NPASS drugs

Drug Information

Drug ID:	NPD7231
Drug Name:	Loperamide
Molecular Formula:	C29H33ClN2O2
Canonical SMILES:	Clc1ccc(cc1)C1(O)CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3
Standard InCHIKey:	RDOIQAHITMMDAJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7231

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	124
0.1-0.2	882
0.2-0.3	2396
0.3-0.4	8875
0.4-0.5	13080
0.5-0.6	5299
0.6-0.7	211
0.7-0.8	22
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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	NPC316906
Intermediate Similarity	0.7746	NPC313663
Intermediate Similarity	0.7305	NPC285394
Intermediate Similarity	0.7192	NPC257390
Intermediate Similarity	0.709	NPC65855
Intermediate Similarity	0.709	NPC292758
Intermediate Similarity	0.7047	NPC49577
Intermediate Similarity	0.7047	NPC9687
Intermediate Similarity	0.7047	NPC474787
Intermediate Similarity	0.7047	NPC90194
Intermediate Similarity	0.7047	NPC474855
Intermediate Similarity	0.7047	NPC293377
Intermediate Similarity	0.7047	NPC118099
Intermediate Similarity	0.7047	NPC476102
Intermediate Similarity	0.7047	NPC273907
Intermediate Similarity	0.7047	NPC76785
Intermediate Similarity	0.7047	NPC475598
Intermediate Similarity	0.7047	NPC151706
Intermediate Similarity	0.7047	NPC475318
Intermediate Similarity	0.7047	NPC260045
Intermediate Similarity	0.7047	NPC79465
Intermediate Similarity	0.7047	NPC474811
Intermediate Similarity	0.7007	NPC120251
Remote Similarity	0.6957	NPC471318
Remote Similarity	0.6933	NPC473360
Remote Similarity	0.6863	NPC150712
Remote Similarity	0.6838	NPC158854
Remote Similarity	0.6797	NPC153007
Remote Similarity	0.6788	NPC313981
Remote Similarity	0.6757	NPC469666
Remote Similarity	0.6757	NPC17374
Remote Similarity	0.6755	NPC474473
Remote Similarity	0.6741	NPC45033
Remote Similarity	0.6735	NPC65310
Remote Similarity	0.6667	NPC473418
Remote Similarity	0.6596	NPC33742
Remote Similarity	0.6584	NPC233702
Remote Similarity	0.6577	NPC305717
Remote Similarity	0.6575	NPC169485
Remote Similarity	0.6575	NPC291027
Remote Similarity	0.6575	NPC317474
Remote Similarity	0.6575	NPC213126
Remote Similarity	0.6575	NPC84281
Remote Similarity	0.6556	NPC259665
Remote Similarity	0.6556	NPC89769
Remote Similarity	0.6556	NPC126859
Remote Similarity	0.6554	NPC4974
Remote Similarity	0.6548	NPC471124
Remote Similarity	0.6547	NPC95126
Remote Similarity	0.6547	NPC475002
Remote Similarity	0.6533	NPC81092
Remote Similarity	0.6533	NPC111428
Remote Similarity	0.6533	NPC473322
Remote Similarity	0.6533	NPC103605
Remote Similarity	0.6525	NPC35850
Remote Similarity	0.6525	NPC276949
Remote Similarity	0.6506	NPC471122
Remote Similarity	0.6471	NPC244866
Remote Similarity	0.6467	NPC210950
Remote Similarity	0.6467	NPC199738
Remote Similarity	0.6463	NPC109151
Remote Similarity	0.646	NPC254798
Remote Similarity	0.6458	NPC470545
Remote Similarity	0.6452	NPC109580
Remote Similarity	0.6447	NPC255447
Remote Similarity	0.6438	NPC16188
Remote Similarity	0.6434	NPC473573
Remote Similarity	0.6423	NPC167336
Remote Similarity	0.6414	NPC470546
Remote Similarity	0.6414	NPC220698
Remote Similarity	0.64	NPC136453
Remote Similarity	0.6397	NPC471310
Remote Similarity	0.6392	NPC251439
Remote Similarity	0.6389	NPC470544
Remote Similarity	0.6383	NPC471188
Remote Similarity	0.6382	NPC124802
Remote Similarity	0.6376	NPC307020
Remote Similarity	0.6358	NPC89923
Remote Similarity	0.6358	NPC105114
Remote Similarity	0.6358	NPC71933
Remote Similarity	0.6358	NPC239990
Remote Similarity	0.6358	NPC152850
Remote Similarity	0.6322	NPC155506
Remote Similarity	0.6322	NPC159767
Remote Similarity	0.6316	NPC328649
Remote Similarity	0.6316	NPC8305
Remote Similarity	0.6316	NPC268763
Remote Similarity	0.6316	NPC66177
Remote Similarity	0.6284	NPC71684
Remote Similarity	0.6276	NPC212891
Remote Similarity	0.6275	NPC69496
Remote Similarity	0.6258	NPC2672
Remote Similarity	0.625	NPC214200
Remote Similarity	0.625	NPC221275
Remote Similarity	0.625	NPC218323
Remote Similarity	0.625	NPC228400
Remote Similarity	0.6242	NPC202198
Remote Similarity	0.6242	NPC26285
Remote Similarity	0.6234	NPC157311
Remote Similarity	0.6234	NPC473247
Remote Similarity	0.6233	NPC45794
Remote Similarity	0.6229	NPC470548
Remote Similarity	0.6225	NPC474847
Remote Similarity	0.6225	NPC79698
Remote Similarity	0.6221	NPC278887
Remote Similarity	0.6218	NPC266425
Remote Similarity	0.6218	NPC132847
