NPASS drugs

Drug Information

Drug ID:	NPD2417
Drug Name:	Cephapirin
Molecular Formula:	C17H17N3O6S2
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C)CSc1ccncc1
Standard InCHI:	InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
Standard InCHIKey:	UQLLWWBDSUHNEB-CZUORRHYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2417

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	200
0.1-0.2	4689
0.2-0.3	15103
0.3-0.4	7062
0.4-0.5	2206
0.5-0.6	1496
0.6-0.7	128
0.7-0.8	5
0.8-0.85	1
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	0.8245	NPC143325
Intermediate Similarity	0.7286	NPC314930
Intermediate Similarity	0.7286	NPC214827
Intermediate Similarity	0.7186	NPC182507
Intermediate Similarity	0.7178	NPC475024
Intermediate Similarity	0.7121	NPC313421
Remote Similarity	0.675	NPC294693
Remote Similarity	0.6629	NPC328029
Remote Similarity	0.6575	NPC13470
Remote Similarity	0.6546	NPC14325
Remote Similarity	0.6546	NPC28848
Remote Similarity	0.6545	NPC91895
Remote Similarity	0.6534	NPC29702
Remote Similarity	0.6517	NPC129909
Remote Similarity	0.6517	NPC127647
Remote Similarity	0.6486	NPC107287
Remote Similarity	0.6486	NPC312860
Remote Similarity	0.6474	NPC477975
Remote Similarity	0.6452	NPC263455
Remote Similarity	0.6452	NPC75135
Remote Similarity	0.6432	NPC472260
Remote Similarity	0.6418	NPC182814
Remote Similarity	0.6417	NPC169586
Remote Similarity	0.64	NPC311858
Remote Similarity	0.6398	NPC316403
Remote Similarity	0.6396	NPC24864
Remote Similarity	0.6393	NPC302159
Remote Similarity	0.6382	NPC470003
Remote Similarity	0.6374	NPC471323
Remote Similarity	0.6364	NPC209362
Remote Similarity	0.6354	NPC41717
Remote Similarity	0.6341	NPC135950
Remote Similarity	0.6313	NPC114310
Remote Similarity	0.6313	NPC472288
Remote Similarity	0.6313	NPC65408
Remote Similarity	0.6307	NPC256893
Remote Similarity	0.6305	NPC122427
Remote Similarity	0.6305	NPC329961
Remote Similarity	0.6298	NPC103361
Remote Similarity	0.6298	NPC192674
Remote Similarity	0.6296	NPC213914
Remote Similarity	0.629	NPC478141
Remote Similarity	0.6287	NPC328798
Remote Similarity	0.6276	NPC469938
Remote Similarity	0.627	NPC112741
Remote Similarity	0.627	NPC477974
Remote Similarity	0.6269	NPC318020
Remote Similarity	0.6263	NPC11126
Remote Similarity	0.6262	NPC20593
Remote Similarity	0.6256	NPC61435
Remote Similarity	0.625	NPC478182
Remote Similarity	0.625	NPC161143
Remote Similarity	0.6244	NPC165538
Remote Similarity	0.6231	NPC317010
Remote Similarity	0.623	NPC473706
Remote Similarity	0.6227	NPC313804
Remote Similarity	0.6227	NPC315804
Remote Similarity	0.6219	NPC228835
Remote Similarity	0.6216	NPC253987
Remote Similarity	0.6212	NPC83774
Remote Similarity	0.6205	NPC473901
Remote Similarity	0.6195	NPC473763
Remote Similarity	0.6195	NPC117244
Remote Similarity	0.6181	NPC12649
Remote Similarity	0.6173	NPC273532
Remote Similarity	0.6173	NPC249614
Remote Similarity	0.6172	NPC239954
Remote Similarity	0.6169	NPC325093
Remote Similarity	0.6168	NPC156044
Remote Similarity	0.6163	NPC56856
Remote Similarity	0.6162	NPC167400
Remote Similarity	0.615	NPC73994
Remote Similarity	0.615	NPC61011
Remote Similarity	0.6143	NPC50997
Remote Similarity	0.6143	NPC160127
Remote Similarity	0.6139	NPC46895
Remote Similarity	0.6139	NPC207851
Remote Similarity	0.6136	NPC313823
Remote Similarity	0.6135	NPC198673
Remote Similarity	0.6127	NPC325775
Remote Similarity	0.6114	NPC135488
Remote Similarity	0.6108	NPC159630
Remote Similarity	0.6108	NPC230085
Remote Similarity	0.6106	NPC186351
Remote Similarity	0.6103	NPC475920
Remote Similarity	0.6103	NPC470509
Remote Similarity	0.6101	NPC31385
Remote Similarity	0.6101	NPC110602
Remote Similarity	0.6101	NPC75726
Remote Similarity	0.6098	NPC255909
Remote Similarity	0.6096	NPC105811
Remote Similarity	0.6095	NPC168911
Remote Similarity	0.6095	NPC212213
Remote Similarity	0.6094	NPC293487
Remote Similarity	0.6089	NPC327373
Remote Similarity	0.6089	NPC163055
Remote Similarity	0.6089	NPC19170
Remote Similarity	0.6082	NPC11863
Remote Similarity	0.608	NPC471313
Remote Similarity	0.608	NPC476419
Remote Similarity	0.608	NPC212125
Remote Similarity	0.608	NPC471311
Remote Similarity	0.6078	NPC94752
Remote Similarity	0.6077	NPC109922
Remote Similarity	0.6075	NPC25442
Remote Similarity	0.6075	NPC467188
Remote Similarity	0.6075	NPC12944
Remote Similarity	0.6075	NPC473239
Remote Similarity	0.6071	NPC315388
Remote Similarity	0.6066	NPC123395
Remote Similarity	0.6061	NPC477976
Remote Similarity	0.6051	NPC473886
Remote Similarity	0.605	NPC248454
Remote Similarity	0.6049	NPC206251
Remote Similarity	0.6049	NPC74382
Remote Similarity	0.6049	NPC17059
Remote Similarity	0.6048	NPC272483
Remote Similarity	0.6045	NPC471589
Remote Similarity	0.6042	NPC138018
Remote Similarity	0.6041	NPC116961
Remote Similarity	0.6037	NPC478158
Remote Similarity	0.6036	NPC281049
Remote Similarity	0.603	NPC469529
Remote Similarity	0.6029	NPC280290
Remote Similarity	0.6028	NPC138562
Remote Similarity	0.6027	NPC318299
Remote Similarity	0.602	NPC478183
Remote Similarity	0.6019	NPC248782
Remote Similarity	0.601	NPC322043
Remote Similarity	0.6009	NPC297862
Remote Similarity	0.6009	NPC98864
Remote Similarity	0.6	NPC317752
Remote Similarity	0.6	NPC478184
Remote Similarity	0.6	NPC322488
Remote Similarity	0.5991	NPC293917
Remote Similarity	0.599	NPC469489
Remote Similarity	0.5989	NPC165370
Remote Similarity	0.5982	NPC124636
Remote Similarity	0.598	NPC165495
Remote Similarity	0.5973	NPC64216
Remote Similarity	0.5973	NPC476817
Remote Similarity	0.5969	NPC281094
Remote Similarity	0.5962	NPC79223
Remote Similarity	0.596	NPC32534
Remote Similarity	0.5959	NPC299594
Remote Similarity	0.5955	NPC193370
Remote Similarity	0.5953	NPC75498
Remote Similarity	0.5953	NPC476252
Remote Similarity	0.5949	NPC478185
Remote Similarity	0.5949	NPC71079
Remote Similarity	0.5946	NPC177996
Remote Similarity	0.5946	NPC147983
Remote Similarity	0.5943	NPC290094
Remote Similarity	0.5942	NPC213629
Remote Similarity	0.594	NPC178664
Remote Similarity	0.5936	NPC123839
Remote Similarity	0.5928	NPC316181
Remote Similarity	0.5928	NPC74562
Remote Similarity	0.5928	NPC151781
Remote Similarity	0.5926	NPC469563
Remote Similarity	0.5924	NPC77061
Remote Similarity	0.5922	NPC71236
Remote Similarity	0.5921	NPC24370
Remote Similarity	0.5921	NPC319232
Remote Similarity	0.592	NPC182570
Remote Similarity	0.592	NPC48564
Remote Similarity	0.592	NPC265605
Remote Similarity	0.5918	NPC474217
Remote Similarity	0.5916	NPC70406
Remote Similarity	0.5912	NPC330326
Remote Similarity	0.5907	NPC57398
Remote Similarity	0.5907	NPC316224
Remote Similarity	0.5905	NPC63279
Remote Similarity	0.5901	NPC478157
Remote Similarity	0.5899	NPC306397
Remote Similarity	0.5893	NPC314270
Remote Similarity	0.5892	NPC313587
Remote Similarity	0.5892	NPC315893
Remote Similarity	0.5892	NPC316110
Remote Similarity	0.5892	NPC468984
Remote Similarity	0.589	NPC475350
Remote Similarity	0.589	NPC14877
Remote Similarity	0.589	NPC477548
Remote Similarity	0.589	NPC145178
Remote Similarity	0.5888	NPC85918
Remote Similarity	0.5885	NPC200214
Remote Similarity	0.5885	NPC251391
Remote Similarity	0.5882	NPC251036
Remote Similarity	0.588	NPC297642
Remote Similarity	0.5879	NPC65080
Remote Similarity	0.5877	NPC106235
Remote Similarity	0.5877	NPC239660
Remote Similarity	0.5876	NPC469897
Remote Similarity	0.5874	NPC470731
Remote Similarity	0.5874	NPC96016
Remote Similarity	0.5874	NPC311282
Remote Similarity	0.5874	NPC470732
Remote Similarity	0.5872	NPC297486
Remote Similarity	0.5872	NPC471402
Remote Similarity	0.5872	NPC240136

