NPASS drugs

Drug Information

Drug ID:	NPD3426
Drug Name:	Protriptyline Hydrochloride
Molecular Formula:	C19H21N.ClH
Canonical SMILES:	CNCCCC1c2ccccc2C=Cc2c1cccc2.Cl
Standard InCHI:	InChI=1S/C19H21N.ClH/c1-20-14-6-11-19-17-9-4-2-7-15(17)12-13-16-8-3-5-10-18(16)19;/h2-5,7-10,12-13,19-20H,6,11,14H2,1H3;1H
Standard InCHIKey:	OGQDIIKRQRZXJH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3426

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	296
0.1-0.2	1637
0.2-0.3	7827
0.3-0.4	13886
0.4-0.5	5984
0.5-0.6	1037
0.6-0.7	168
0.7-0.8	49
0.8-0.85	5
0.85-0.9	0
0.9-0.95	1
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	0.939	NPC133162
Intermediate Similarity	0.8415	NPC139658
Intermediate Similarity	0.837	NPC329430
Intermediate Similarity	0.8276	NPC169016
Intermediate Similarity	0.8202	NPC60408
Intermediate Similarity	0.809	NPC258046
Intermediate Similarity	0.7857	NPC276699
Intermediate Similarity	0.7849	NPC470926
Intermediate Similarity	0.7805	NPC229235
Intermediate Similarity	0.7791	NPC12857
Intermediate Similarity	0.7753	NPC119677
Intermediate Similarity	0.7738	NPC112609
Intermediate Similarity	0.7738	NPC122327
Intermediate Similarity	0.7738	NPC113000
Intermediate Similarity	0.7674	NPC290638
Intermediate Similarity	0.7556	NPC104070
Intermediate Similarity	0.7528	NPC231986
Intermediate Similarity	0.7471	NPC98269
Intermediate Similarity	0.7471	NPC325662
Intermediate Similarity	0.7412	NPC54269
Intermediate Similarity	0.7407	NPC155172
Intermediate Similarity	0.7356	NPC271642
Intermediate Similarity	0.7262	NPC246822
Intermediate Similarity	0.7262	NPC139416
Intermediate Similarity	0.7262	NPC213570
Intermediate Similarity	0.7241	NPC98976
Intermediate Similarity	0.7195	NPC291066
Intermediate Similarity	0.7176	NPC219246
Intermediate Similarity	0.716	NPC22786
Intermediate Similarity	0.716	NPC71009
Intermediate Similarity	0.7157	NPC239854
Intermediate Similarity	0.7111	NPC159661
Intermediate Similarity	0.7093	NPC280135
Intermediate Similarity	0.7093	NPC226999
Intermediate Similarity	0.7093	NPC158028
Intermediate Similarity	0.7093	NPC39799
Intermediate Similarity	0.7093	NPC1008
Intermediate Similarity	0.7093	NPC87099
Intermediate Similarity	0.7093	NPC193578
Intermediate Similarity	0.7093	NPC135433
Intermediate Similarity	0.7079	NPC249018
Intermediate Similarity	0.7079	NPC3190
Intermediate Similarity	0.7073	NPC113670
Intermediate Similarity	0.7071	NPC108339
Intermediate Similarity	0.7059	NPC474582
Intermediate Similarity	0.7054	NPC320656
Intermediate Similarity	0.7037	NPC135924
Intermediate Similarity	0.7037	NPC310758
Intermediate Similarity	0.7037	NPC210849
Intermediate Similarity	0.7037	NPC246588
Intermediate Similarity	0.7037	NPC238023
Intermediate Similarity	0.7024	NPC267443
Intermediate Similarity	0.7011	NPC244738
Intermediate Similarity	0.7	NPC471319
Intermediate Similarity	0.7	NPC471320
Remote Similarity	0.6988	NPC32312
Remote Similarity	0.6988	NPC198023
Remote Similarity	0.6977	NPC72670
Remote Similarity	0.6977	NPC263385
Remote Similarity	0.6977	NPC251490
Remote Similarity	0.697	NPC469330
Remote Similarity	0.697	NPC322040
Remote Similarity	0.6947	NPC203076
Remote Similarity	0.6867	NPC45756
Remote Similarity	0.6867	NPC88566
Remote Similarity	0.686	NPC200936
Remote Similarity	0.6854	NPC307195
Remote Similarity	0.6848	NPC315216
Remote Similarity	0.6824	NPC6107
Remote Similarity	0.6818	NPC1901
Remote Similarity	0.6809	NPC474088
