NPASS drugs

Drug Information

Drug ID:	NPD2017
Drug Name:	Cefadroxil
Molecular Formula:	C16H17N3O5S
Canonical SMILES:	Oc1ccc(cc1)[C@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C)O)N
Standard InCHI:	InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1
Standard InCHIKey:	BOEGTKLJZSQCCD-UEKVPHQBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2017

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	1381
0.2-0.3	7767
0.3-0.4	5116
0.4-0.5	12583
0.5-0.6	3427
0.6-0.7	391
0.7-0.8	72
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
0.95-1	1

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	1.0	NPC315388
High Similarity	0.9013	NPC13470
Intermediate Similarity	0.8141	NPC468984
Intermediate Similarity	0.7727	NPC153554
Intermediate Similarity	0.7619	NPC326349
Intermediate Similarity	0.7619	NPC323336
Intermediate Similarity	0.75	NPC313694
Intermediate Similarity	0.75	NPC242159
Intermediate Similarity	0.7485	NPC266741
Intermediate Similarity	0.7439	NPC81026
Intermediate Similarity	0.7427	NPC469243
Intermediate Similarity	0.7407	NPC476989
Intermediate Similarity	0.7396	NPC473580
Intermediate Similarity	0.7394	NPC128237
Intermediate Similarity	0.7394	NPC83790
Intermediate Similarity	0.7356	NPC61004
Intermediate Similarity	0.7326	NPC475544
Intermediate Similarity	0.7299	NPC223207
Intermediate Similarity	0.7289	NPC16188
Intermediate Similarity	0.7257	NPC471771
Intermediate Similarity	0.7257	NPC290755
Intermediate Similarity	0.7257	NPC304074
Intermediate Similarity	0.7247	NPC248670
Intermediate Similarity	0.7235	NPC39431
Intermediate Similarity	0.7232	NPC46009
Intermediate Similarity	0.7232	NPC198254
Intermediate Similarity	0.7232	NPC274198
Intermediate Similarity	0.72	NPC63931
Intermediate Similarity	0.7193	NPC476268
Intermediate Similarity	0.7188	NPC326966
Intermediate Similarity	0.7176	NPC56685
Intermediate Similarity	0.717	NPC325651
Intermediate Similarity	0.716	NPC473491
Intermediate Similarity	0.7143	NPC191863
Intermediate Similarity	0.7143	NPC133470
Intermediate Similarity	0.7143	NPC289776
Intermediate Similarity	0.7143	NPC478005
Intermediate Similarity	0.7135	NPC276506
Intermediate Similarity	0.7135	NPC475204
Intermediate Similarity	0.7135	NPC475123
Intermediate Similarity	0.7126	NPC473804
Intermediate Similarity	0.7118	NPC233702
Intermediate Similarity	0.7104	NPC477637
Intermediate Similarity	0.7097	NPC329731
Intermediate Similarity	0.7095	NPC89831
Intermediate Similarity	0.7093	NPC244509
Intermediate Similarity	0.7088	NPC194671
Intermediate Similarity	0.7088	NPC269750
Intermediate Similarity	0.7083	NPC119569
Intermediate Similarity	0.7081	NPC257390
Intermediate Similarity	0.7079	NPC129486
Intermediate Similarity	0.7076	NPC202198
Intermediate Similarity	0.7076	NPC261934
Intermediate Similarity	0.7076	NPC5194
Intermediate Similarity	0.7076	NPC262166
Intermediate Similarity	0.7074	NPC477526
Intermediate Similarity	0.7072	NPC196243
Intermediate Similarity	0.7069	NPC244336
Intermediate Similarity	0.7066	NPC471680
Intermediate Similarity	0.7059	NPC324081
Intermediate Similarity	0.7056	NPC306804
Intermediate Similarity	0.7056	NPC475532
Intermediate Similarity	0.7056	NPC273755
Intermediate Similarity	0.7051	NPC27581
Intermediate Similarity	0.7049	NPC39822
Intermediate Similarity	0.7039	NPC40234
Intermediate Similarity	0.703	NPC238412
Intermediate Similarity	0.7022	NPC294516
Intermediate Similarity	0.7022	NPC107938
Intermediate Similarity	0.7017	NPC165285
Intermediate Similarity	0.7017	NPC476227
Intermediate Similarity	0.7017	NPC279871
Intermediate Similarity	0.7017	NPC158277
Intermediate Similarity	0.701	NPC478007
Intermediate Similarity	0.7005	NPC4910
Remote Similarity	0.6989	NPC241794
Remote Similarity	0.6978	NPC50016
Remote Similarity	0.6963	NPC59827
Remote Similarity	0.6963	NPC184933
Remote Similarity	0.6942	NPC478008
Remote Similarity	0.6941	NPC9373
Remote Similarity	0.6928	NPC48202
Remote Similarity	0.6927	NPC209463
Remote Similarity	0.6927	NPC328649
Remote Similarity	0.6923	NPC471165
