NPASS drugs

Drug Information

Drug ID:	NPD3288
Drug Name:	Cephaloridine
Molecular Formula:	C19H17N3O4S2
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1ccccc1)Cc1cccs1
Standard InCHI:	InChI=1S/C19H17N3O4S2/c23-14(9-13-5-4-8-27-13)20-15-17(24)22-16(19(25)26)12(11-28-18(15)22)10-21-6-2-1-3-7-21/h1-8,15,18H,9-11H2,(H-,20,23,25,26)/t15-,18-/m1/s1
Standard InCHIKey:	CZTQZXZIADLWOZ-CRAIPNDOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD3288

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	279
0.1-0.2	4564
0.2-0.3	15282
0.3-0.4	6871
0.4-0.5	2059
0.5-0.6	1641
0.6-0.7	192
0.7-0.8	1
0.8-0.85	0
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	0.9444	NPC143325
Intermediate Similarity	0.7024	NPC182507
Remote Similarity	0.6957	NPC314930
Remote Similarity	0.6957	NPC214827
Remote Similarity	0.6932	NPC328029
Remote Similarity	0.6857	NPC475024
Remote Similarity	0.6796	NPC313421
Remote Similarity	0.6776	NPC13470
Remote Similarity	0.6736	NPC91895
Remote Similarity	0.6718	NPC469938
Remote Similarity	0.6685	NPC302159
Remote Similarity	0.6684	NPC312860
Remote Similarity	0.6683	NPC294693
Remote Similarity	0.6648	NPC29702
Remote Similarity	0.6601	NPC188104
Remote Similarity	0.66	NPC161143
Remote Similarity	0.6546	NPC41717
Remote Similarity	0.6543	NPC472260
Remote Similarity	0.6507	NPC212213
Remote Similarity	0.65	NPC24864
Remote Similarity	0.6485	NPC228835
Remote Similarity	0.6474	NPC263455
Remote Similarity	0.6462	NPC57398
Remote Similarity	0.6456	NPC117244
Remote Similarity	0.6456	NPC473763
Remote Similarity	0.6447	NPC273532
Remote Similarity	0.6443	NPC478182
Remote Similarity	0.6432	NPC75498
Remote Similarity	0.6429	NPC239954
Remote Similarity	0.6429	NPC474916
Remote Similarity	0.6422	NPC31385
Remote Similarity	0.6422	NPC75726
Remote Similarity	0.6422	NPC110602
Remote Similarity	0.6422	NPC94752
Remote Similarity	0.6419	NPC316403
Remote Similarity	0.6408	NPC329961
Remote Similarity	0.6408	NPC122427
Remote Similarity	0.6404	NPC470003
Remote Similarity	0.64	NPC248454
Remote Similarity	0.6394	NPC198673
Remote Similarity	0.639	NPC17059
Remote Similarity	0.6389	NPC322488
Remote Similarity	0.6384	NPC478141
Remote Similarity	0.6373	NPC293487
Remote Similarity	0.6368	NPC11126
Remote Similarity	0.6359	NPC182814
Remote Similarity	0.6359	NPC468984
Remote Similarity	0.6355	NPC138562
Remote Similarity	0.6351	NPC168911
Remote Similarity	0.635	NPC476419
Remote Similarity	0.6346	NPC165538
Remote Similarity	0.6345	NPC478030
Remote Similarity	0.6339	NPC114310
Remote Similarity	0.6324	NPC165495
Remote Similarity	0.6324	NPC207851
Remote Similarity	0.6323	NPC315804
Remote Similarity	0.6323	NPC313804
Remote Similarity	0.6321	NPC293917
Remote Similarity	0.6303	NPC272483
Remote Similarity	0.6298	NPC127647
Remote Similarity	0.6294	NPC478183
Remote Similarity	0.6294	NPC475920
Remote Similarity	0.6293	NPC318020
Remote Similarity	0.6287	NPC248462
Remote Similarity	0.628	NPC213629
Remote Similarity	0.6277	NPC167400
Remote Similarity	0.6276	NPC478184
Remote Similarity	0.6275	NPC163055
Remote Similarity	0.6274	NPC248782
Remote Similarity	0.6263	NPC315388
Remote Similarity	0.6262	NPC98864
Remote Similarity	0.6256	NPC317010
Remote Similarity	0.625	NPC472259
Remote Similarity	0.625	NPC65408
Remote Similarity	0.625	NPC477976
Remote Similarity	0.6244	NPC477975
Remote Similarity	0.6244	NPC46895
Remote Similarity	0.6238	NPC14325
Remote Similarity	0.6238	NPC28848
Remote Similarity	0.6233	NPC211813
Remote Similarity	0.6231	NPC32534
Remote Similarity	0.6224	NPC478185
Remote Similarity	0.6223	NPC230085
Remote Similarity	0.6223	NPC159630
Remote Similarity	0.622	NPC129909
Remote Similarity	0.6214	NPC311282
Remote Similarity	0.6214	NPC96016
Remote Similarity	0.6209	NPC239660
Remote Similarity	0.6209	NPC106235
Remote Similarity	0.6209	NPC20593
