NPASS drugs

Drug Information

Drug ID:	NPD4960
Drug Name:	Cefpirome
Molecular Formula:	C22H22N6O5S2
Canonical SMILES:	CO/N=C(/c1csc(=N)[nH]1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1cccc2c1CCC2)O
Standard InCHI:	InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1
Standard InCHIKey:	DKOQGJHPHLTOJR-WHRDSVKCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4960

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	280
0.1-0.2	3220
0.2-0.3	16940
0.3-0.4	6416
0.4-0.5	1791
0.5-0.6	1893
0.6-0.7	348
0.7-0.8	2
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	0.7931	NPC143325
Intermediate Similarity	0.7115	NPC294693
Remote Similarity	0.6963	NPC182507
Remote Similarity	0.6898	NPC214827
Remote Similarity	0.6898	NPC314930
Remote Similarity	0.6828	NPC476817
Remote Similarity	0.6804	NPC475024
Remote Similarity	0.6798	NPC19170
Remote Similarity	0.6784	NPC478141
Remote Similarity	0.6766	NPC91895
Remote Similarity	0.6749	NPC469938
Remote Similarity	0.6744	NPC313421
Remote Similarity	0.6743	NPC473376
Remote Similarity	0.6741	NPC177996
Remote Similarity	0.6741	NPC147983
Remote Similarity	0.6732	NPC11126
Remote Similarity	0.6719	NPC13470
Remote Similarity	0.671	NPC297862
Remote Similarity	0.6683	NPC228835
Remote Similarity	0.6682	NPC31385
Remote Similarity	0.6682	NPC110602
Remote Similarity	0.6682	NPC75726
Remote Similarity	0.6681	NPC64216
Remote Similarity	0.6667	NPC293917
Remote Similarity	0.6651	NPC473763
Remote Similarity	0.6651	NPC117244
Remote Similarity	0.6638	NPC253987
Remote Similarity	0.6619	NPC94752
Remote Similarity	0.6618	NPC24864
Remote Similarity	0.6603	NPC470003
Remote Similarity	0.6603	NPC165495
Remote Similarity	0.6596	NPC63279
Remote Similarity	0.6588	NPC17059
Remote Similarity	0.6584	NPC41717
Remote Similarity	0.6584	NPC478030
Remote Similarity	0.6578	NPC54744
Remote Similarity	0.6568	NPC297642
Remote Similarity	0.656	NPC470497
Remote Similarity	0.6557	NPC213629
Remote Similarity	0.6553	NPC89987
Remote Similarity	0.6545	NPC476252
Remote Similarity	0.6544	NPC470499
Remote Similarity	0.6538	NPC16659
Remote Similarity	0.6522	NPC248454
Remote Similarity	0.6522	NPC473380
Remote Similarity	0.6522	NPC240088
Remote Similarity	0.652	NPC470732
Remote Similarity	0.652	NPC470731
Remote Similarity	0.6516	NPC477630
Remote Similarity	0.6516	NPC477635
Remote Similarity	0.6505	NPC469529
Remote Similarity	0.6494	NPC327095
Remote Similarity	0.6494	NPC312942
Remote Similarity	0.6493	NPC280290
Remote Similarity	0.649	NPC265710
Remote Similarity	0.6485	NPC478182
Remote Similarity	0.6476	NPC163055
Remote Similarity	0.6468	NPC248782
Remote Similarity	0.6468	NPC473640
Remote Similarity	0.6468	NPC212213
Remote Similarity	0.6468	NPC476143
Remote Similarity	0.6468	NPC314056
Remote Similarity	0.6466	NPC40455
Remote Similarity	0.646	NPC471194
Remote Similarity	0.646	NPC153980
Remote Similarity	0.646	NPC6865
Remote Similarity	0.646	NPC471193
Remote Similarity	0.6455	NPC98864
Remote Similarity	0.6447	NPC471192
Remote Similarity	0.6442	NPC14325
Remote Similarity	0.6442	NPC28848
Remote Similarity	0.6441	NPC469563
Remote Similarity	0.6435	NPC315804
Remote Similarity	0.6435	NPC313804
Remote Similarity	0.6422	NPC49217
Remote Similarity	0.642	NPC478012
Remote Similarity	0.642	NPC478011
Remote Similarity	0.6419	NPC129909
Remote Similarity	0.6416	NPC320968
Remote Similarity	0.6416	NPC72956
Remote Similarity	0.6414	NPC472260
Remote Similarity	0.6404	NPC478184
Remote Similarity	0.64	NPC478158
Remote Similarity	0.6395	NPC314176
Remote Similarity	0.6394	NPC476419
Remote Similarity	0.6393	NPC171317
Remote Similarity	0.6393	NPC239954
Remote Similarity	0.6392	NPC478013
Remote Similarity	0.6388	NPC75634
Remote Similarity	0.6384	NPC316403
Remote Similarity	0.638	NPC475506
Remote Similarity	0.638	NPC300183
