NPASS drugs

Drug Information

Drug ID:	NPD6994
Drug Name:	Difenoxin
Molecular Formula:	C28H28N2O2
Canonical SMILES:	N#CC(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(C(=O)O)c1ccccc1
Standard InCHI:	InChI=1S/C28H28N2O2/c29-22-28(24-12-6-2-7-13-24,25-14-8-3-9-15-25)18-21-30-19-16-27(17-20-30,26(31)32)23-10-4-1-5-11-23/h1-15H,16-21H2,(H,31,32)
Standard InCHIKey:	UFIVBRCCIRTJTN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6994

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	96
0.1-0.2	669
0.2-0.3	2067
0.3-0.4	7695
0.4-0.5	15143
0.5-0.6	4816
0.6-0.7	387
0.7-0.8	15
0.8-0.85	2
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	0.8276	NPC158854
Intermediate Similarity	0.8077	NPC313663
Intermediate Similarity	0.7574	NPC316906
Intermediate Similarity	0.7442	NPC291027
Intermediate Similarity	0.7442	NPC84281
Intermediate Similarity	0.7442	NPC213126
Intermediate Similarity	0.7442	NPC169485
Intermediate Similarity	0.7442	NPC317474
Intermediate Similarity	0.7197	NPC285394
Intermediate Similarity	0.7059	NPC69496
Intermediate Similarity	0.7049	NPC167336
Intermediate Similarity	0.704	NPC319579
Intermediate Similarity	0.7015	NPC474847
Intermediate Similarity	0.7009	NPC172925
Intermediate Similarity	0.7	NPC128248
Intermediate Similarity	0.7	NPC136810
Intermediate Similarity	0.7	NPC133809
Remote Similarity	0.6992	NPC94751
Remote Similarity	0.6992	NPC142326
Remote Similarity	0.6991	NPC322387
Remote Similarity	0.6975	NPC322598
Remote Similarity	0.6963	NPC65310
Remote Similarity	0.696	NPC292758
Remote Similarity	0.696	NPC65855
Remote Similarity	0.6957	NPC70940
Remote Similarity	0.6957	NPC274455
Remote Similarity	0.6957	NPC86670
Remote Similarity	0.6937	NPC285773
Remote Similarity	0.6937	NPC44830
Remote Similarity	0.6912	NPC199738
Remote Similarity	0.6912	NPC210950
Remote Similarity	0.6911	NPC473418
Remote Similarity	0.6911	NPC476198
Remote Similarity	0.6906	NPC245836
Remote Similarity	0.6906	NPC233910
Remote Similarity	0.6889	NPC4974
Remote Similarity	0.687	NPC9822
Remote Similarity	0.6835	NPC246913
Remote Similarity	0.681	NPC172128
Remote Similarity	0.6783	NPC329064
Remote Similarity	0.6777	NPC12730
Remote Similarity	0.6774	NPC67043
Remote Similarity	0.6772	NPC95126
Remote Similarity	0.6772	NPC475002
Remote Similarity	0.6752	NPC86987
Remote Similarity	0.675	NPC293628
Remote Similarity	0.675	NPC324569
Remote Similarity	0.675	NPC122493
Remote Similarity	0.675	NPC10781
Remote Similarity	0.6748	NPC329556
Remote Similarity	0.6748	NPC164859
Remote Similarity	0.6744	NPC471721
Remote Similarity	0.6739	NPC111428
Remote Similarity	0.6721	NPC225079
Remote Similarity	0.672	NPC45033
Remote Similarity	0.6715	NPC136453
Remote Similarity	0.6714	NPC257390
Remote Similarity	0.6692	NPC33742
Remote Similarity	0.6667	NPC153007
Remote Similarity	0.6667	NPC127343
Remote Similarity	0.6667	NPC71933
Remote Similarity	0.6667	NPC152850
Remote Similarity	0.6667	NPC239990
Remote Similarity	0.6667	NPC89923
Remote Similarity	0.6667	NPC105114
Remote Similarity	0.6643	NPC120251
Remote Similarity	0.6641	NPC313981
Remote Similarity	0.6641	NPC473573
Remote Similarity	0.664	NPC471186
Remote Similarity	0.6639	NPC221825