Remote Similarity	0.6923	NPC17698
Remote Similarity	0.6919	NPC473404
Remote Similarity	0.691	NPC189116
Remote Similarity	0.6906	NPC230611
Remote Similarity	0.6902	NPC45037
Remote Similarity	0.6875	NPC477632
Remote Similarity	0.6875	NPC287757
Remote Similarity	0.6875	NPC319320
Remote Similarity	0.6875	NPC477638
Remote Similarity	0.6868	NPC137627
Remote Similarity	0.6863	NPC118202
Remote Similarity	0.6859	NPC319950
Remote Similarity	0.6859	NPC283760
Remote Similarity	0.6856	NPC477527
Remote Similarity	0.6848	NPC470441
Remote Similarity	0.6842	NPC477636
Remote Similarity	0.6839	NPC311737
Remote Similarity	0.6839	NPC38458
Remote Similarity	0.6835	NPC474862
Remote Similarity	0.6831	NPC473402
Remote Similarity	0.6831	NPC155506
Remote Similarity	0.6831	NPC159767
Remote Similarity	0.6831	NPC26108
Remote Similarity	0.6831	NPC473354
Remote Similarity	0.6829	NPC244866
Remote Similarity	0.6796	NPC280022
Remote Similarity	0.6796	NPC66490
Remote Similarity	0.6789	NPC102959
Remote Similarity	0.6774	NPC82963
Remote Similarity	0.6771	NPC477631
Remote Similarity	0.6766	NPC77992
Remote Similarity	0.6766	NPC14877
Remote Similarity	0.6766	NPC475350
Remote Similarity	0.6766	NPC145178
Remote Similarity	0.6763	NPC20755
Remote Similarity	0.6755	NPC471049
Remote Similarity	0.6755	NPC471050
Remote Similarity	0.6755	NPC294951
Remote Similarity	0.6755	NPC471048
Remote Similarity	0.6754	NPC60516
Remote Similarity	0.6754	NPC61332
Remote Similarity	0.6754	NPC240130
Remote Similarity	0.6749	NPC251036
Remote Similarity	0.6748	NPC478147
Remote Similarity	0.6748	NPC300315
Remote Similarity	0.6744	NPC189908
Remote Similarity	0.674	NPC302597
Remote Similarity	0.674	NPC141957
Remote Similarity	0.6738	NPC476321
Remote Similarity	0.6737	NPC94862
Remote Similarity	0.6722	NPC472923
Remote Similarity	0.672	NPC315542
Remote Similarity	0.671	NPC317254
Remote Similarity	0.6708	NPC171372
Remote Similarity	0.6703	NPC186617
Remote Similarity	0.6702	NPC471526
Remote Similarity	0.67	NPC246303
Remote Similarity	0.6699	NPC478141
Remote Similarity	0.6687	NPC296712
Remote Similarity	0.6686	NPC197921
Remote Similarity	0.6667	NPC322878
Remote Similarity	0.6667	NPC302235
Remote Similarity	0.6667	NPC477639
Remote Similarity	0.6667	NPC473693
Remote Similarity	0.6667	NPC471568
Remote Similarity	0.6667	NPC473305
Remote Similarity	0.6667	NPC163961
Remote Similarity	0.6649	NPC302715
Remote Similarity	0.6649	NPC328763
Remote Similarity	0.6648	NPC473502
Remote Similarity	0.6647	NPC105717
Remote Similarity	0.6647	NPC91953
Remote Similarity	0.6647	NPC469360
Remote Similarity	0.6631	NPC97526
Remote Similarity	0.6631	NPC119652
Remote Similarity	0.6625	NPC142577
Remote Similarity	0.6607	NPC6913
Remote Similarity	0.6607	NPC6570
Remote Similarity	0.6607	NPC138365
Remote Similarity	0.6607	NPC109580
Remote Similarity	0.66	NPC75498
Remote Similarity	0.66	NPC143325
Remote Similarity	0.6593	NPC254700
Remote Similarity	0.659	NPC311658
Remote Similarity	0.6587	NPC474473
Remote Similarity	0.6587	NPC267237
Remote Similarity	0.6585	NPC469666
Remote Similarity	0.6582	NPC329295
Remote Similarity	0.6566	NPC45191
Remote Similarity	0.6562	NPC56634
Remote Similarity	0.6562	NPC71684
Remote Similarity	0.6562	NPC324702
Remote Similarity	0.6561	NPC281686
Remote Similarity	0.6561	NPC106551
Remote Similarity	0.6561	NPC188867
Remote Similarity	0.6548	NPC29650
Remote Similarity	0.6545	NPC138083
Remote Similarity	0.6543	NPC22746
Remote Similarity	0.6541	NPC328494
Remote Similarity	0.6528	NPC234069
Remote Similarity	0.6528	NPC475196
Remote Similarity	0.6524	NPC218323
Remote Similarity	0.6524	NPC476353
Remote Similarity	0.6515	NPC323662
Remote Similarity	0.6514	NPC254798
Remote Similarity	0.6508	NPC32064
Remote Similarity	0.6506	NPC120251
Remote Similarity	0.6503	NPC474479
Remote Similarity	0.6497	NPC286551
Remote Similarity	0.6497	NPC108847
Remote Similarity	0.6495	NPC174122
Remote Similarity	0.6495	NPC64140
Remote Similarity	0.6486	NPC196091
Remote Similarity	0.6477	NPC475168
Remote Similarity	0.6477	NPC7817

