NPASS drugs

Drug Information

Drug ID:	NPD5185
Drug Name:	Anileridine
Molecular Formula:	C22H28N2O2
Canonical SMILES:	CCOC(=O)C1(CCN(CC1)CCc1ccc(cc1)N)c1ccccc1
Standard InCHI:	InChI=1S/C22H28N2O2/c1-2-26-21(25)22(19-6-4-3-5-7-19)13-16-24(17-14-22)15-12-18-8-10-20(23)11-9-18/h3-11H,2,12-17,23H2,1H3
Standard InCHIKey:	LKYQLAWMNBFNJT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5185

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	109
0.1-0.2	713
0.2-0.3	2541
0.3-0.4	9145
0.4-0.5	13638
0.5-0.6	4127
0.6-0.7	564
0.7-0.8	52
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	0.808	NPC158854
Intermediate Similarity	0.7639	NPC319645
Intermediate Similarity	0.75	NPC176983
Intermediate Similarity	0.7468	NPC29285
Intermediate Similarity	0.7448	NPC287358
Intermediate Similarity	0.7419	NPC61013
Intermediate Similarity	0.7403	NPC473297
Intermediate Similarity	0.7403	NPC161827
Intermediate Similarity	0.7389	NPC282339
Intermediate Similarity	0.7389	NPC99632
Intermediate Similarity	0.7372	NPC193410
Intermediate Similarity	0.7355	NPC63370
Intermediate Similarity	0.7355	NPC36836
Intermediate Similarity	0.7325	NPC201424
Intermediate Similarity	0.7325	NPC248117
Intermediate Similarity	0.7308	NPC153694
Intermediate Similarity	0.7308	NPC211525
Intermediate Similarity	0.7286	NPC474926
Intermediate Similarity	0.7278	NPC286871
Intermediate Similarity	0.7261	NPC97380
Intermediate Similarity	0.7261	NPC310403
Intermediate Similarity	0.7261	NPC148468
Intermediate Similarity	0.7261	NPC263709
Intermediate Similarity	0.7261	NPC243673
Intermediate Similarity	0.7261	NPC63210
Intermediate Similarity	0.725	NPC278887
Intermediate Similarity	0.7219	NPC181928
Intermediate Similarity	0.7197	NPC123241
Intermediate Similarity	0.717	NPC472121
Intermediate Similarity	0.7152	NPC36495
Intermediate Similarity	0.7135	NPC473298
Intermediate Similarity	0.7115	NPC478076
Intermediate Similarity	0.7107	NPC225319
Intermediate Similarity	0.7101	NPC226143
Intermediate Similarity	0.7099	NPC167724
Intermediate Similarity	0.7099	NPC223595
Intermediate Similarity	0.7099	NPC224970
Intermediate Similarity	0.7089	NPC113946
Intermediate Similarity	0.7081	NPC470069
Intermediate Similarity	0.7081	NPC52059
Intermediate Similarity	0.7073	NPC177261
Intermediate Similarity	0.7073	NPC476425
Intermediate Similarity	0.7071	NPC213126
Intermediate Similarity	0.7071	NPC84281
Intermediate Similarity	0.7071	NPC291027
Intermediate Similarity	0.7071	NPC169485
Intermediate Similarity	0.7071	NPC317474
Intermediate Similarity	0.7063	NPC293458
Intermediate Similarity	0.7037	NPC214960
Intermediate Similarity	0.7037	NPC279527
Intermediate Similarity	0.7032	NPC473329
Intermediate Similarity	0.7	NPC309531
Intermediate Similarity	0.7	NPC472102
Remote Similarity	0.6988	NPC203202
Remote Similarity	0.6988	NPC264482
Remote Similarity	0.6982	NPC470317
Remote Similarity	0.6982	NPC159963
Remote Similarity	0.6971	NPC34717
Remote Similarity	0.697	NPC21752
Remote Similarity	0.697	NPC276993
Remote Similarity	0.697	NPC181138
Remote Similarity	0.697	NPC298851
Remote Similarity	0.697	NPC210415
Remote Similarity	0.697	NPC293255
Remote Similarity	0.697	NPC285622
Remote Similarity	0.6947	NPC476198
Remote Similarity	0.6946	NPC186669
Remote Similarity	0.6939	NPC313663
Remote Similarity	0.6936	NPC329858
Remote Similarity	0.6905	NPC218594
Remote Similarity	0.6905	NPC6974
Remote Similarity	0.6905	NPC99043
Remote Similarity	0.6901	NPC473007
Remote Similarity	0.6897	NPC122235
Remote Similarity	0.6894	NPC143457
Remote Similarity	0.6893	NPC90967
Remote Similarity	0.6887	NPC315051
Remote Similarity	0.6887	NPC472243
Remote Similarity	0.6886	NPC476441
Remote Similarity	0.6882	NPC477159
Remote Similarity	0.6871	NPC472106
Remote Similarity	0.6853	NPC226794
Remote Similarity	0.6852	NPC472120
Remote Similarity	0.6852	NPC472101
Remote Similarity	0.6846	NPC173295
Remote Similarity	0.6842	NPC471742
Remote Similarity	0.6826	NPC13367
Remote Similarity	0.6824	NPC475962
Remote Similarity	0.6821	NPC14994
Remote Similarity	0.6818	NPC472103
Remote Similarity	0.6806	NPC470343
Remote Similarity	0.6806	NPC472244
Remote Similarity	0.6803	NPC314098
Remote Similarity	0.6802	NPC52262
Remote Similarity	0.68	NPC25401
Remote Similarity	0.6797	NPC472241
Remote Similarity	0.6796	NPC162730
Remote Similarity	0.679	NPC474058
Remote Similarity	0.6786	NPC229353
Remote Similarity	0.6766	NPC96901
Remote Similarity	0.6761	NPC55493
Remote Similarity	0.6759	NPC322433
Remote Similarity	0.6748	NPC472117
Remote Similarity	0.6746	NPC476326
Remote Similarity	0.6743	NPC314333
