NPASS drugs

Drug Information

Drug ID:	NPD3334
Drug Name:	Cefamandole Nafate
Molecular Formula:	C19H18N6O6S2.Na
Canonical SMILES:	O=CO[C@H](c1ccccc1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C)[O-].[Na+]
Standard InCHI:	InChI=1S/C19H18N6O6S2.Na/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);/q;+1/p-1/t12-,14-,17-;/m1./s1
Standard InCHIKey:	ICZOIXFFVKYXOM-YCLOEFEOSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3334

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	146
0.1-0.2	1136
0.2-0.3	6528
0.3-0.4	9635
0.4-0.5	12537
0.5-0.6	832
0.6-0.7	75
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	0.7257	NPC13470
Remote Similarity	0.6952	NPC315388
Remote Similarity	0.6818	NPC468984
Remote Similarity	0.6556	NPC471680
Remote Similarity	0.6485	NPC122427
Remote Similarity	0.6485	NPC329961
Remote Similarity	0.6462	NPC317725
Remote Similarity	0.6462	NPC318930
Remote Similarity	0.6462	NPC326407
Remote Similarity	0.6462	NPC317362
Remote Similarity	0.6404	NPC127741
Remote Similarity	0.6393	NPC83790
Remote Similarity	0.6393	NPC128237
Remote Similarity	0.6386	NPC329731
Remote Similarity	0.6386	NPC4910
Remote Similarity	0.6385	NPC478005
Remote Similarity	0.6359	NPC105717
Remote Similarity	0.6341	NPC165538
Remote Similarity	0.6324	NPC283783
Remote Similarity	0.6304	NPC135121
Remote Similarity	0.6293	NPC477526
Remote Similarity	0.6284	NPC322878
Remote Similarity	0.6284	NPC477217
Remote Similarity	0.6284	NPC201244
Remote Similarity	0.628	NPC184933
Remote Similarity	0.628	NPC59827
Remote Similarity	0.6279	NPC145178
Remote Similarity	0.6279	NPC14877
Remote Similarity	0.6279	NPC475350
Remote Similarity	0.6267	NPC251036
Remote Similarity	0.625	NPC153554
Remote Similarity	0.6223	NPC286551
Remote Similarity	0.619	NPC477527
Remote Similarity	0.6186	NPC63931
Remote Similarity	0.618	NPC246079
Remote Similarity	0.6158	NPC300315
Remote Similarity	0.6131	NPC26108
Remote Similarity	0.6129	NPC311658
Remote Similarity	0.6121	NPC143325
Remote Similarity	0.6108	NPC209509
Remote Similarity	0.6105	NPC476183
Remote Similarity	0.6103	NPC472923
Remote Similarity	0.6091	NPC280022
Remote Similarity	0.6091	NPC186617
Remote Similarity	0.6087	NPC161069
Remote Similarity	0.608	NPC248670
Remote Similarity	0.6075	NPC262077
Remote Similarity	0.6071	NPC478007
Remote Similarity	0.6069	NPC476281
Remote Similarity	0.6069	NPC476184
Remote Similarity	0.6068	NPC94862
Remote Similarity	0.6061	NPC471568
Remote Similarity	0.6061	NPC473693
Remote Similarity	0.6057	NPC476241
Remote Similarity	0.6057	NPC476260
Remote Similarity	0.6048	NPC477638
Remote Similarity	0.6048	NPC477632
Remote Similarity	0.6044	NPC471265
Remote Similarity	0.6044	NPC471264
Remote Similarity	0.6044	NPC68865
Remote Similarity	0.6043	NPC145113
Remote Similarity	0.6033	NPC269398
Remote Similarity	0.6033	NPC263493
Remote Similarity	0.6033	NPC168113
Remote Similarity	0.6032	NPC7817
Remote Similarity	0.6032	NPC475168
Remote Similarity	0.6023	NPC476179
Remote Similarity	0.6023	NPC476125
Remote Similarity	0.6022	NPC266741
Remote Similarity	0.6018	NPC478008
Remote Similarity	0.6011	NPC469666
Remote Similarity	0.6011	NPC89489
Remote Similarity	0.6011	NPC77992
Remote Similarity	0.6	NPC476278
Remote Similarity	0.6	NPC176226
Remote Similarity	0.6	NPC197682
Remote Similarity	0.599	NPC254700
Remote Similarity	0.5989	NPC81026
Remote Similarity	0.597	NPC471165
Remote Similarity	0.5969	NPC471053
Remote Similarity	0.5969	NPC471051
Remote Similarity	0.5969	NPC122590
Remote Similarity	0.5969	NPC471052
Remote Similarity	0.5968	NPC315283
Remote Similarity	0.5968	NPC314388
Remote Similarity	0.5957	NPC329761
Remote Similarity	0.5957	NPC225648
Remote Similarity	0.5957	NPC138775
Remote Similarity	0.5951	NPC161143
Remote Similarity	0.595	NPC89831
Remote Similarity	0.5949	NPC475544
Remote Similarity	0.5949	NPC469243
Remote Similarity	0.5947	NPC473491
Remote Similarity	0.5946	NPC476989
Remote Similarity	0.5943	NPC252878
Remote Similarity	0.5938	NPC244425
Remote Similarity	0.5938	NPC15384
Remote Similarity	0.5938	NPC470902
Remote Similarity	0.5936	NPC313867
Remote Similarity	0.5936	NPC316008
Remote Similarity	0.5936	NPC315266
Remote Similarity	0.5928	NPC323336
Remote Similarity	0.5928	NPC326349
Remote Similarity	0.5926	NPC9373
Remote Similarity	0.5924	NPC98424
Remote Similarity	0.5924	NPC470884
Remote Similarity	0.5924	NPC92784
Remote Similarity	0.5924	NPC476133
Remote Similarity	0.5924	NPC178662
Remote Similarity	0.5922	NPC471050
Remote Similarity	0.5922	NPC471049
Remote Similarity	0.5922	NPC471048
Remote Similarity	0.592	NPC137627
Remote Similarity	0.5916	NPC162104
Remote Similarity	0.5912	NPC325479
Remote Similarity	0.5909	NPC46427
Remote Similarity	0.5907	NPC473580
Remote Similarity	0.5907	NPC476268
