NPASS drugs

Drug Information

Drug ID:	NPD4178
Drug Name:	Remifentanil
Molecular Formula:	C20H28N2O5
Canonical SMILES:	COC(=O)C1(CCN(CC1)CCC(=O)OC)N(c1ccccc1)C(=O)CC
Standard InCHI:	InChI=1S/C20H28N2O5/c1-4-17(23)22(16-8-6-5-7-9-16)20(19(25)27-3)11-14-21(15-12-20)13-10-18(24)26-2/h5-9H,4,10-15H2,1-3H3
Standard InCHIKey:	ZTVQQQVZCWLTDF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4178

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	104
0.1-0.2	1458
0.2-0.3	10153
0.3-0.4	13437
0.4-0.5	4138
0.5-0.6	1412
0.6-0.7	187
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	0.7049	NPC291610
Remote Similarity	0.6905	NPC20322
Remote Similarity	0.6885	NPC75496
Remote Similarity	0.6866	NPC316582
Remote Similarity	0.6839	NPC225319
Remote Similarity	0.6821	NPC243756
Remote Similarity	0.6781	NPC470301
Remote Similarity	0.6731	NPC201424
Remote Similarity	0.6716	NPC228515
Remote Similarity	0.6694	NPC326792
Remote Similarity	0.6691	NPC322433
Remote Similarity	0.669	NPC287358
Remote Similarity	0.6645	NPC473329
Remote Similarity	0.6642	NPC31651
Remote Similarity	0.6605	NPC285622
Remote Similarity	0.6603	NPC113946
Remote Similarity	0.6601	NPC154602
Remote Similarity	0.6599	NPC130251
Remote Similarity	0.6571	NPC250476
Remote Similarity	0.6562	NPC472115
Remote Similarity	0.6562	NPC472114
Remote Similarity	0.6558	NPC122106
Remote Similarity	0.6545	NPC321211
Remote Similarity	0.6544	NPC291962
Remote Similarity	0.6544	NPC177684
Remote Similarity	0.6538	NPC469536
Remote Similarity	0.6538	NPC29285
Remote Similarity	0.6531	NPC469560
Remote Similarity	0.6516	NPC478076
Remote Similarity	0.6507	NPC471123
Remote Similarity	0.6496	NPC258531
Remote Similarity	0.6496	NPC161956
Remote Similarity	0.6496	NPC112373
Remote Similarity	0.6478	NPC472120
Remote Similarity	0.6478	NPC472101
Remote Similarity	0.6478	NPC282339
Remote Similarity	0.6478	NPC99632
Remote Similarity	0.645	NPC322621
Remote Similarity	0.6447	NPC478039
Remote Similarity	0.6443	NPC186284
Remote Similarity	0.6443	NPC43477
Remote Similarity	0.6443	NPC22082
Remote Similarity	0.6423	NPC226143
Remote Similarity	0.6415	NPC472102
Remote Similarity	0.6415	NPC309531
Remote Similarity	0.6402	NPC177261
Remote Similarity	0.6398	NPC472106
Remote Similarity	0.6389	NPC231382
Remote Similarity	0.6387	NPC314223
Remote Similarity	0.6387	NPC66936
Remote Similarity	0.6386	NPC14849
Remote Similarity	0.6383	NPC470343
Remote Similarity	0.6383	NPC472244
Remote Similarity	0.6375	NPC472117
Remote Similarity	0.637	NPC162417
Remote Similarity	0.637	NPC316104
Remote Similarity	0.6358	NPC214960
Remote Similarity	0.6358	NPC279527
Remote Similarity	0.6357	NPC473418
Remote Similarity	0.6357	NPC476198
Remote Similarity	0.6347	NPC131450
Remote Similarity	0.6347	NPC147298
Remote Similarity	0.6347	NPC475094
Remote Similarity	0.6347	NPC182057
Remote Similarity	0.6346	NPC285381
Remote Similarity	0.6343	NPC57051
Remote Similarity	0.6338	NPC136453
Remote Similarity	0.6335	NPC328270
Remote Similarity	0.6333	NPC301760
Remote Similarity	0.6331	NPC314192
Remote Similarity	0.6331	NPC257490
Remote Similarity	0.6319	NPC187231
Remote Similarity	0.6316	NPC314186
Remote Similarity	0.6294	NPC152850
Remote Similarity	0.6294	NPC105114
Remote Similarity	0.6294	NPC89923
Remote Similarity	0.6294	NPC71933
Remote Similarity	0.6294	NPC239990
Remote Similarity	0.6289	NPC61013
Remote Similarity	0.6273	NPC176983
Remote Similarity	0.627	NPC322598
Remote Similarity	0.6267	NPC315051
Remote Similarity	0.6265	NPC248862
Remote Similarity	0.6265	NPC328611
Remote Similarity	0.6258	NPC182131
Remote Similarity	0.625	NPC471122
Remote Similarity	0.625	NPC308197
Remote Similarity	0.625	NPC469537
Remote Similarity	0.625	NPC193410
Remote Similarity	0.6241	NPC254698
Remote Similarity	0.6235	NPC113056
Remote Similarity	0.6235	NPC138293
Remote Similarity	0.6216	NPC173295
Remote Similarity	0.6216	NPC300299
Remote Similarity	0.6213	NPC11149
Remote Similarity	0.6211	NPC248117
Remote Similarity	0.6207	NPC194562
Remote Similarity	0.6205	NPC476425
Remote Similarity	0.62	NPC239762
Remote Similarity	0.62	NPC163392
Remote Similarity	0.62	NPC319645
Remote Similarity	0.6196	NPC471124
Remote Similarity	0.6194	NPC254798
Remote Similarity	0.619	NPC14325
Remote Similarity	0.619	NPC28848
Remote Similarity	0.6188	NPC104345
Remote Similarity	0.6185	NPC14994
Remote Similarity	0.6182	NPC472118
Remote Similarity	0.6173	NPC286871
Remote Similarity	0.617	NPC39818
Remote Similarity	0.6168	NPC13367
Remote Similarity	0.6164	NPC161827
Remote Similarity	0.6164	NPC157311
Remote Similarity	0.6159	NPC204156
Remote Similarity	0.6158	NPC221687
Remote Similarity	0.6149	NPC301163
Remote Similarity	0.6145	NPC471648
Remote Similarity	0.6143	NPC179605
Remote Similarity	0.6143	NPC279385
