.6627	NPC326349
Remote Similarity	0.6627	NPC323336
Remote Similarity	0.6627	NPC300443
Remote Similarity	0.6609	NPC129486
Remote Similarity	0.66	NPC302169
Remote Similarity	0.659	NPC304074
Remote Similarity	0.659	NPC471771
Remote Similarity	0.659	NPC290755
Remote Similarity	0.6587	NPC262166
Remote Similarity	0.6587	NPC5194
Remote Similarity	0.6587	NPC261934
Remote Similarity	0.6587	NPC122590
Remote Similarity	0.6585	NPC16188
Remote Similarity	0.6584	NPC476989
Remote Similarity	0.6582	NPC141050
Remote Similarity	0.6581	NPC469666
Remote Similarity	0.6579	NPC474082
Remote Similarity	0.6579	NPC175726
Remote Similarity	0.6576	NPC122427
Remote Similarity	0.6576	NPC329961
Remote Similarity	0.6566	NPC475168
Remote Similarity	0.6566	NPC7817
Remote Similarity	0.655	NPC469902
Remote Similarity	0.6545	NPC471820
Remote Similarity	0.6545	NPC471821
Remote Similarity	0.6543	NPC77905
Remote Similarity	0.6541	NPC314835
Remote Similarity	0.6532	NPC472923
Remote Similarity	0.6527	NPC233702
Remote Similarity	0.6524	NPC81026
Remote Similarity	0.651	NPC254088
Remote Similarity	0.6507	NPC474584
Remote Similarity	0.6506	NPC254798
Remote Similarity	0.6497	NPC475532
Remote Similarity	0.6491	NPC1390
Remote Similarity	0.6491	NPC62104
Remote Similarity	0.6488	NPC202198
Remote Similarity	0.6488	NPC56685
Remote Similarity	0.6485	NPC135121
Remote Similarity	0.6479	NPC476198
Remote Similarity	0.6477	NPC274198
Remote Similarity	0.6477	NPC198254
Remote Similarity	0.6463	NPC266741
Remote Similarity	0.6463	NPC201244
Remote Similarity	0.6463	NPC477217
Remote Similarity	0.6461	NPC165285
Remote Similarity	0.646	NPC242159
Remote Similarity	0.646	NPC313694
Remote Similarity	0.6456	NPC194857
Remote Similarity	0.6456	NPC32858
Remote Similarity	0.645	NPC470902
Remote Similarity	0.6438	NPC475013
Remote Similarity	0.6437	NPC210377
Remote Similarity	0.6437	NPC5719
Remote Similarity	0.6437	NPC22883
Remote Similarity	0.6437	NPC189116
Remote Similarity	0.6437	NPC217804
Remote Similarity	0.6436	NPC477632
Remote Similarity	0.6436	NPC477638
Remote Similarity	0.6434	NPC327481
Remote Similarity	0.6433	NPC197743
Remote Similarity	0.6433	NPC297145
Remote Similarity	0.642	NPC307357
Remote Similarity	0.642	NPC268841
Remote Similarity	0.642	NPC46098
Remote Similarity	0.6417	NPC165538
Remote Similarity	0.6409	NPC472999
Remote Similarity	0.64	NPC61004
Remote Similarity	0.64	NPC15068
Remote Similarity	0.6398	NPC477636
Remote Similarity	0.6395	NPC24617
Remote Similarity	0.6384	NPC276506
Remote Similarity	0.6369	NPC473491
Remote Similarity	0.6369	NPC17698
Remote Similarity	0.6364	NPC63040
Remote Similarity	0.6358	NPC114806
Remote Similarity	0.6358	NPC469901
Remote Similarity	0.6357	NPC12730
Remote Similarity	0.6351	NPC476048
Remote Similarity	0.6343	NPC63931
Remote Similarity	0.6333	NPC196243
Remote Similarity	0.633	NPC477631
Remote Similarity	0.6328	NPC473000
Remote Similarity	0.6328	NPC469904
Remote Similarity	0.6327	NPC329011
Remote Similarity	0.6325	NPC314114
Remote Similarity	0.6322	NPC73655
Remote Similarity	0.6319	NPC130898
Remote Similarity	0.6319	NPC474973
Remote Similarity	0.6319	NPC474804
Remote Similarity	0.6301	NPC469898
Remote Similarity	0.6294	NPC473341
Remote Similarity	0.6294	NPC478005
Remote Similarity	0.6292	NPC475204
Remote Similarity	0.6292	NPC475123
Remote Similarity	0.6291	NPC169328
Remote Similarity	0.6286	NPC322598

Drug Structure

NPD3988 OpenBabel08211704332D 36 39 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 4.8296 0.2941 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 4.1225 1.0012 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 3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6652 2.6323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2112 1.7413 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 1.9319 -0.4824 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 -1.9511 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 0.9329 2.8855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 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 0.0419 3.3395 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 0.7765 1.8978 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 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 -1.5909 2.0032 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 1.8239 3.3395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4495 1.4495 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 3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9074 0.7248 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8762 4.3381 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7083 2.4154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 10 2 0 0 0 0 7 10 1 0 0 0 0 8 9 1 0 0 0 0 8 21 1 0 0 0 0 9 24 1 0 0 0 0 10 11 1 0 0 0 0 11 14 1 6 0 0 0 11 23 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 1 0 0 0 13 17 1 6 0 0 0 13 20 1 0 0 0 0 13 25 1 0 0 0 0 14 22 2 3 0 0 0 14 26 1 0 0 0 0 15 25 1 0 0 0 0 15 27 2 0 0 0 0 16 25 1 0 0 0 0 16 32 1 1 0 0 0 17 28 2 0 0 0 0 17 29 1 0 0 0 0 18 21 2 0 0 0 0 18 24 1 0 0 0 0 18 30 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 26 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001169
DrugBank	DB01061
ChEMBL	CHEMBL1537
IUPHAR/BPS
PharmaGKB	PA164749135
KEGG Drug	D02339
PubChem CID	6479523
ChEBI	2956
CAS Number	37091-66-0

Drug Properties

Molecular Weight	461.14
ALogP	0.0507
MLogP	2.34
XLogP	2.809
HDA	11
HBD	4
Rotatable Bonds	12
TPSA	183.92
RO5 Violation	1