NPASS drugs

Drug Information

Drug ID:	NPD3429
Drug Name:	Nortriptyline
Molecular Formula:	C19H21N
Canonical SMILES:	CNCCC=C1c2ccccc2CCc2c1cccc2
Standard InCHI:	InChI=1S/C19H21N/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19/h2-5,7-11,20H,6,12-14H2,1H3
Standard InCHIKey:	PHVGLTMQBUFIQQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3429

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	265
0.1-0.2	1896
0.2-0.3	7939
0.3-0.4	13656
0.4-0.5	5955
0.5-0.6	964
0.6-0.7	151
0.7-0.8	60
0.8-0.85	3
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	NPC133162
Intermediate Similarity	0.8272	NPC139658
Intermediate Similarity	0.8242	NPC329430
Intermediate Similarity	0.814	NPC169016
Intermediate Similarity	0.7955	NPC258046
Intermediate Similarity	0.7865	NPC60408
Intermediate Similarity	0.7717	NPC470926
Intermediate Similarity	0.7711	NPC276699
Intermediate Similarity	0.7654	NPC229235
Intermediate Similarity	0.7647	NPC12857
Intermediate Similarity	0.7614	NPC119677
Intermediate Similarity	0.759	NPC122327
Intermediate Similarity	0.759	NPC112609
Intermediate Similarity	0.759	NPC113000
Intermediate Similarity	0.7531	NPC246822
Intermediate Similarity	0.7531	NPC213570
Intermediate Similarity	0.7531	NPC139416
Intermediate Similarity	0.7529	NPC290638
Intermediate Similarity	0.747	NPC54269
Intermediate Similarity	0.7468	NPC155172
Intermediate Similarity	0.7468	NPC291066
Intermediate Similarity	0.7436	NPC22786
Intermediate Similarity	0.7436	NPC71009
Intermediate Similarity	0.7416	NPC104070
Intermediate Similarity	0.7386	NPC231986
Intermediate Similarity	0.7349	NPC280135
Intermediate Similarity	0.7349	NPC193578
Intermediate Similarity	0.7349	NPC158028
Intermediate Similarity	0.7349	NPC1008
Intermediate Similarity	0.7349	NPC87099
Intermediate Similarity	0.7349	NPC226999
Intermediate Similarity	0.7349	NPC135433
Intermediate Similarity	0.7349	NPC39799
Intermediate Similarity	0.7342	NPC113670
Intermediate Similarity	0.7326	NPC98269
Intermediate Similarity	0.7326	NPC325662
Intermediate Similarity	0.7308	NPC238023
Intermediate Similarity	0.7308	NPC310758
Intermediate Similarity	0.7308	NPC210849
Intermediate Similarity	0.7308	NPC246588
Intermediate Similarity	0.7284	NPC267443
Intermediate Similarity	0.7229	NPC251490
Intermediate Similarity	0.7229	NPC263385
Intermediate Similarity	0.7229	NPC72670
Intermediate Similarity	0.7209	NPC271642
Intermediate Similarity	0.7159	NPC159661
Intermediate Similarity	0.7126	NPC3190
Intermediate Similarity	0.7126	NPC249018
Intermediate Similarity	0.7108	NPC200936
Intermediate Similarity	0.7093	NPC98976
Intermediate Similarity	0.7093	NPC307195
Intermediate Similarity	0.7089	NPC135924
Intermediate Similarity	0.7079	NPC315216
Intermediate Similarity	0.7073	NPC6107
Intermediate Similarity	0.7059	NPC1901
Intermediate Similarity	0.7051	NPC36357
Intermediate Similarity	0.7051	NPC114327
Intermediate Similarity	0.7037	NPC198023
Intermediate Similarity	0.7037	NPC32312
Intermediate Similarity	0.703	NPC239854
Intermediate Similarity	0.7024	NPC219246
Intermediate Similarity	0.7011	NPC110264
Intermediate Similarity	0.7	NPC29680
Intermediate Similarity	0.7	NPC66517
Remote Similarity	0.6988	NPC22760
Remote Similarity	0.6977	NPC258492
Remote Similarity	0.6977	NPC96835
Remote Similarity	0.6951	NPC289915
Remote Similarity	0.6951	NPC178527
Remote Similarity	0.6951	NPC113837
Remote Similarity	0.6939	NPC108339
Remote Similarity	0.6923	NPC65873
Remote Similarity	0.6923	NPC120441
Remote Similarity	0.6923	NPC212114
Remote Similarity	0.6923	NPC300345
Remote Similarity	0.6914	NPC45756
Remote Similarity	0.6914	NPC88566
Remote Similarity	0.6914	NPC21211
Remote Similarity	0.6905	NPC473206
Remote Similarity	0.6905	NPC297358
Remote Similarity	0.6875	NPC150196
Remote Similarity	0.6875	NPC248705
Remote Similarity	0.6875	NPC54368
Remote Similarity	0.6869	NPC471320
Remote Similarity	0.6869	NPC471319
Remote Similarity	0.686	NPC244738
Remote Similarity	0.6854	NPC66270
Remote Similarity	0.6854	NPC245896
Remote Similarity	0.6854	NPC255345
Remote Similarity	0.6837	NPC322040
Remote Similarity	0.6837	NPC469330
Remote Similarity	0.6829	NPC264470
Remote Similarity	0.6809	NPC203076
Remote Similarity	0.6795	NPC198841
Remote Similarity	0.6795	NPC269586
Remote Similarity	0.679	NPC200745
Remote Similarity	0.6786	NPC320656
Remote Similarity	0.6765	NPC474582
Remote Similarity	0.675	NPC147062