Remote Similarity	0.5904	NPC314358
Remote Similarity	0.59	NPC196091
Remote Similarity	0.59	NPC475123
Remote Similarity	0.59	NPC475204
Remote Similarity	0.5899	NPC75498
Remote Similarity	0.5895	NPC2501
Remote Similarity	0.5892	NPC476259
Remote Similarity	0.5891	NPC473354
Remote Similarity	0.5891	NPC477462
Remote Similarity	0.5886	NPC202521
Remote Similarity	0.5882	NPC52748
Remote Similarity	0.588	NPC475196
Remote Similarity	0.5877	NPC477631
Remote Similarity	0.5873	NPC16188
Remote Similarity	0.5872	NPC257511
Remote Similarity	0.5867	NPC114806
Remote Similarity	0.5867	NPC471197
Remote Similarity	0.5859	NPC223207
Remote Similarity	0.5857	NPC60516
Remote Similarity	0.5857	NPC477636
Remote Similarity	0.5855	NPC39431
Remote Similarity	0.5851	NPC5620
Remote Similarity	0.5845	NPC246303
Remote Similarity	0.5842	NPC189908
Remote Similarity	0.5842	NPC273755
Remote Similarity	0.5841	NPC471198
Remote Similarity	0.5838	NPC313694
Remote Similarity	0.5838	NPC242159
Remote Similarity	0.5838	NPC132636
Remote Similarity	0.5833	NPC233702
Remote Similarity	0.5829	NPC473407
Remote Similarity	0.5829	NPC473378
Remote Similarity	0.5829	NPC471771
Remote Similarity	0.5829	NPC15068
Remote Similarity	0.5829	NPC476990
Remote Similarity	0.5829	NPC304074
Remote Similarity	0.5829	NPC290755
Remote Similarity	0.5825	NPC476321
Remote Similarity	0.5825	NPC477637
Remote Similarity	0.5821	NPC276506
Remote Similarity	0.5821	NPC274198
Remote Similarity	0.5821	NPC198254
Remote Similarity	0.5821	NPC40234
Remote Similarity	0.5819	NPC6975
Remote Similarity	0.5817	NPC96016
Remote Similarity	0.5816	NPC1390
Remote Similarity	0.5816	NPC24617
Remote Similarity	0.5816	NPC62104
Remote Similarity	0.5813	NPC279871
Remote Similarity	0.581	NPC102959
Remote Similarity	0.5806	NPC239762
Remote Similarity	0.5806	NPC163392
Remote Similarity	0.5805	NPC97526
Remote Similarity	0.5805	NPC119652
Remote Similarity	0.5805	NPC181905
Remote Similarity	0.5805	NPC475421
Remote Similarity	0.5803	NPC262166
Remote Similarity	0.58	NPC107938
Remote Similarity	0.58	NPC473502
Remote Similarity	0.58	NPC63040
Remote Similarity	0.58	NPC294516
Remote Similarity	0.5798	NPC476978
Remote Similarity	0.5797	NPC471526
Remote Similarity	0.5794	NPC329295
Remote Similarity	0.5784	NPC138365
Remote Similarity	0.5784	NPC50016
Remote Similarity	0.578	NPC470544
Remote Similarity	0.5779	NPC189116
Remote Similarity	0.5779	NPC22883
Remote Similarity	0.5779	NPC5719
Remote Similarity	0.5779	NPC217804
Remote Similarity	0.5779	NPC210377
Remote Similarity	0.5775	NPC302715
Remote Similarity	0.5771	NPC24990
Remote Similarity	0.5769	NPC294951
Remote Similarity	0.5765	NPC269340
Remote Similarity	0.5765	NPC197743
Remote Similarity	0.5765	NPC297145
Remote Similarity	0.5764	NPC475532
Remote Similarity	0.5761	NPC248283
Remote Similarity	0.5759	NPC471820
Remote Similarity	0.5759	NPC471821

Drug Structure

NPD3334 OpenBabel08211703112D 35 37 0 0 1 0 0 0 0 0999 V2000 2.7213 -1.3363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2424 -3.2059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9836 -4.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.5353 -2.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0177 -4.4306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5694 -2.7576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8964 -2.3093 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3106 -3.7235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5468 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3447 -3.9824 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.0858 -4.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5468 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0827 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1199 -5.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 -3.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9781 -2.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.8623 -2.0505 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7929 -5.6554 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 8.1199 -2.7929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4128 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6375 -3.2753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5468 -5.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.9487 -3.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.3837 -2.2863 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 6.4128 -0.5000 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 30 35 1 0 0 0 0 M CHG 2 27 -1 34 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	489.07
ALogP	-0.8307
MLogP	2.01
XLogP	1.446
HDA	12
HBD	1
Rotatable Bonds	12
TPSA	213.53
RO5 Violation	1