NPASS drugs

Drug Information

Drug ID:	NPD1986
Drug Name:	Cefuroxime
Molecular Formula:	C16H16N4O8S
Canonical SMILES:	CO/N=C(C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=N)O)O)/c1ccco1
Standard InCHI:	InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1
Standard InCHIKey:	JFPVXVDWJQMJEE-IZRZKJBUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1986

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	156
0.1-0.2	1883
0.2-0.3	7686
0.3-0.4	6387
0.4-0.5	12836
0.5-0.6	1883
0.6-0.7	59
0.7-0.8	0
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
Remote Similarity	0.6667	NPC315388
Remote Similarity	0.6617	NPC329731
Remote Similarity	0.6535	NPC4910
Remote Similarity	0.652	NPC477526
Remote Similarity	0.6505	NPC59827
Remote Similarity	0.6505	NPC184933
Remote Similarity	0.6464	NPC471653
Remote Similarity	0.6411	NPC477527
Remote Similarity	0.6398	NPC13470
Remote Similarity	0.6378	NPC473693
Remote Similarity	0.6378	NPC471568
Remote Similarity	0.6355	NPC246303
Remote Similarity	0.6355	NPC299806
Remote Similarity	0.635	NPC475421
Remote Similarity	0.634	NPC472923
Remote Similarity	0.631	NPC292036
Remote Similarity	0.6294	NPC196091
Remote Similarity	0.6275	NPC315542
Remote Similarity	0.6273	NPC314817
Remote Similarity	0.6273	NPC316297
Remote Similarity	0.6273	NPC66191
Remote Similarity	0.6266	NPC477586
Remote Similarity	0.6266	NPC477588
Remote Similarity	0.6266	NPC477585
Remote Similarity	0.6266	NPC477590
Remote Similarity	0.6257	NPC471646
Remote Similarity	0.6257	NPC471647
Remote Similarity	0.6256	NPC167763
Remote Similarity	0.6256	NPC470903
Remote Similarity	0.6256	NPC470112
Remote Similarity	0.6244	NPC186617
Remote Similarity	0.6238	NPC108847
Remote Similarity	0.6198	NPC320751
Remote Similarity	0.619	NPC324081
Remote Similarity	0.618	NPC477587
Remote Similarity	0.618	NPC477589
Remote Similarity	0.617	NPC9373
Remote Similarity	0.617	NPC189908
Remote Similarity	0.6167	NPC477645
Remote Similarity	0.6163	NPC187547
Remote Similarity	0.6163	NPC21831
Remote Similarity	0.6147	NPC475196
Remote Similarity	0.6129	NPC325857
Remote Similarity	0.6119	NPC475350
Remote Similarity	0.6119	NPC145178
Remote Similarity	0.6119	NPC14877
Remote Similarity	0.6117	NPC83790
Remote Similarity	0.6117	NPC128237
Remote Similarity	0.6082	NPC471649
Remote Similarity	0.6081	NPC326027
Remote Similarity	0.6075	NPC468984
Remote Similarity	0.6073	NPC478005
Remote Similarity	0.6063	NPC326333
Remote Similarity	0.6061	NPC254700
Remote Similarity	0.6036	NPC251036
Remote Similarity	0.603	NPC473502
Remote Similarity	0.602	NPC471648
Remote Similarity	0.6019	NPC472358
Remote Similarity	0.6	NPC471651
Remote Similarity	0.599	NPC248670
Remote Similarity	0.5979	NPC256689
Remote Similarity	0.5979	NPC123011
Remote Similarity	0.5969	NPC319320
Remote Similarity	0.5969	NPC287757
Remote Similarity	0.5946	NPC138365
Remote Similarity	0.5939	NPC478141
Remote Similarity	0.5932	NPC270807
Remote Similarity	0.5932	NPC174915
Remote Similarity	0.593	NPC63931
Remote Similarity	0.5915	NPC328763
Remote Similarity	0.5914	NPC307682
Remote Similarity	0.5896	NPC11821
Remote Similarity	0.5892	NPC29650
Remote Similarity	0.5891	NPC475204
Remote Similarity	0.5891	NPC475123
Remote Similarity	0.5885	NPC128683
Remote Similarity	0.5882	NPC158277
Remote Similarity	0.588	NPC323662
Remote Similarity	0.5874	NPC269750
Remote Similarity	0.5874	NPC194671
Remote Similarity	0.5864	NPC135121
Remote Similarity	0.5862	NPC76844
Remote Similarity	0.5857	NPC276120
Remote Similarity	0.5846	NPC39431
Remote Similarity	0.5845	NPC153554
Remote Similarity	0.5842	NPC477217
Remote Similarity	0.5842	NPC201244
Remote Similarity	0.5822	NPC473407
Remote Similarity	0.5822	NPC473378
Remote Similarity	0.5814	NPC26157
Remote Similarity	0.5814	NPC1811
Remote Similarity	0.581	NPC235194