Remote Similarity	0.6739	NPC14326
Remote Similarity	0.6707	NPC50266
Remote Similarity	0.6703	NPC50063
Remote Similarity	0.6667	NPC277704
Remote Similarity	0.6667	NPC7067
Remote Similarity	0.6667	NPC149436
Remote Similarity	0.6667	NPC474088
Remote Similarity	0.6625	NPC64270
Remote Similarity	0.6625	NPC8235
Remote Similarity	0.6598	NPC176858
Remote Similarity	0.6566	NPC108800
Remote Similarity	0.6556	NPC9796
Remote Similarity	0.6548	NPC36440
Remote Similarity	0.6543	NPC169110
Remote Similarity	0.6531	NPC191444
Remote Similarity	0.6531	NPC172128
Remote Similarity	0.6526	NPC3210
Remote Similarity	0.6522	NPC475573
Remote Similarity	0.6522	NPC475289
Remote Similarity	0.6509	NPC474695
Remote Similarity	0.6466	NPC475915
Remote Similarity	0.6452	NPC242628
Remote Similarity	0.6442	NPC316797
Remote Similarity	0.6421	NPC95429
Remote Similarity	0.6413	NPC272260
Remote Similarity	0.6404	NPC299134
Remote Similarity	0.6392	NPC305602
Remote Similarity	0.6392	NPC473031
Remote Similarity	0.6392	NPC17497
Remote Similarity	0.6389	NPC434
Remote Similarity	0.6389	NPC79618
Remote Similarity	0.6381	NPC327226
Remote Similarity	0.6355	NPC167336
Remote Similarity	0.6355	NPC474559
Remote Similarity	0.6344	NPC164449
Remote Similarity	0.6344	NPC184030
Remote Similarity	0.633	NPC77294
Remote Similarity	0.6327	NPC30445
Remote Similarity	0.6327	NPC12429
Remote Similarity	0.6325	NPC273830
Remote Similarity	0.6322	NPC5324
Remote Similarity	0.6296	NPC473498
Remote Similarity	0.6292	NPC212463
Remote Similarity	0.6263	NPC470877
Remote Similarity	0.6263	NPC298115
Remote Similarity	0.6262	NPC275467
Remote Similarity	0.6262	NPC226778
Remote Similarity	0.6262	NPC304761
Remote Similarity	0.6262	NPC150254
Remote Similarity	0.6262	NPC147000
Remote Similarity	0.625	NPC267704
Remote Similarity	0.6238	NPC473661
Remote Similarity	0.6237	NPC151405
Remote Similarity	0.6237	NPC139901
Remote Similarity	0.6226	NPC291610
Remote Similarity	0.6211	NPC73637
Remote Similarity	0.6211	NPC121478
Remote Similarity	0.6204	NPC473418
Remote Similarity	0.6204	NPC67043
Remote Similarity	0.62	NPC209764
Remote Similarity	0.62	NPC26224
Remote Similarity	0.62	NPC159178
Remote Similarity	0.62	NPC141139
Remote Similarity	0.62	NPC121872
Remote Similarity	0.62	NPC471307
Remote Similarity	0.62	NPC78041
Remote Similarity	0.62	NPC74936
Remote Similarity	0.6196	NPC179726
Remote Similarity	0.6186	NPC475710
Remote Similarity	0.618	NPC125144
Remote Similarity	0.618	NPC121708
Remote Similarity	0.6176	NPC246757
Remote Similarity	0.6176	NPC291070
Remote Similarity	0.617	NPC192623
Remote Similarity	0.6154	NPC311242
Remote Similarity	0.6147	NPC45033
Remote Similarity	0.6139	NPC125226
Remote Similarity	0.6139	NPC220596
Remote Similarity	0.6129	NPC103488
Remote Similarity	0.6126	NPC65855
Remote Similarity	0.6126	NPC292758
Remote Similarity	0.6126	NPC24777
Remote Similarity	0.6098	NPC40488
Remote Similarity	0.6092	NPC52330
Remote Similarity	0.6078	NPC59677
Remote Similarity	0.6071	NPC319579
Remote Similarity	0.6071	NPC45255
Remote Similarity	0.6066	NPC119326
Remote Similarity	0.6066	NPC252794
Remote Similarity	0.6061	NPC471638
Remote Similarity	0.6061	NPC69057
Remote Similarity	0.6061	NPC53492
Remote Similarity	0.605	NPC71684
Remote Similarity	0.6042	NPC475199
Remote Similarity	0.6042	NPC283012
Remote Similarity	0.604	NPC277277
Remote Similarity	0.6034	NPC313673
Remote Similarity	0.6023	NPC311343
Remote Similarity	0.6022	NPC298023
Remote Similarity	0.602	NPC99482
Remote Similarity	0.6019	NPC474974

Drug Structure

NPD3429 OpenBabel08211703112D 21 23 0 0 0 0 0 0 0 0999 V2000 0.8901 -3.8997 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 1.1781 -1.2697 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 0.2225 -0.9749 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 1.4006 -2.2446 0.0000 C 0 0 0 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 0.6676 -2.9248 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2880 -2.6300 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 4 2 0 0 0 0 2 7 1 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 19 2 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001152
DrugBank	DB00540
ChEMBL	CHEMBL445
IUPHAR/BPS	2404
PharmaGKB	PA450657
KEGG Drug
PubChem CID	4543
ChEBI	7640
CAS Number	72-69-5

Drug Properties

Molecular Weight	263.17
ALogP	-0.1975
MLogP	3.44
XLogP	8.036
HDA	1
HBD	1
Rotatable Bonds	4
TPSA	12.03
RO5 Violation	1