NPASS drugs

Drug Information

Drug ID:	NPD3335
Drug Name:	Cefamandole Nafate
Molecular Formula:	C19H18N6O6S2
Canonical SMILES:	O=CO[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)O)c1ccccc1
Standard InCHI:	InChI=1S/C19H18N6O6S2/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30)/t12-,14-,17-/m1/s1
Standard InCHIKey:	RRJHESVQVSRQEX-SUYBPPKGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3335

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	149
0.1-0.2	1073
0.2-0.3	5911
0.3-0.4	9506
0.4-0.5	13257
0.5-0.6	901
0.6-0.7	92
0.7-0.8	1
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	0.7273	NPC13470
Remote Similarity	0.6968	NPC315388
Remote Similarity	0.6836	NPC468984
Remote Similarity	0.6575	NPC471680
Remote Similarity	0.6517	NPC127741
Remote Similarity	0.6502	NPC329961
Remote Similarity	0.6502	NPC122427
Remote Similarity	0.648	NPC317362
Remote Similarity	0.648	NPC317725
Remote Similarity	0.648	NPC318930
Remote Similarity	0.648	NPC326407
Remote Similarity	0.6479	NPC478005
Remote Similarity	0.6413	NPC83790
Remote Similarity	0.6413	NPC135121
Remote Similarity	0.6413	NPC128237
Remote Similarity	0.6404	NPC4910
Remote Similarity	0.6404	NPC329731
Remote Similarity	0.6393	NPC201244
Remote Similarity	0.6393	NPC477217
Remote Similarity	0.6378	NPC105717
Remote Similarity	0.6359	NPC165538
Remote Similarity	0.6344	NPC283783
Remote Similarity	0.6311	NPC477526
Remote Similarity	0.6304	NPC322878
Remote Similarity	0.6298	NPC59827
Remote Similarity	0.6298	NPC184933
Remote Similarity	0.6296	NPC475350
Remote Similarity	0.6296	NPC145178
Remote Similarity	0.6296	NPC14877
Remote Similarity	0.6289	NPC63931
Remote Similarity	0.6284	NPC251036
Remote Similarity	0.6269	NPC153554
Remote Similarity	0.6243	NPC286551
Remote Similarity	0.6231	NPC26108
Remote Similarity	0.6221	NPC476183
Remote Similarity	0.6209	NPC477527
Remote Similarity	0.6201	NPC246079
Remote Similarity	0.6193	NPC280022
Remote Similarity	0.6193	NPC186617
Remote Similarity	0.6185	NPC476281
Remote Similarity	0.6185	NPC476184
Remote Similarity	0.6183	NPC262077
Remote Similarity	0.6181	NPC248670
Remote Similarity	0.618	NPC300315
Remote Similarity	0.6171	NPC476260
Remote Similarity	0.6171	NPC476241
Remote Similarity	0.6165	NPC94862
Remote Similarity	0.6162	NPC473693
Remote Similarity	0.6162	NPC471568
Remote Similarity	0.6161	NPC478007
Remote Similarity	0.6154	NPC68865
Remote Similarity	0.615	NPC311658
Remote Similarity	0.6141	NPC168113
Remote Similarity	0.614	NPC143325
Remote Similarity	0.6136	NPC476125
Remote Similarity	0.6136	NPC476179
Remote Similarity	0.6129	NPC209509
Remote Similarity	0.6122	NPC472923
Remote Similarity	0.6114	NPC476278
Remote Similarity	0.6108	NPC176226
Remote Similarity	0.6108	NPC197682
Remote Similarity	0.6108	NPC161069
Remote Similarity	0.6106	NPC478008
Remote Similarity	0.6073	NPC122590
Remote Similarity	0.6071	NPC471052
Remote Similarity	0.6071	NPC471053
Remote Similarity	0.6071	NPC471051
Remote Similarity	0.607	NPC471165
Remote Similarity	0.6066	NPC477638
Remote Similarity	0.6066	NPC471265
Remote Similarity	0.6066	NPC477632
Remote Similarity	0.6066	NPC471264
Remote Similarity	0.6064	NPC145113
Remote Similarity	0.6054	NPC269398
Remote Similarity	0.6054	NPC263493
Remote Similarity	0.6053	NPC475168
Remote Similarity	0.6053	NPC7817
Remote Similarity	0.605	NPC89831
Remote Similarity	0.6043	NPC266741
Remote Similarity	0.6043	NPC315266
Remote Similarity	0.6034	NPC469666
Remote Similarity	0.6033	NPC89489
Remote Similarity	0.6033	NPC77992
Remote Similarity	0.6021	NPC162104
Remote Similarity	0.6019	NPC471048
Remote Similarity	0.6019	NPC471050
Remote Similarity	0.6019	NPC471049
Remote Similarity	0.6011	NPC81026
Remote Similarity	0.601	NPC476268
Remote Similarity	0.601	NPC254700
Remote Similarity	0.6	NPC196091
Remote Similarity	0.6	NPC2501
Remote Similarity	0.6	NPC476259
Remote Similarity	0.599	NPC473354
Remote Similarity	0.599	NPC477462
Remote Similarity	0.5989	NPC314388
Remote Similarity	0.5989	NPC315283
Remote Similarity	0.5989	NPC52748
Remote Similarity	0.5979	NPC138775
Remote Similarity	0.5979	NPC329761
Remote Similarity	0.5979	NPC225648
Remote Similarity	0.5971	NPC161143
Remote Similarity	0.5969	NPC475544
Remote Similarity	0.5969	NPC473491
Remote Similarity	0.5969	NPC469243
Remote Similarity	0.5968	NPC476989
Remote Similarity	0.5966	NPC252878