Remote Similarity	0.581	NPC138083
Remote Similarity	0.5805	NPC279871
Remote Similarity	0.5805	NPC164608
Remote Similarity	0.5805	NPC471165
Remote Similarity	0.5805	NPC26108
Remote Similarity	0.5802	NPC471650
Remote Similarity	0.5795	NPC291619
Remote Similarity	0.5795	NPC254958
Remote Similarity	0.5794	NPC165538
Remote Similarity	0.5792	NPC209463
Remote Similarity	0.5784	NPC89831
Remote Similarity	0.5784	NPC470392
Remote Similarity	0.5783	NPC478007
Remote Similarity	0.578	NPC123859
Remote Similarity	0.5779	NPC473194
Remote Similarity	0.5777	NPC8467
Remote Similarity	0.5775	NPC122427
Remote Similarity	0.5775	NPC174122
Remote Similarity	0.5775	NPC64140
Remote Similarity	0.5773	NPC311357
Remote Similarity	0.5769	NPC32064
Remote Similarity	0.5763	NPC244862
Remote Similarity	0.5763	NPC67345
Remote Similarity	0.5762	NPC471048
Remote Similarity	0.5762	NPC471049
Remote Similarity	0.5762	NPC471050
Remote Similarity	0.576	NPC144314
Remote Similarity	0.5756	NPC273755
Remote Similarity	0.5756	NPC306804
Remote Similarity	0.5756	NPC137627
Remote Similarity	0.5753	NPC268170
Remote Similarity	0.5753	NPC242728
Remote Similarity	0.5753	NPC476661
Remote Similarity	0.5748	NPC248822
Remote Similarity	0.5742	NPC477637
Remote Similarity	0.5739	NPC475609
Remote Similarity	0.5736	NPC473580
Remote Similarity	0.5735	NPC46009
Remote Similarity	0.5734	NPC50548
Remote Similarity	0.5733	NPC478008
Remote Similarity	0.5729	NPC81026
Remote Similarity	0.5728	NPC234069
Remote Similarity	0.5727	NPC476662
Remote Similarity	0.5727	NPC214368
Remote Similarity	0.5722	NPC283783
Remote Similarity	0.5714	NPC470746
Remote Similarity	0.5714	NPC262166
Remote Similarity	0.5714	NPC149962
Remote Similarity	0.5714	NPC471336
Remote Similarity	0.5709	NPC316110
Remote Similarity	0.5709	NPC315893
Remote Similarity	0.5709	NPC313587
Remote Similarity	0.5701	NPC329961
Remote Similarity	0.57	NPC50016
Remote Similarity	0.5699	NPC274732
Remote Similarity	0.5698	NPC315411
Remote Similarity	0.5692	NPC223873
Remote Similarity	0.5691	NPC159786
Remote Similarity	0.5691	NPC118853
Remote Similarity	0.5687	NPC294951
Remote Similarity	0.5682	NPC476014
Remote Similarity	0.5682	NPC123140
Remote Similarity	0.5682	NPC476031
Remote Similarity	0.5681	NPC472533
Remote Similarity	0.5678	NPC56635
Remote Similarity	0.5678	NPC323336
Remote Similarity	0.5678	NPC326349
Remote Similarity	0.5677	NPC266741
Remote Similarity	0.5677	NPC471680
Remote Similarity	0.5676	NPC143325
Remote Similarity	0.5676	NPC93574
Remote Similarity	0.5676	NPC255861
Remote Similarity	0.5672	NPC473193
Remote Similarity	0.567	NPC105717
Remote Similarity	0.5668	NPC169766
Remote Similarity	0.5667	NPC270301
Remote Similarity	0.5663	NPC308799
Remote Similarity	0.5662	NPC477552
Remote Similarity	0.5662	NPC477550
Remote Similarity	0.5659	NPC40234
Remote Similarity	0.5657	NPC288109
Remote Similarity	0.5657	NPC244509
Remote Similarity	0.5652	NPC321226
Remote Similarity	0.5652	NPC180210
Remote Similarity	0.5652	NPC318930
Remote Similarity	0.5652	NPC476227
Remote Similarity	0.5652	NPC478047
Remote Similarity	0.5652	NPC317362
Remote Similarity	0.5652	NPC314914
Remote Similarity	0.5652	NPC478046
Remote Similarity	0.5652	NPC328856
Remote Similarity	0.565	NPC217180
Remote Similarity	0.565	NPC257511
Remote Similarity	0.565	NPC312525
Remote Similarity	0.5648	NPC473804
Remote Similarity	0.5646	NPC45037
Remote Similarity	0.5638	NPC106247
Remote Similarity	0.5637	NPC294516
Remote Similarity	0.5637	NPC471652
Remote Similarity	0.5637	NPC107938
Remote Similarity	0.5635	NPC61284
Remote Similarity	0.5635	NPC113428
Remote Similarity	0.5634	NPC149571
Remote Similarity	0.5634	NPC297647
Remote Similarity	0.5632	NPC473268
Remote Similarity	0.5632	NPC215109
Remote Similarity	0.5632	NPC170604
Remote Similarity	0.5628	NPC163961

