NPASS drugs

Drug Information

Drug ID:	NPD4635
Drug Name:	Butriptyline
Molecular Formula:	C21H27N
Canonical SMILES:	CN(CC(CC1c2ccccc2CCc2c1cccc2)C)C
Standard InCHI:	InChI=1S/C21H27N/c1-16(15-22(2)3)14-21-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)21/h4-11,16,21H,12-15H2,1-3H3
Standard InCHIKey:	ALELTFCQZDXAMQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4635

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	259
0.1-0.2	1550
0.2-0.3	7219
0.3-0.4	13729
0.4-0.5	6646
0.5-0.6	1211
0.6-0.7	192
0.7-0.8	80
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8902	NPC133162
Intermediate Similarity	0.8409	NPC470926
Intermediate Similarity	0.8118	NPC104070
Intermediate Similarity	0.8095	NPC231986
Intermediate Similarity	0.7955	NPC60408
Intermediate Similarity	0.7927	NPC271642
Intermediate Similarity	0.7805	NPC98976
Intermediate Similarity	0.7792	NPC155172
Intermediate Similarity	0.7778	NPC54269
Intermediate Similarity	0.7742	NPC329430
Intermediate Similarity	0.7711	NPC139658
Intermediate Similarity	0.7629	NPC239854
Intermediate Similarity	0.7625	NPC246822
Intermediate Similarity	0.7625	NPC139416
Intermediate Similarity	0.7625	NPC213570
Intermediate Similarity	0.7614	NPC169016
Intermediate Similarity	0.7564	NPC291066
Intermediate Similarity	0.7532	NPC71009
Intermediate Similarity	0.7532	NPC22786
Intermediate Similarity	0.7526	NPC474582
Intermediate Similarity	0.7444	NPC258046
Intermediate Similarity	0.7442	NPC159661
Intermediate Similarity	0.7439	NPC1008
Intermediate Similarity	0.7439	NPC39799
Intermediate Similarity	0.7439	NPC87099
Intermediate Similarity	0.7439	NPC226999
Intermediate Similarity	0.7439	NPC135433
Intermediate Similarity	0.7439	NPC280135
Intermediate Similarity	0.7439	NPC158028
Intermediate Similarity	0.7439	NPC193578
Intermediate Similarity	0.7436	NPC113670
Intermediate Similarity	0.7412	NPC249018
Intermediate Similarity	0.7412	NPC3190
Intermediate Similarity	0.7403	NPC246588
Intermediate Similarity	0.7403	NPC210849
Intermediate Similarity	0.7403	NPC310758
Intermediate Similarity	0.7403	NPC238023
Intermediate Similarity	0.7403	NPC135924
Intermediate Similarity	0.7381	NPC276699
Intermediate Similarity	0.7375	NPC267443
Intermediate Similarity	0.7349	NPC244738
Intermediate Similarity	0.7342	NPC32312
Intermediate Similarity	0.7342	NPC198023
Intermediate Similarity	0.7326	NPC12857
Intermediate Similarity	0.7317	NPC72670
Intermediate Similarity	0.7317	NPC251490
Intermediate Similarity	0.7317	NPC229235
Intermediate Similarity	0.7317	NPC263385
Intermediate Similarity	0.7303	NPC474088
Intermediate Similarity	0.7303	NPC119677
Intermediate Similarity	0.7262	NPC112609
Intermediate Similarity	0.7262	NPC122327
Intermediate Similarity	0.7262	NPC113000
Intermediate Similarity	0.7253	NPC203076
Intermediate Similarity	0.7228	NPC474695
Intermediate Similarity	0.7215	NPC45756
Intermediate Similarity	0.7215	NPC88566
Intermediate Similarity	0.7209	NPC290638
Intermediate Similarity	0.7195	NPC200936
Intermediate Similarity	0.7195	NPC297358
Intermediate Similarity	0.7176	NPC307195
Intermediate Similarity	0.716	NPC6107
Intermediate Similarity	0.7159	NPC315216
Intermediate Similarity	0.7143	NPC1901
Intermediate Similarity	0.7143	NPC36357
Intermediate Similarity	0.7143	NPC114327
Intermediate Similarity	0.7093	NPC110264
Intermediate Similarity	0.7089	NPC29680
Intermediate Similarity	0.7089	NPC66517
Intermediate Similarity	0.7083	NPC322040
Intermediate Similarity	0.7073	NPC22760
Intermediate Similarity	0.7059	NPC96835
Intermediate Similarity	0.7059	NPC258492
Intermediate Similarity	0.7037	NPC289915
Intermediate Similarity	0.7037	NPC178527
Intermediate Similarity	0.7037	NPC113837
Intermediate Similarity	0.7013	NPC65873
Intermediate Similarity	0.7013	NPC120441
Intermediate Similarity	0.7013	NPC300345
Intermediate Similarity	0.7013	NPC212114
Intermediate Similarity	0.7011	NPC325662
Intermediate Similarity	0.7011	NPC98269
Intermediate Similarity	0.7	NPC21211
Intermediate Similarity	0.7	NPC14326
Remote Similarity	0.6989	NPC17497
Remote Similarity	0.6989	NPC305602
Remote Similarity	0.6988	NPC473206
Remote Similarity	0.6962	NPC54368
Remote Similarity	0.6962	NPC248705
Remote Similarity	0.6962	NPC150196
Remote Similarity	0.6932	NPC245896
Remote Similarity	0.6932	NPC255345
Remote Similarity	0.6932	NPC66270
Remote Similarity	0.6914	NPC264470
Remote Similarity	0.6905	NPC219246
Remote Similarity	0.6893	NPC167336
Remote Similarity	0.6883	NPC198841
Remote Similarity	0.6883	NPC269586
Remote Similarity	0.6875	NPC200745
Remote Similarity	0.686	NPC299134