Drug Structure

NPD2417 OpenBabel08211702172D 30 32 0 0 1 0 0 0 0 0999 V2000 3.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 1.4495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 2.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0353 2.8637 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 -1.9319 -0.4824 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 2.7321 -0.0000 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 -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 -2.0012 3.1225 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 5.3301 -1.5000 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 4.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 0.2247 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 1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 18 2 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 26 1 0 0 0 0 7 10 1 0 0 0 0 7 28 1 0 0 0 0 8 12 1 0 0 0 0 8 27 1 0 0 0 0 9 21 2 0 0 0 0 9 26 1 0 0 0 0 10 14 2 0 0 0 0 11 27 1 0 0 0 0 12 19 2 3 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 6 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 15 23 2 0 0 0 0 16 20 1 0 0 0 0 16 28 1 6 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 22 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001160
DrugBank	DB01139
ChEMBL	CHEMBL1599
IUPHAR/BPS
PharmaGKB	PA164749340
KEGG Drug
PubChem CID	30699
ChEBI	554446
CAS Number	21593-23-7

Drug Properties

Molecular Weight	423.06
ALogP	-0.2343
MLogP	2.12
XLogP	-0.079
HDA	9
HBD	2
Rotatable Bonds	11
TPSA	179.99
RO5 Violation	0