Drug Structure

NPD1986 OpenBabel08211701392D 33 35 0 0 1 0 0 0 0 0999 V2000 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5136 -0.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6749 -0.8529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2548 0.6577 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 -2.7321 -1.0000 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 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 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 -1.8660 0.5000 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 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -1.5000 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 -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 -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 -5.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -0.0000 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 -3.5981 -2.5000 0.0000 H 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 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 8 2 0 0 0 0 4 27 1 0 0 0 0 5 7 1 0 0 0 0 5 28 1 0 0 0 0 6 7 1 0 0 0 0 6 29 1 0 0 0 0 7 11 2 0 0 0 0 8 9 1 0 0 0 0 8 27 1 0 0 0 0 9 12 1 0 0 0 0 9 19 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 1 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 18 2 3 0 0 0 12 21 1 0 0 0 0 13 20 1 0 0 0 0 13 22 2 0 0 0 0 14 20 1 0 0 0 0 14 29 1 1 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 16 28 1 0 0 0 0 17 30 1 0 0 0 0 19 26 1 0 0 0 0 21 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000445
DrugBank	DB01112
ChEMBL	CHEMBL1436
IUPHAR/BPS
PharmaGKB	PA448868
KEGG Drug	D00262
PubChem CID
ChEBI	3515
CAS Number	55268-75-2

Drug Properties

Molecular Weight	424.07
ALogP	-0.3842
MLogP	1.79
XLogP	0.428
HDA	9
HBD	4
Rotatable Bonds	12
TPSA	203.54
RO5 Violation	0