NPASS drugs

Drug Information

Drug ID:	NPD2852
Drug Name:	Cefamandole
Molecular Formula:	C18H18N6O5S2
Canonical SMILES:	O[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)O)c1ccccc1
Standard InCHI:	InChI=1S/C18H18N6O5S2/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29)/t11-,13-,16-/m1/s1
Standard InCHIKey:	OLVCFLKTBJRLHI-AXAPSJFSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2852

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	150
0.1-0.2	1001
0.2-0.3	5822
0.3-0.4	12568
0.4-0.5	10360
0.5-0.6	824
0.6-0.7	162
0.7-0.8	3
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	0.7529	NPC13470
Intermediate Similarity	0.7198	NPC315388
Intermediate Similarity	0.7076	NPC468984
Remote Similarity	0.6897	NPC471680
Remote Similarity	0.6684	NPC317362
Remote Similarity	0.6684	NPC318930
Remote Similarity	0.6629	NPC128237
Remote Similarity	0.6629	NPC83790
Remote Similarity	0.6616	NPC329961
Remote Similarity	0.6616	NPC122427
Remote Similarity	0.6597	NPC317725
Remote Similarity	0.6597	NPC326407
Remote Similarity	0.6587	NPC478005
Remote Similarity	0.6578	NPC63931
Remote Similarity	0.6552	NPC127741
Remote Similarity	0.65	NPC105717
Remote Similarity	0.6474	NPC280022
Remote Similarity	0.6468	NPC165538
Remote Similarity	0.6462	NPC153554
Remote Similarity	0.6425	NPC322878
Remote Similarity	0.6398	NPC14877
Remote Similarity	0.6398	NPC145178
Remote Similarity	0.6398	NPC475350
Remote Similarity	0.6395	NPC300315
Remote Similarity	0.6385	NPC251036
Remote Similarity	0.6373	NPC248670
Remote Similarity	0.6359	NPC286551
Remote Similarity	0.6354	NPC135121
Remote Similarity	0.6354	NPC311658
Remote Similarity	0.634	NPC26108
Remote Similarity	0.6337	NPC469666
Remote Similarity	0.6333	NPC315266
Remote Similarity	0.6333	NPC477217
Remote Similarity	0.6333	NPC201244
Remote Similarity	0.6324	NPC477632
Remote Similarity	0.6324	NPC477638
Remote Similarity	0.6316	NPC143325
Remote Similarity	0.6292	NPC476259
Remote Similarity	0.629	NPC476268
Remote Similarity	0.6284	NPC283783
Remote Similarity	0.6272	NPC252878
Remote Similarity	0.627	NPC122590
Remote Similarity	0.6269	NPC94862
Remote Similarity	0.6269	NPC329731
Remote Similarity	0.6269	NPC4910
Remote Similarity	0.6256	NPC478007
Remote Similarity	0.6256	NPC471165
Remote Similarity	0.6256	NPC477526
Remote Similarity	0.625	NPC475168
Remote Similarity	0.625	NPC7817
Remote Similarity	0.625	NPC473491
Remote Similarity	0.6244	NPC59827
Remote Similarity	0.6244	NPC184933
Remote Similarity	0.6243	NPC209509
Remote Similarity	0.6237	NPC89831
Remote Similarity	0.6236	NPC89489
Remote Similarity	0.6235	NPC46427
Remote Similarity	0.6222	NPC161069
Remote Similarity	0.6213	NPC202521
Remote Similarity	0.6209	NPC262077
Remote Similarity	0.6199	NPC478008
Remote Similarity	0.6196	NPC2501
Remote Similarity	0.6188	NPC52748
Remote Similarity	0.618	NPC68865
Remote Similarity	0.618	NPC471265
Remote Similarity	0.618	NPC471264
Remote Similarity	0.6178	NPC471051
Remote Similarity	0.6178	NPC471052
Remote Similarity	0.6178	NPC471053
Remote Similarity	0.6173	NPC477462
Remote Similarity	0.6167	NPC476989
Remote Similarity	0.6167	NPC168113
Remote Similarity	0.6167	NPC269398
Remote Similarity	0.6167	NPC263493
Remote Similarity	0.6162	NPC97526
Remote Similarity	0.6162	NPC119652
Remote Similarity	0.6158	NPC475544
Remote Similarity	0.6158	NPC469243
Remote Similarity	0.6154	NPC476990
Remote Similarity	0.6154	NPC266741
Remote Similarity	0.6154	NPC477527
Remote Similarity	0.615	NPC470902
Remote Similarity	0.6146	NPC477631
Remote Similarity	0.614	NPC6975
Remote Similarity	0.6138	NPC323336
Remote Similarity	0.6138	NPC326349
Remote Similarity	0.6136	NPC246079
Remote Similarity	0.6133	NPC176226
Remote Similarity	0.6133	NPC197682
Remote Similarity	0.6127	NPC477636
Remote Similarity	0.6127	NPC60516
Remote Similarity	0.6122	NPC273755
Remote Similarity	0.6122	NPC137627
Remote Similarity	0.612	NPC314358
Remote Similarity	0.612	NPC81026
Remote Similarity	0.6119	NPC471050
Remote Similarity	0.6119	NPC471049
Remote Similarity	0.6119	NPC471048
Remote Similarity	0.6117	NPC473580
Remote Similarity	0.6105	NPC62104
Remote Similarity	0.6105	NPC1390
Remote Similarity	0.6103	NPC475123
Remote Similarity	0.6103	NPC475204
Remote Similarity	0.61	NPC477637
Remote Similarity	0.6099	NPC314388
Remote Similarity	0.6099	NPC315283
Remote Similarity	0.6096	NPC262166
Remote Similarity	0.6091	NPC473354
Remote Similarity	0.6087	NPC225648
Remote Similarity	0.6087	NPC329761
Remote Similarity	0.6087	NPC16188
Remote Similarity	0.6087	NPC138775
Remote Similarity	0.6087	NPC145113
Remote Similarity	0.6082	NPC63040
Remote Similarity	0.6078	NPC102959
Remote Similarity	0.607	NPC161143
Remote Similarity	0.6066	NPC313867
Remote Similarity	0.6066	NPC316008
Remote Similarity	0.6062	NPC5719
Remote Similarity	0.6062	NPC22883
Remote Similarity	0.6062	NPC217804
Remote Similarity	0.6062	NPC223207
Remote Similarity	0.6062	NPC210377
Remote Similarity	0.6061	NPC50016
Remote Similarity	0.6058	NPC329295
Remote Similarity	0.6056	NPC313694
Remote Similarity	0.6056	NPC92784
Remote Similarity	0.6056	NPC476133
Remote Similarity	0.6056	NPC132636
Remote Similarity	0.6056	NPC242159
Remote Similarity	0.6056	NPC470884
Remote Similarity	0.6056	NPC98424
Remote Similarity	0.6056	NPC178662
Remote Similarity	0.6047	NPC474082
Remote Similarity	0.6047	NPC175726
Remote Similarity	0.6045	NPC325479
Remote Similarity	0.6043	NPC233702
Remote Similarity	0.6043	NPC162104
Remote Similarity	0.604	NPC294951
Remote Similarity	0.6039	NPC302715
Remote Similarity	0.6031	NPC290755
Remote Similarity	0.6031	NPC304074
Remote Similarity	0.6031	NPC15068
Remote Similarity	0.6031	NPC471771
Remote Similarity	0.6022	NPC163392
Remote Similarity	0.6022	NPC239762
Remote Similarity	0.6021	NPC244336
Remote Similarity	0.602	NPC40234
Remote Similarity	0.602	NPC476321
Remote Similarity	0.602	NPC274198
Remote Similarity	0.602	NPC198254
Remote Similarity	0.602	NPC276506
Remote Similarity	0.6012	NPC470544
Remote Similarity	0.6011	NPC287401
Remote Similarity	0.6011	NPC476978
Remote Similarity	0.601	NPC279871
Remote Similarity	0.601	NPC96016
Remote Similarity	0.601	NPC17698
Remote Similarity	0.6009	NPC75498
Remote Similarity	0.6	NPC209463
Remote Similarity	0.6	NPC294516
Remote Similarity	0.6	NPC302597
Remote Similarity	0.6	NPC319766
Remote Similarity	0.6	NPC107938
Remote Similarity	0.6	NPC45037
Remote Similarity	0.599	NPC114806
Remote Similarity	0.599	NPC471526
Remote Similarity	0.5989	NPC130309
Remote Similarity	0.5981	NPC477639
Remote Similarity	0.5979	NPC472923
Remote Similarity	0.5979	NPC189116
Remote Similarity	0.5979	NPC39431
Remote Similarity	0.5978	NPC5620
Remote Similarity	0.5977	NPC474479
Remote Similarity	0.5976	NPC470545
Remote Similarity	0.5971	NPC163961
Remote Similarity	0.5971	NPC471196
Remote Similarity	0.5971	NPC473305
Remote Similarity	0.5971	NPC471195
Remote Similarity	0.5969	NPC197743
Remote Similarity	0.5969	NPC324850
Remote Similarity	0.5969	NPC186617
Remote Similarity	0.5969	NPC297145
Remote Similarity	0.5968	NPC471820
Remote Similarity	0.5968	NPC471821
Remote Similarity	0.5967	NPC77992
Remote Similarity	0.5966	NPC473322
Remote Similarity	0.5965	NPC476183
Remote Similarity	0.596	NPC475532
Remote Similarity	0.5959	NPC73655
Remote Similarity	0.5951	NPC96275
Remote Similarity	0.5949	NPC61004
Remote Similarity	0.5947	NPC244509
Remote Similarity	0.5941	NPC473404
Remote Similarity	0.5941	NPC470546
Remote Similarity	0.5939	NPC473693
Remote Similarity	0.5939	NPC471568
Remote Similarity	0.5938	NPC24617
Remote Similarity	0.5934	NPC46098
Remote Similarity	0.5934	NPC307357