Remote Similarity	0.5959	NPC470902
Remote Similarity	0.5957	NPC316008
Remote Similarity	0.5957	NPC313867
Remote Similarity	0.5952	NPC60516
Remote Similarity	0.5949	NPC323336
Remote Similarity	0.5949	NPC326349
Remote Similarity	0.5946	NPC92784
Remote Similarity	0.5946	NPC178662
Remote Similarity	0.5946	NPC476133
Remote Similarity	0.5946	NPC98424
Remote Similarity	0.5946	NPC470884
Remote Similarity	0.5941	NPC273755
Remote Similarity	0.5941	NPC137627
Remote Similarity	0.5934	NPC325479
Remote Similarity	0.5932	NPC46427
Remote Similarity	0.593	NPC15068
Remote Similarity	0.5928	NPC473580
Remote Similarity	0.5926	NPC314358
Remote Similarity	0.5924	NPC473378
Remote Similarity	0.5924	NPC473407
Remote Similarity	0.5922	NPC476321
Remote Similarity	0.592	NPC475204
Remote Similarity	0.592	NPC475123
Remote Similarity	0.5918	NPC62104
Remote Similarity	0.5918	NPC1390
Remote Similarity	0.5917	NPC75498
Remote Similarity	0.5909	NPC202521
Remote Similarity	0.5905	NPC102959
Remote Similarity	0.5902	NPC97526
Remote Similarity	0.5902	NPC119652
Remote Similarity	0.59	NPC63040
Remote Similarity	0.5897	NPC475196
Remote Similarity	0.5896	NPC477631
Remote Similarity	0.5895	NPC16188
Remote Similarity	0.5894	NPC471526
Remote Similarity	0.5888	NPC114806
Remote Similarity	0.5885	NPC244425
Remote Similarity	0.5885	NPC15384
Remote Similarity	0.5882	NPC50016
Remote Similarity	0.5879	NPC5719
Remote Similarity	0.5879	NPC217804
Remote Similarity	0.5879	NPC210377
Remote Similarity	0.5879	NPC223207
Remote Similarity	0.5879	NPC22883
Remote Similarity	0.5877	NPC477636
Remote Similarity	0.5876	NPC39431
Remote Similarity	0.5873	NPC5620
Remote Similarity	0.5869	NPC302715
Remote Similarity	0.5867	NPC197743
Remote Similarity	0.5867	NPC297145
Remote Similarity	0.5865	NPC294951
Remote Similarity	0.5864	NPC471821
Remote Similarity	0.5864	NPC9373
Remote Similarity	0.5864	NPC246303
Remote Similarity	0.5864	NPC471820
Remote Similarity	0.586	NPC242159
Remote Similarity	0.586	NPC132636
Remote Similarity	0.586	NPC313694
Remote Similarity	0.5859	NPC73655
Remote Similarity	0.5855	NPC233702
Remote Similarity	0.5852	NPC476990
Remote Similarity	0.585	NPC290755
Remote Similarity	0.585	NPC304074
Remote Similarity	0.585	NPC471771
Remote Similarity	0.5845	NPC477637
Remote Similarity	0.5843	NPC6975
Remote Similarity	0.5842	NPC40234
Remote Similarity	0.5842	NPC274198
Remote Similarity	0.5842	NPC276506
Remote Similarity	0.5842	NPC198254
Remote Similarity	0.5838	NPC24617
Remote Similarity	0.5837	NPC96016
Remote Similarity	0.5833	NPC477550
Remote Similarity	0.5833	NPC279871
Remote Similarity	0.5833	NPC477552
Remote Similarity	0.5829	NPC268841
Remote Similarity	0.5829	NPC163392
Remote Similarity	0.5829	NPC46098
Remote Similarity	0.5829	NPC239762
Remote Similarity	0.5829	NPC307357
Remote Similarity	0.5825	NPC475421
Remote Similarity	0.5825	NPC262166
Remote Similarity	0.5825	NPC45037
Remote Similarity	0.5821	NPC107938
Remote Similarity	0.5821	NPC294516
Remote Similarity	0.5821	NPC473502
Remote Similarity	0.582	NPC476978
Remote Similarity	0.5818	NPC257511
Remote Similarity	0.5815	NPC471197
Remote Similarity	0.5814	NPC329295
Remote Similarity	0.5808	NPC471527
Remote Similarity	0.5805	NPC470544
Remote Similarity	0.5802	NPC473305

Drug Structure

NPD3335 OpenBabel08211703112D 35 38 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 1.4836 1.1907 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 2.4495 1.4495 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 1.2247 0.2247 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 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 24 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 10 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 7 32 1 0 0 0 0 8 11 1 0 0 0 0 8 33 1 0 0 0 0 9 26 2 0 0 0 0 9 31 1 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 12 20 1 1 0 0 0 13 18 1 0 0 0 0 13 25 1 0 0 0 0 14 15 1 6 0 0 0 14 31 1 0 0 0 0 15 20 2 3 0 0 0 15 27 1 0 0 0 0 16 25 1 0 0 0 0 16 28 2 0 0 0 0 17 25 1 0 0 0 0 17 32 1 1 0 0 0 18 29 2 0 0 0 0 18 30 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 19 33 1 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 23 24 1 0 0 0 0 27 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	490.07
ALogP	-0.1529
MLogP	2.01
XLogP	1.446
HDA	12
HBD	2
Rotatable Bonds	12
TPSA	210.7
RO5 Violation	1