Remote Similarity	0.6207	NPC12649
Remote Similarity	0.6207	NPC63279
Remote Similarity	0.6204	NPC200836
Remote Similarity	0.6204	NPC53144
Remote Similarity	0.6201	NPC471311
Remote Similarity	0.6201	NPC186351
Remote Similarity	0.6201	NPC471313
Remote Similarity	0.6197	NPC470499
Remote Similarity	0.6195	NPC325093
Remote Similarity	0.6186	NPC471944
Remote Similarity	0.618	NPC297642
Remote Similarity	0.6176	NPC61011
Remote Similarity	0.6175	NPC257511
Remote Similarity	0.6168	NPC50997
Remote Similarity	0.6168	NPC160127
Remote Similarity	0.6167	NPC253987
Remote Similarity	0.6161	NPC79386
Remote Similarity	0.6154	NPC324611
Remote Similarity	0.614	NPC470497
Remote Similarity	0.6139	NPC469529
Remote Similarity	0.6136	NPC14877
Remote Similarity	0.6136	NPC475350
Remote Similarity	0.6136	NPC145178
Remote Similarity	0.6134	NPC33229
Remote Similarity	0.6127	NPC283219
Remote Similarity	0.6126	NPC477974
Remote Similarity	0.6126	NPC251036
Remote Similarity	0.6121	NPC171317
Remote Similarity	0.6119	NPC253810
Remote Similarity	0.6117	NPC327373
Remote Similarity	0.6114	NPC19170
Remote Similarity	0.6111	NPC212125
Remote Similarity	0.6106	NPC311858
Remote Similarity	0.6102	NPC178664
Remote Similarity	0.6101	NPC473376
Remote Similarity	0.6099	NPC315320
Remote Similarity	0.6098	NPC249662
Remote Similarity	0.6098	NPC73994
Remote Similarity	0.6096	NPC85443
Remote Similarity	0.6094	NPC477516
Remote Similarity	0.6091	NPC153400
Remote Similarity	0.6091	NPC473706
Remote Similarity	0.6082	NPC281094
Remote Similarity	0.608	NPC473886
Remote Similarity	0.6078	NPC83774
Remote Similarity	0.6078	NPC64436
Remote Similarity	0.6077	NPC74382
Remote Similarity	0.6077	NPC206251
Remote Similarity	0.6077	NPC328798
Remote Similarity	0.6075	NPC472288
Remote Similarity	0.6071	NPC138018
Remote Similarity	0.6071	NPC129721
Remote Similarity	0.6071	NPC478157
Remote Similarity	0.6063	NPC478158
Remote Similarity	0.6062	NPC281049
Remote Similarity	0.6061	NPC124542
Remote Similarity	0.6061	NPC59779
Remote Similarity	0.6061	NPC476491
Remote Similarity	0.6061	NPC471177
Remote Similarity	0.6058	NPC49051
Remote Similarity	0.6056	NPC135950
Remote Similarity	0.6056	NPC93390
Remote Similarity	0.6056	NPC135488
Remote Similarity	0.6056	NPC202812
Remote Similarity	0.6054	NPC471193
Remote Similarity	0.6054	NPC471194
Remote Similarity	0.6053	NPC471323
Remote Similarity	0.6049	NPC248041
Remote Similarity	0.6049	NPC126709
Remote Similarity	0.6048	NPC255909
Remote Similarity	0.6047	NPC473640
Remote Similarity	0.6044	NPC147983
Remote Similarity	0.6044	NPC177996
Remote Similarity	0.604	NPC302647
Remote Similarity	0.6039	NPC322043
Remote Similarity	0.6036	NPC85273
Remote Similarity	0.6034	NPC297862
Remote Similarity	0.6029	NPC203754
Remote Similarity	0.6029	NPC150048
Remote Similarity	0.6027	NPC12944
Remote Similarity	0.6027	NPC25442
Remote Similarity	0.6027	NPC469563
Remote Similarity	0.6022	NPC306397
Remote Similarity	0.6019	NPC91179
Remote Similarity	0.6019	NPC103361
Remote Similarity	0.6019	NPC100321
Remote Similarity	0.6019	NPC81535
Remote Similarity	0.6019	NPC192674
Remote Similarity	0.6018	NPC287208
Remote Similarity	0.6018	NPC266249
Remote Similarity	0.6017	NPC24370
Remote Similarity	0.6017	NPC319232
Remote Similarity	0.601	NPC25899
Remote Similarity	0.6009	NPC72956
Remote Similarity	0.6	NPC476817
Remote Similarity	0.6	NPC84827
Remote Similarity	0.6	NPC78767
Remote Similarity	0.6	NPC14113
Remote Similarity	0.6	NPC471178
Remote Similarity	0.6	NPC473814
Remote Similarity	0.6	NPC145885
Remote Similarity	0.6	NPC107287
Remote Similarity	0.6	NPC474383
Remote Similarity	0.6	NPC64216
Remote Similarity	0.5991	NPC121327
Remote Similarity	0.5991	NPC210123
Remote Similarity	0.599	NPC213914
Remote Similarity	0.5982	NPC153980
Remote Similarity	0.5982	NPC476252
Remote Similarity	0.5982	NPC75634