Drug Structure

NPD2017 OpenBabel08211701392D 30 32 0 0 1 0 0 0 0 0999 V2000 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 -3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 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 -2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 -3.3801 0.0000 C 0 0 2 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 -0.4483 -2.6730 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 -0.8966 -4.3461 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 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 -2.3449 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -2.9319 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 -1.6037 -5.0532 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0694 -4.6049 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2779 -1.3789 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7765 -3.8978 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 4 1 0 0 0 0 2 8 2 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 25 1 0 0 0 0 7 12 2 0 0 0 0 8 10 1 0 0 0 0 9 20 1 0 0 0 0 10 13 1 6 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 6 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 21 1 0 0 0 0 14 19 1 0 0 0 0 14 22 2 0 0 0 0 15 19 1 0 0 0 0 15 25 1 6 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000446
DrugBank	DB01140
ChEMBL	CHEMBL1644
IUPHAR/BPS	4831
PharmaGKB	PA448835
KEGG Drug	D00257
PubChem CID	47965
ChEBI	3479
CAS Number	50370-12-2

Drug Properties

Molecular Weight	363.09
ALogP	-1.2788
MLogP	2.23
XLogP	-2.601
HDA	7
HBD	4
Rotatable Bonds	9
TPSA	161.75
RO5 Violation	0