Remote Similarity	0.6619	NPC473322
Remote Similarity	0.6615	NPC276949
Remote Similarity	0.6615	NPC35850
Remote Similarity	0.6613	NPC255676
Remote Similarity	0.6587	NPC191215
Remote Similarity	0.6587	NPC274089
Remote Similarity	0.6585	NPC264728
Remote Similarity	0.6573	NPC473360
Remote Similarity	0.6569	NPC473938
Remote Similarity	0.6565	NPC221275
Remote Similarity	0.6549	NPC244866
Remote Similarity	0.6547	NPC305717
Remote Similarity	0.6544	NPC26285
Remote Similarity	0.6541	NPC470545
Remote Similarity	0.6538	NPC474584
Remote Similarity	0.6538	NPC93287
Remote Similarity	0.6531	NPC471516
Remote Similarity	0.6529	NPC261947
Remote Similarity	0.6528	NPC478140
Remote Similarity	0.6525	NPC255447
Remote Similarity	0.6525	NPC157311
Remote Similarity	0.6525	NPC258627
Remote Similarity	0.6522	NPC47667
Remote Similarity	0.6522	NPC95965
Remote Similarity	0.6519	NPC478016
Remote Similarity	0.6519	NPC478015
Remote Similarity	0.6519	NPC478014
Remote Similarity	0.6508	NPC105899
Remote Similarity	0.6503	NPC474473
Remote Similarity	0.65	NPC34243
Remote Similarity	0.6493	NPC470546
Remote Similarity	0.6491	NPC288903
Remote Similarity	0.648	NPC471317
Remote Similarity	0.6479	NPC44805
Remote Similarity	0.6479	NPC8761
Remote Similarity	0.6475	NPC477937
Remote Similarity	0.6475	NPC311242
Remote Similarity	0.6475	NPC226041
Remote Similarity	0.6475	NPC477767
Remote Similarity	0.6471	NPC187725
Remote Similarity	0.6471	NPC141607
Remote Similarity	0.6466	NPC212891
Remote Similarity	0.6466	NPC470544
Remote Similarity	0.6463	NPC161069
Remote Similarity	0.6462	NPC186128
Remote Similarity	0.6462	NPC329011
Remote Similarity	0.6458	NPC9687
Remote Similarity	0.6458	NPC49577
Remote Similarity	0.6458	NPC293377
Remote Similarity	0.6458	NPC474811
Remote Similarity	0.6458	NPC260045
Remote Similarity	0.6458	NPC118099
Remote Similarity	0.6458	NPC476102
Remote Similarity	0.6458	NPC76785
Remote Similarity	0.6458	NPC474787
Remote Similarity	0.6458	NPC474855
Remote Similarity	0.6458	NPC475318
Remote Similarity	0.6458	NPC475598
Remote Similarity	0.6458	NPC273907
Remote Similarity	0.6458	NPC151706
Remote Similarity	0.6458	NPC90194
Remote Similarity	0.6458	NPC79465
Remote Similarity	0.6457	NPC327481
Remote Similarity	0.6423	NPC109151
Remote Similarity	0.6423	NPC120393
Remote Similarity	0.6423	NPC271475
Remote Similarity	0.6418	NPC45794
Remote Similarity	0.6417	NPC323164
Remote Similarity	0.6408	NPC89769
Remote Similarity	0.6408	NPC126859
Remote Similarity	0.6408	NPC259665
Remote Similarity	0.6406	NPC249811
Remote Similarity	0.6393	NPC469893
Remote Similarity	0.6379	NPC294134
Remote Similarity	0.6377	NPC35996
Remote Similarity	0.6371	NPC476042
Remote Similarity	0.637	NPC310467
Remote Similarity	0.6357	NPC119326
Remote Similarity	0.6357	NPC318327
Remote Similarity	0.6356	NPC325441
Remote Similarity	0.635	NPC71684
Remote Similarity	0.6341	NPC289201
Remote Similarity	0.6341	NPC469890
Remote Similarity	0.6341	NPC469891
Remote Similarity	0.6341	NPC469892
Remote Similarity	0.6341	NPC270654
Remote Similarity	0.6341	NPC33168
Remote Similarity	0.6338	NPC325651
Remote Similarity	0.6338	NPC124802
Remote Similarity	0.6336	NPC66208