Drug Structure

NPD3288 OpenBabel08211703112D 29 32 0 0 1 0 0 0 0 0999 V2000 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 0.0000 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 -3.2561 0.7100 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 5.3301 0.5000 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 -1.9319 -0.4824 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 -1.6730 -1.4483 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 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 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -0.0000 0.0000 N 0 3 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 5 0 0 0 0 0 0 0 0 0 0 -3.6749 -0.8529 0.0000 S 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 -3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 1 0 0 0 0 4 8 2 0 0 0 0 5 13 2 0 0 0 0 6 21 2 0 0 0 0 7 21 1 0 0 0 0 8 27 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 21 1 0 0 0 0 11 12 1 0 0 0 0 11 28 1 0 0 0 0 12 16 2 0 0 0 0 13 27 1 0 0 0 0 14 20 2 3 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 6 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 17 24 2 0 0 0 0 18 22 1 0 0 0 0 18 28 1 6 0 0 0 19 25 2 0 0 0 0 19 26 1 0 0 0 0 23 29 1 0 0 0 0 M CHG 2 21 1 26 -1 M END $$$$

External Identifiers

TTD	DIB016401
DrugBank	DB09008
ChEMBL	CHEMBL316157
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01075
PubChem CID
ChEBI	3537
CAS Number	50-59-9

Drug Properties

Molecular Weight	415.07
ALogP	-2.0382
MLogP	2.56
XLogP	1.19
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	150.45
RO5 Violation	0