Drug Structure

NPD2852 OpenBabel08211702562D 34 37 0 0 1 0 0 0 0 0999 V2000 4.6915 2.1637 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 2.7321 -1.0000 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 -2.8978 -0.2235 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 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 -1.9319 -0.4824 0.0000 C 0 0 2 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 5.3301 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 6.2437 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9128 0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4347 1.4945 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 -1.2247 0.2247 0.0000 O 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 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 1.1907 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 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 9 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 30 1 0 0 0 0 8 10 1 0 0 0 0 8 31 1 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 6 0 0 0 12 17 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 1 0 0 0 13 25 1 0 0 0 0 14 19 2 3 0 0 0 14 26 1 0 0 0 0 15 24 1 0 0 0 0 15 27 2 0 0 0 0 16 24 1 0 0 0 0 16 30 1 6 0 0 0 17 28 2 0 0 0 0 17 29 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 18 31 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 22 23 1 0 0 0 0 25 32 1 0 0 0 0 26 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000448
DrugBank	DB01326
ChEMBL	CHEMBL1146
IUPHAR/BPS
PharmaGKB	PA448837
KEGG Drug	D02344
PubChem CID	456255
ChEBI	3480
CAS Number	34444-01-4

Drug Properties

Molecular Weight	462.08
ALogP	-0.4532
MLogP	2.01
XLogP	0.942
HDA	11
HBD	3
Rotatable Bonds	11
TPSA	204.63
RO5 Violation	1