Remote Similarity	0.614	NPC159963
Remote Similarity	0.6139	NPC117032
Remote Similarity	0.6135	NPC189116
Remote Similarity	0.6133	NPC122553
Remote Similarity	0.6131	NPC129624
Remote Similarity	0.6125	NPC63370
Remote Similarity	0.6125	NPC36836
Remote Similarity	0.6122	NPC8761
Remote Similarity	0.6122	NPC44805
Remote Similarity	0.6122	NPC53044
Remote Similarity	0.6121	NPC224970
Remote Similarity	0.6121	NPC223595
Remote Similarity	0.6121	NPC167724
Remote Similarity	0.6118	NPC475685
Remote Similarity	0.6114	NPC473298
Remote Similarity	0.6111	NPC143457
Remote Similarity	0.6111	NPC474058
Remote Similarity	0.6108	NPC96901
Remote Similarity	0.6099	NPC103292
Remote Similarity	0.6096	NPC314431
Remote Similarity	0.6093	NPC476475
Remote Similarity	0.6093	NPC83214
Remote Similarity	0.6087	NPC211525
Remote Similarity	0.6087	NPC123241
Remote Similarity	0.6087	NPC153694
Remote Similarity	0.6087	NPC222029
Remote Similarity	0.6074	NPC293458
Remote Similarity	0.6067	NPC325599
Remote Similarity	0.6057	NPC284706
Remote Similarity	0.6054	NPC314098
Remote Similarity	0.6053	NPC207554
Remote Similarity	0.6051	NPC242000
Remote Similarity	0.605	NPC134825
Remote Similarity	0.6049	NPC36495
Remote Similarity	0.6049	NPC310403
Remote Similarity	0.6049	NPC263709
Remote Similarity	0.6049	NPC276085
Remote Similarity	0.6049	NPC148468
Remote Similarity	0.6049	NPC63210
Remote Similarity	0.6049	NPC154478
Remote Similarity	0.6049	NPC243673
Remote Similarity	0.6049	NPC97380
Remote Similarity	0.6047	NPC477159
Remote Similarity	0.6047	NPC143533
Remote Similarity	0.6045	NPC158854
Remote Similarity	0.604	NPC313352
Remote Similarity	0.604	NPC253476
Remote Similarity	0.6036	NPC476441
Remote Similarity	0.6034	NPC311858
Remote Similarity	0.6028	NPC302169
Remote Similarity	0.6027	NPC150863
Remote Similarity	0.6027	NPC209389
Remote Similarity	0.6026	NPC92784
Remote Similarity	0.6026	NPC476133
Remote Similarity	0.6026	NPC178662
Remote Similarity	0.6026	NPC470884
Remote Similarity	0.6026	NPC324445
Remote Similarity	0.6026	NPC98424
Remote Similarity	0.6025	NPC84317
Remote Similarity	0.6025	NPC315257
Remote Similarity	0.6014	NPC207428
Remote Similarity	0.6013	NPC471164
Remote Similarity	0.6012	NPC68650
Remote Similarity	0.6012	NPC477976
Remote Similarity	0.6012	NPC27904
Remote Similarity	0.6012	NPC470003
Remote Similarity	0.6	NPC52059
Remote Similarity	0.6	NPC220698
Remote Similarity	0.6	NPC470069
Remote Similarity	0.5987	NPC65408
Remote Similarity	0.5986	NPC280807
Remote Similarity	0.5986	NPC472245
Remote Similarity	0.5984	NPC17497
Remote Similarity	0.5984	NPC305602
Remote Similarity	0.5976	NPC470548
Remote Similarity	0.5972	NPC192533
Remote Similarity	0.5971	NPC470544
Remote Similarity	0.5971	NPC239357
Remote Similarity	0.5965	NPC6974
Remote Similarity	0.5963	NPC473297
Remote Similarity	0.596	NPC267508

Drug Structure

NPD4178 OpenBabel08211704332D 27 28 0 0 0 0 0 0 0 0999 V2000 2.2497 -4.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 1.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9385 -4.1408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2497 -3.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9817 -0.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9817 -1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1157 -0.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1157 -2.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2497 -0.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 0.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9659 -0.2588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2497 -1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3837 -3.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 2.1907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2757 -2.5406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3837 -2.4319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -3.9319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 2.8978 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1996 -2.1579 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 2.4495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 -3.5321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 17 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 14 1 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 22 1 0 0 0 0 17 23 2 0 0 0 0 18 24 2 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 19 27 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000264
DrugBank	DB00899
ChEMBL	CHEMBL1005
IUPHAR/BPS	7292
PharmaGKB	PA451232
KEGG Drug
PubChem CID	60815
ChEBI	8802
CAS Number	132875-61-7

Drug Properties

Molecular Weight	376.20
ALogP	-1.3044
MLogP	2.89
XLogP	2.361
HDA	7
HBD	0
Rotatable Bonds	13
TPSA	76.15
RO5 Violation	0