Remote Similarity	0.6216	NPC321133
Remote Similarity	0.6203	NPC242159
Remote Similarity	0.6203	NPC313694
Remote Similarity	0.6199	NPC223207
Remote Similarity	0.6196	NPC9373
Remote Similarity	0.6194	NPC8761
Remote Similarity	0.6194	NPC48909
Remote Similarity	0.6194	NPC44805
Remote Similarity	0.6188	NPC161069
Remote Similarity	0.6183	NPC473371
Remote Similarity	0.6174	NPC273830
Remote Similarity	0.6163	NPC290755
Remote Similarity	0.6163	NPC471771
Remote Similarity	0.6163	NPC304074
Remote Similarity	0.6159	NPC291426
Remote Similarity	0.6159	NPC473938
Remote Similarity	0.6159	NPC222466
Remote Similarity	0.6159	NPC471317
Remote Similarity	0.6154	NPC233910
Remote Similarity	0.6154	NPC149379
Remote Similarity	0.6154	NPC245836
Remote Similarity	0.6154	NPC3202
Remote Similarity	0.6149	NPC476749
Remote Similarity	0.6149	NPC469915
Remote Similarity	0.6148	NPC33168
Remote Similarity	0.6144	NPC474106
Remote Similarity	0.614	NPC476750
Remote Similarity	0.614	NPC191863
Remote Similarity	0.614	NPC289776
Remote Similarity	0.614	NPC476231
Remote Similarity	0.614	NPC133470
Remote Similarity	0.614	NPC472117
Remote Similarity	0.6138	NPC93181
Remote Similarity	0.6136	NPC473402
Remote Similarity	0.6135	NPC125852
Remote Similarity	0.6133	NPC167323
Remote Similarity	0.6133	NPC269923
Remote Similarity	0.6129	NPC183722
Remote Similarity	0.6127	NPC216122
Remote Similarity	0.6127	NPC141957
Remote Similarity	0.6125	NPC476989
Remote Similarity	0.6125	NPC315051
Remote Similarity	0.6118	NPC101719
Remote Similarity	0.6115	NPC8931
Remote Similarity	0.6115	NPC120693
Remote Similarity	0.6115	NPC261573
Remote Similarity	0.6115	NPC324786
Remote Similarity	0.6114	NPC230611
Remote Similarity	0.6111	NPC473922
Remote Similarity	0.6107	NPC27833
Remote Similarity	0.6104	NPC116057
Remote Similarity	0.6102	NPC471743
Remote Similarity	0.6093	NPC176208
Remote Similarity	0.609	NPC246913
Remote Similarity	0.609	NPC473962
Remote Similarity	0.6082	NPC73644
Remote Similarity	0.6082	NPC241794
Remote Similarity	0.6078	NPC119326
Remote Similarity	0.6078	NPC470765
Remote Similarity	0.6071	NPC211551
Remote Similarity	0.6071	NPC474559
Remote Similarity	0.6071	NPC105899
Remote Similarity	0.6071	NPC471186
Remote Similarity	0.6067	NPC472981
Remote Similarity	0.6067	NPC56634
Remote Similarity	0.6065	NPC283079
Remote Similarity	0.6065	NPC325651
Remote Similarity	0.6059	NPC287757
Remote Similarity	0.6059	NPC319320
Remote Similarity	0.6054	NPC242764
Remote Similarity	0.6054	NPC105141
Remote Similarity	0.6053	NPC85511
Remote Similarity	0.6045	NPC476227
Remote Similarity	0.6045	NPC136797
Remote Similarity	0.6043	NPC255676
Remote Similarity	0.6043	NPC264938
Remote Similarity	0.6043	NPC19856
Remote Similarity	0.604	NPC42657
Remote Similarity	0.6039	NPC470753
Remote Similarity	0.6039	NPC473220
Remote Similarity	0.6037	NPC138775
Remote Similarity	0.6034	NPC472115
Remote Similarity	0.6034	NPC209463
Remote Similarity	0.6034	NPC294516
Remote Similarity	0.6034	NPC472114
Remote Similarity	0.6034	NPC107938
Remote Similarity	0.6029	NPC289201
Remote Similarity	0.6028	NPC274089
Remote Similarity	0.6028	NPC191215
Remote Similarity	0.6028	NPC188677
Remote Similarity	0.6027	NPC113099
Remote Similarity	0.6026	NPC126458
Remote Similarity	0.6026	NPC369

Drug Structure

NPD7231 OpenBabel08211711362D 35 38 0 0 0 0 0 0 0 0999 V2000 1.6340 -3.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7679 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -2.3660 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 3.3660 -2.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 31 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 24 2 0 0 0 0 10 24 1 0 0 0 0 11 25 2 0 0 0 0 12 25 1 0 0 0 0 13 15 1 0 0 0 0 13 23 2 0 0 0 0 14 16 2 0 0 0 0 14 23 1 0 0 0 0 15 26 2 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 17 28 1 0 0 0 0 18 21 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 32 1 0 0 0 0 21 32 1 0 0 0 0 22 32 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 29 1 0 0 0 0 27 31 1 0 0 0 0 27 33 2 0 0 0 0 28 34 1 0 0 0 0 34 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000425
DrugBank	DB00836
ChEMBL	CHEMBL841
IUPHAR/BPS	7215
PharmaGKB	PA450262
KEGG Drug	D08144
PubChem CID	3955
ChEBI	6532
CAS Number	53179-11-6

Drug Properties

Molecular Weight	476.22
ALogP	-1.0733
MLogP	4.1
XLogP	8.4
HDA	4
HBD	1
Rotatable Bonds	12
TPSA	43.78
RO5 Violation	1