Remote Similarity	0.6835	NPC147062
Remote Similarity	0.6809	NPC473031
Remote Similarity	0.6804	NPC473661
Remote Similarity	0.679	NPC50266
Remote Similarity	0.6778	NPC50063
Remote Similarity	0.6778	NPC475573
Remote Similarity	0.6778	NPC475289
Remote Similarity	0.6771	NPC172128
Remote Similarity	0.6765	NPC291610
Remote Similarity	0.6753	NPC277704
Remote Similarity	0.6753	NPC149436
Remote Similarity	0.6737	NPC12429
Remote Similarity	0.6731	NPC473418
Remote Similarity	0.6709	NPC8235
Remote Similarity	0.6709	NPC64270
Remote Similarity	0.6667	NPC108339
Remote Similarity	0.6667	NPC45033
Remote Similarity	0.6667	NPC316797
Remote Similarity	0.6667	NPC470877
Remote Similarity	0.6636	NPC65855
Remote Similarity	0.6636	NPC246904
Remote Similarity	0.6636	NPC292758
Remote Similarity	0.6629	NPC9796
Remote Similarity	0.6627	NPC36440
Remote Similarity	0.6625	NPC169110
Remote Similarity	0.66	NPC471320
Remote Similarity	0.66	NPC471319
Remote Similarity	0.6598	NPC159178
Remote Similarity	0.6598	NPC209764
Remote Similarity	0.6598	NPC74936
Remote Similarity	0.6598	NPC78041
Remote Similarity	0.6598	NPC121872
Remote Similarity	0.6598	NPC471307
Remote Similarity	0.6598	NPC141139
Remote Similarity	0.6596	NPC3210
Remote Similarity	0.6577	NPC473573
Remote Similarity	0.6571	NPC474559
Remote Similarity	0.6549	NPC320656
Remote Similarity	0.6535	NPC311242
Remote Similarity	0.6535	NPC472258
Remote Similarity	0.6522	NPC242628
Remote Similarity	0.6505	NPC469457
Remote Similarity	0.65	NPC161972
Remote Similarity	0.65	NPC256452
Remote Similarity	0.65	NPC303045
Remote Similarity	0.6495	NPC176858
Remote Similarity	0.6495	NPC298115
Remote Similarity	0.6489	NPC95429
Remote Similarity	0.6484	NPC272260
Remote Similarity	0.6471	NPC322598
Remote Similarity	0.6465	NPC108800
Remote Similarity	0.6458	NPC471638
Remote Similarity	0.6436	NPC25565
Remote Similarity	0.6429	NPC26224
Remote Similarity	0.6429	NPC191444
Remote Similarity	0.6413	NPC184030
Remote Similarity	0.6413	NPC164449
Remote Similarity	0.64	NPC471309
Remote Similarity	0.64	NPC71140
Remote Similarity	0.64	NPC474974
Remote Similarity	0.64	NPC469330
Remote Similarity	0.6395	NPC5324
Remote Similarity	0.6379	NPC475915
Remote Similarity	0.6379	NPC314192
Remote Similarity	0.6379	NPC316896
Remote Similarity	0.6374	NPC103488
Remote Similarity	0.6373	NPC473501
Remote Similarity	0.6373	NPC475439
Remote Similarity	0.6364	NPC212463
Remote Similarity	0.6364	NPC125226
Remote Similarity	0.6364	NPC245259
Remote Similarity	0.6364	NPC220596
Remote Similarity	0.6346	NPC214200
Remote Similarity	0.6346	NPC228400
Remote Similarity	0.6337	NPC58674
Remote Similarity	0.633	NPC158854
Remote Similarity	0.6316	NPC267704
Remote Similarity	0.6304	NPC139901
Remote Similarity	0.6304	NPC151405
Remote Similarity	0.6289	NPC53492
Remote Similarity	0.6277	NPC121478
Remote Similarity	0.6277	NPC73637
Remote Similarity	0.6264	NPC298023
Remote Similarity	0.6264	NPC179726
Remote Similarity	0.6263	NPC316108
Remote Similarity	0.6261	NPC264580
Remote Similarity	0.625	NPC125144
Remote Similarity	0.625	NPC187036
Remote Similarity	0.625	NPC475710
Remote Similarity	0.625	NPC121708
Remote Similarity	0.6238	NPC7067
Remote Similarity	0.6237	NPC17408
Remote Similarity	0.6237	NPC285716
Remote Similarity	0.6237	NPC477703
Remote Similarity	0.6237	NPC157055
Remote Similarity	0.6228	NPC470544
Remote Similarity	0.6224	NPC30445
Remote Similarity	0.6214	NPC33168
Remote Similarity	0.6211	NPC477770
Remote Similarity	0.6204	NPC274089

Drug Structure

NPD4635 OpenBabel08211705262D 22 24 0 0 1 0 0 0 0 0999 V2000 1.4006 2.2446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5998 0.2041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0892 1.8592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 -0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 -1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 -0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9111 0.5895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 1.2697 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7818 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 -0.2225 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 2.8667 0.8843 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 17 2 0 0 0 0 9 18 2 0 0 0 0 10 19 2 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09016
ChEMBL	CHEMBL2110816
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07601
PubChem CID
ChEBI
CAS Number	35941-65-2

Drug Properties

Molecular Weight	293.21
ALogP	0.4191
MLogP	3.66
XLogP	8.907
HDA	1
HBD	0
Rotatable Bonds	7
TPSA	3.24
RO5 Violation	1