Remote Similarity	0.6372	NPC220594
Remote Similarity	0.6372	NPC469562
Remote Similarity	0.6368	NPC207851
Remote Similarity	0.6364	NPC83774
Remote Similarity	0.6364	NPC100321
Remote Similarity	0.6364	NPC192674
Remote Similarity	0.6359	NPC198673
Remote Similarity	0.6359	NPC32534
Remote Similarity	0.6352	NPC155444
Remote Similarity	0.6351	NPC155143
Remote Similarity	0.635	NPC209362
Remote Similarity	0.6348	NPC477416
Remote Similarity	0.6348	NPC79386
Remote Similarity	0.6345	NPC477516
Remote Similarity	0.6345	NPC165743
Remote Similarity	0.6344	NPC54981
Remote Similarity	0.6337	NPC293487
Remote Similarity	0.6335	NPC328029
Remote Similarity	0.6333	NPC12649
Remote Similarity	0.6332	NPC478157
Remote Similarity	0.6329	NPC273532
Remote Similarity	0.6324	NPC162268
Remote Similarity	0.632	NPC281049
Remote Similarity	0.6318	NPC168911
Remote Similarity	0.6311	NPC323927
Remote Similarity	0.6308	NPC469359
Remote Similarity	0.6308	NPC476527
Remote Similarity	0.6308	NPC311858
Remote Similarity	0.6303	NPC61011
Remote Similarity	0.6303	NPC314281
Remote Similarity	0.6303	NPC40530
Remote Similarity	0.6303	NPC475969
Remote Similarity	0.6303	NPC474877
Remote Similarity	0.6303	NPC73994
Remote Similarity	0.6303	NPC91179
Remote Similarity	0.6303	NPC475859
Remote Similarity	0.6302	NPC65408
Remote Similarity	0.63	NPC312860
Remote Similarity	0.63	NPC200214
Remote Similarity	0.6298	NPC477976
Remote Similarity	0.6296	NPC471322
Remote Similarity	0.6295	NPC473239
Remote Similarity	0.6291	NPC46895
Remote Similarity	0.629	NPC123395
Remote Similarity	0.629	NPC103361
Remote Similarity	0.6287	NPC299594
Remote Similarity	0.6283	NPC469578
Remote Similarity	0.6278	NPC57398
Remote Similarity	0.6275	NPC225018
Remote Similarity	0.6271	NPC319232
Remote Similarity	0.6271	NPC24370
Remote Similarity	0.6266	NPC478028
Remote Similarity	0.6265	NPC153400
Remote Similarity	0.6263	NPC477974
Remote Similarity	0.6262	NPC470509
Remote Similarity	0.6262	NPC478183
Remote Similarity	0.6262	NPC311282
Remote Similarity	0.6261	NPC477175
Remote Similarity	0.6261	NPC470729
Remote Similarity	0.6261	NPC470730
Remote Similarity	0.6261	NPC477176
Remote Similarity	0.6256	NPC135950
Remote Similarity	0.625	NPC29702
Remote Similarity	0.6245	NPC186351
Remote Similarity	0.6244	NPC469813
Remote Similarity	0.6244	NPC78375
Remote Similarity	0.6244	NPC476446
Remote Similarity	0.6239	NPC54420
Remote Similarity	0.6237	NPC468984
Remote Similarity	0.6234	NPC477177
Remote Similarity	0.6233	NPC471944
Remote Similarity	0.6232	NPC315388
Remote Similarity	0.6225	NPC313587
Remote Similarity	0.6225	NPC315893
Remote Similarity	0.6225	NPC316110
Remote Similarity	0.6222	NPC88115
Remote Similarity	0.6221	NPC329961
Remote Similarity	0.6221	NPC122427
Remote Similarity	0.6219	NPC281094
Remote Similarity	0.6218	NPC56109
Remote Similarity	0.6218	NPC191382
Remote Similarity	0.6214	NPC477975
Remote Similarity	0.6214	NPC478029
Remote Similarity	0.6211	NPC71238
Remote Similarity	0.6211	NPC266249
Remote Similarity	0.6211	NPC256893
Remote Similarity	0.6211	NPC476524
Remote Similarity	0.6209	NPC68354
Remote Similarity	0.6207	NPC213914
Remote Similarity	0.6207	NPC212742
Remote Similarity	0.6205	NPC106757
Remote Similarity	0.6195	NPC478185
Remote Similarity	0.6194	NPC477420
Remote Similarity	0.6194	NPC477418
Remote Similarity	0.6193	NPC210123
Remote Similarity	0.6188	NPC263455
Remote Similarity	0.6184	NPC223791
Remote Similarity	0.6184	NPC162860
Remote Similarity	0.6184	NPC107077
Remote Similarity	0.6179	NPC248041
Remote Similarity	0.6179	NPC283219
Remote Similarity	0.6179	NPC126709
Remote Similarity	0.6179	NPC248462
Remote Similarity	0.6178	NPC138562
Remote Similarity	0.6176	NPC476491
Remote Similarity	0.6176	NPC244536
Remote Similarity	0.6175	NPC314882
Remote Similarity	0.6175	NPC182814