Remote Similarity	0.6743	NPC473008
Remote Similarity	0.6743	NPC313293
Remote Similarity	0.6735	NPC69496
Remote Similarity	0.6731	NPC472100
Remote Similarity	0.6731	NPC264589
Remote Similarity	0.6728	NPC469461
Remote Similarity	0.6727	NPC472114
Remote Similarity	0.6727	NPC472115
Remote Similarity	0.6726	NPC469726
Remote Similarity	0.6726	NPC329338
Remote Similarity	0.6724	NPC21425
Remote Similarity	0.6718	NPC291610
Remote Similarity	0.6713	NPC268534
Remote Similarity	0.671	NPC190945
Remote Similarity	0.6707	NPC189116
Remote Similarity	0.6703	NPC474116
Remote Similarity	0.669	NPC474847
Remote Similarity	0.669	NPC150323
Remote Similarity	0.6689	NPC471123
Remote Similarity	0.6687	NPC469462
Remote Similarity	0.6667	NPC243162
Remote Similarity	0.6667	NPC472242
Remote Similarity	0.6667	NPC253476
Remote Similarity	0.6667	NPC57051
Remote Similarity	0.6667	NPC116519
Remote Similarity	0.6647	NPC472118
Remote Similarity	0.6647	NPC97584
Remote Similarity	0.6646	NPC469741
Remote Similarity	0.6644	NPC136453
Remote Similarity	0.6644	NPC65310
Remote Similarity	0.6643	NPC257490
Remote Similarity	0.664	NPC9822
Remote Similarity	0.6627	NPC182131
Remote Similarity	0.6626	NPC471122
Remote Similarity	0.6624	NPC478039
Remote Similarity	0.6622	NPC314431
Remote Similarity	0.6622	NPC472245
Remote Similarity	0.6621	NPC317758
Remote Similarity	0.6621	NPC285394
Remote Similarity	0.6621	NPC192533
Remote Similarity	0.6615	NPC322598
Remote Similarity	0.6608	NPC321211
Remote Similarity	0.6601	NPC469560
Remote Similarity	0.66	NPC245836
Remote Similarity	0.66	NPC233910
Remote Similarity	0.6599	NPC89923
Remote Similarity	0.6599	NPC105114
Remote Similarity	0.6599	NPC71933
Remote Similarity	0.6599	NPC307437
Remote Similarity	0.6599	NPC58827
Remote Similarity	0.6599	NPC239990
Remote Similarity	0.6599	NPC152850
Remote Similarity	0.6599	NPC72473
Remote Similarity	0.6599	NPC478079
Remote Similarity	0.6597	NPC26285
Remote Similarity	0.6587	NPC191444
Remote Similarity	0.6581	NPC475128
Remote Similarity	0.6579	NPC478140
Remote Similarity	0.6575	NPC205946
Remote Similarity	0.6569	NPC319579
Remote Similarity	0.6568	NPC251212
Remote Similarity	0.6568	NPC139085
Remote Similarity	0.6568	NPC214626
Remote Similarity	0.6567	NPC473418
Remote Similarity	0.6567	NPC167336
Remote Similarity	0.6566	NPC471124
Remote Similarity	0.6562	NPC314223
Remote Similarity	0.656	NPC30445
Remote Similarity	0.6558	NPC130251
Remote Similarity	0.6558	NPC242933
Remote Similarity	0.6556	NPC313352
Remote Similarity	0.6554	NPC5630
Remote Similarity	0.6552	NPC472119
Remote Similarity	0.6538	NPC308197
Remote Similarity	0.6532	NPC476428
Remote Similarity	0.6531	NPC252794
Remote Similarity	0.6524	NPC276085
Remote Similarity	0.6519	NPC470579
Remote Similarity	0.6516	NPC43477
Remote Similarity	0.6514	NPC469460
Remote Similarity	0.6514	NPC259626
Remote Similarity	0.6514	NPC472209
Remote Similarity	0.6509	NPC318183
Remote Similarity	0.6508	NPC176858
Remote Similarity	0.6506	NPC313757
Remote Similarity	0.6503	NPC214428
Remote Similarity	0.6503	NPC177684
Remote Similarity	0.6503	NPC291962
Remote Similarity	0.6503	NPC477156
Remote Similarity	0.6503	NPC477157
Remote Similarity	0.65	NPC230313
Remote Similarity	0.6497	NPC284706
Remote Similarity	0.6493	NPC38262
Remote Similarity	0.6491	NPC471743
Remote Similarity	0.6488	NPC470971

Drug Structure

NPD5185 OpenBabel08211706322D 28 30 0 0 0 0 0 0 0 0999 V2000 -0.3893 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3178 -2.4142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1121 0.8263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1882 1.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2426 -0.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3949 0.6002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4493 -0.7739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5254 -0.3912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9909 -1.9659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 N 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 2.9568 -2.2247 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2838 -2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 16 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 24 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001135
DrugBank	DB00913
ChEMBL	CHEMBL1201347
IUPHAR/BPS	7115
PharmaGKB	PA164768817
KEGG Drug
PubChem CID	8944
ChEBI	61203
CAS Number	144-14-9

Drug Properties

Molecular Weight	352.22
ALogP	-0.0433
MLogP	3.44
XLogP	5.434
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	55.56
RO5 Violation	1