Remote Similarity	0.6336	NPC474689
Remote Similarity	0.6336	NPC471189
Remote Similarity	0.6336	NPC471188
Remote Similarity	0.6333	NPC110704
Remote Similarity	0.6333	NPC317645
Remote Similarity	0.6328	NPC85560
Remote Similarity	0.6328	NPC244933
Remote Similarity	0.6324	NPC42657
Remote Similarity	0.6311	NPC256452
Remote Similarity	0.6311	NPC206764
Remote Similarity	0.6306	NPC153694
Remote Similarity	0.6306	NPC211525
Remote Similarity	0.6304	NPC269923
Remote Similarity	0.6304	NPC167323
Remote Similarity	0.6301	NPC127741
Remote Similarity	0.6299	NPC329282
Remote Similarity	0.6296	NPC169328
Remote Similarity	0.6296	NPC228318
Remote Similarity	0.6291	NPC138775
Remote Similarity	0.629	NPC229242
Remote Similarity	0.6289	NPC476750
Remote Similarity	0.6286	NPC79698
Remote Similarity	0.6284	NPC150712
Remote Similarity	0.6279	NPC156648
Remote Similarity	0.6279	NPC21929
Remote Similarity	0.6277	NPC190663
Remote Similarity	0.6277	NPC234337
Remote Similarity	0.6277	NPC243059
Remote Similarity	0.6277	NPC133389
Remote Similarity	0.6277	NPC183339
Remote Similarity	0.6277	NPC280827
Remote Similarity	0.6277	NPC80150
Remote Similarity	0.6273	NPC278887
Remote Similarity	0.627	NPC304873
Remote Similarity	0.6269	NPC197470
Remote Similarity	0.6269	NPC188010
Remote Similarity	0.6268	NPC469666
Remote Similarity	0.6268	NPC103605
Remote Similarity	0.6268	NPC81092
Remote Similarity	0.6268	NPC40488

Drug Structure

NPD6994 OpenBabel08211711352D 33 36 0 0 0 0 0 0 0 0999 V2000 -4.6298 0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3710 1.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9227 -0.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5981 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 2.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4051 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9568 -0.2247 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.2321 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 1.7321 -0.0000 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 -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 2.0981 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6980 0.7412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6015 1.9914 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -2.2321 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 -0.6776 2.3741 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3949 2.6002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2644 3.5917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 6 2 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 27 1 0 0 0 0 18 21 1 0 0 0 0 18 28 1 0 0 0 0 19 30 1 0 0 0 0 20 30 1 0 0 0 0 21 30 1 0 0 0 0 22 28 1 0 0 0 0 22 29 3 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 28 1 0 0 0 0 26 27 1 0 0 0 0 26 31 2 0 0 0 0 26 32 1 0 0 0 0 32 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01501
ChEMBL	CHEMBL1201321
IUPHAR/BPS	7592
PharmaGKB
KEGG Drug	D03809
PubChem CID
ChEBI	4534
CAS Number	28782-42-5

Drug Properties

Molecular Weight	424.22
ALogP	-0.1299
MLogP	4.1
XLogP	9.404
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	64.33
RO5 Violation	1