Drug Structure

NPD4960 OpenBabel08211706322D 38 42 0 0 1 0 0 0 0 0999 V2000 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1277 -2.5827 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 -5.1222 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7210 -1.6691 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 -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 3.6749 -0.8529 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 -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 -4.4641 -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 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 1.6730 -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 4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8841 1.4348 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 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 1.2247 0.2247 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 1.4836 1.1907 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 4.5136 -0.3082 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5257 2.3684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7115 1.5487 0.0000 H 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 33 1 0 0 0 0 2 4 1 0 0 0 0 2 6 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 11 1 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 27 2 0 0 0 0 8 12 1 0 0 0 0 8 27 1 0 0 0 0 9 12 1 0 0 0 0 9 34 1 0 0 0 0 10 13 2 0 0 0 0 10 35 1 0 0 0 0 11 14 2 0 0 0 0 12 17 2 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 27 1 0 0 0 0 15 18 1 0 0 0 0 15 26 2 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 16 25 1 1 0 0 0 17 21 1 0 0 0 0 17 28 1 0 0 0 0 18 25 2 3 0 0 0 18 29 1 0 0 0 0 19 28 1 0 0 0 0 19 30 2 0 0 0 0 20 28 1 0 0 0 0 20 34 1 1 0 0 0 21 31 2 0 0 0 0 21 32 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 26 33 1 0 0 0 0 29 38 1 0 0 0 0 M CHG 2 27 1 32 -1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	514.11
ALogP	-2.6586
MLogP	2.45
XLogP	2.222
HDA	8
HBD	3
Rotatable Bonds	10
TPSA	204.98
RO5 Violation	0