Remote Similarity	0.68	NPC7067
Remote Similarity	0.6792	NPC474695
Remote Similarity	0.679	NPC114327
Remote Similarity	0.679	NPC36357
Remote Similarity	0.6778	NPC110264
Remote Similarity	0.6747	NPC29680
Remote Similarity	0.6747	NPC66517
Remote Similarity	0.6742	NPC258492
Remote Similarity	0.6742	NPC96835
Remote Similarity	0.6735	NPC176858
Remote Similarity	0.6724	NPC475915
Remote Similarity	0.6706	NPC178527
Remote Similarity	0.6706	NPC113837
Remote Similarity	0.6706	NPC289915
Remote Similarity	0.6702	NPC14326
Remote Similarity	0.67	NPC108800
Remote Similarity	0.6667	NPC212114
Remote Similarity	0.6667	NPC191444
Remote Similarity	0.6667	NPC297358
Remote Similarity	0.6667	NPC65873
Remote Similarity	0.6667	NPC473206
Remote Similarity	0.6667	NPC120441
Remote Similarity	0.6667	NPC300345
Remote Similarity	0.6667	NPC21211
Remote Similarity	0.663	NPC66270
Remote Similarity	0.663	NPC255345
Remote Similarity	0.663	NPC245896
Remote Similarity	0.6627	NPC150196
Remote Similarity	0.6627	NPC54368
Remote Similarity	0.6627	NPC248705
Remote Similarity	0.6556	NPC299134
Remote Similarity	0.6552	NPC22760
Remote Similarity	0.6548	NPC200745
Remote Similarity	0.6543	NPC198841
Remote Similarity	0.6543	NPC269586
Remote Similarity	0.6542	NPC275467
Remote Similarity	0.6531	NPC473031
Remote Similarity	0.6531	NPC305602
Remote Similarity	0.6531	NPC17497
Remote Similarity	0.6514	NPC434
Remote Similarity	0.6514	NPC79618
Remote Similarity	0.6509	NPC327226
Remote Similarity	0.6506	NPC147062
Remote Similarity	0.65	NPC172128
Remote Similarity	0.6489	NPC50063
Remote Similarity	0.6481	NPC167336
Remote Similarity	0.6471	NPC50266
Remote Similarity	0.6465	NPC12429
Remote Similarity	0.6465	NPC30445
Remote Similarity	0.6455	NPC77294
Remote Similarity	0.6441	NPC273830
Remote Similarity	0.6422	NPC473498
Remote Similarity	0.642	NPC149436
Remote Similarity	0.642	NPC277704
Remote Similarity	0.64	NPC470877
Remote Similarity	0.6395	NPC264470
Remote Similarity	0.6389	NPC147000
Remote Similarity	0.6389	NPC304761
Remote Similarity	0.6389	NPC226778
Remote Similarity	0.6389	NPC150254
Remote Similarity	0.6386	NPC64270
Remote Similarity	0.6386	NPC8235
Remote Similarity	0.6373	NPC473661
Remote Similarity	0.6355	NPC291610
Remote Similarity	0.6344	NPC9796
Remote Similarity	0.6341	NPC40488
Remote Similarity	0.6337	NPC209764
Remote Similarity	0.6337	NPC141139
Remote Similarity	0.6337	NPC121872
Remote Similarity	0.6337	NPC74936
Remote Similarity	0.6337	NPC78041
Remote Similarity	0.6337	NPC471307
Remote Similarity	0.6337	NPC159178
Remote Similarity	0.633	NPC474559
Remote Similarity	0.633	NPC67043
Remote Similarity	0.633	NPC473418
Remote Similarity	0.6327	NPC3210
Remote Similarity	0.6322	NPC36440
Remote Similarity	0.6316	NPC475289
Remote Similarity	0.6316	NPC475573
Remote Similarity	0.6311	NPC246757
Remote Similarity	0.6311	NPC119326
Remote Similarity	0.6311	NPC291070
Remote Similarity	0.631	NPC169110
Remote Similarity	0.6303	NPC71684
Remote Similarity	0.6293	NPC313673
Remote Similarity	0.6286	NPC311242
Remote Similarity	0.6273	NPC45033
Remote Similarity	0.6262	NPC469457
Remote Similarity	0.6262	NPC316797
Remote Similarity	0.6261	NPC246904
Remote Similarity	0.625	NPC24777
Remote Similarity	0.625	NPC65855
Remote Similarity	0.625	NPC292758
Remote Similarity	0.625	NPC303045
Remote Similarity	0.625	NPC242628
Remote Similarity	0.625	NPC161972
Remote Similarity	0.6238	NPC298115
Remote Similarity	0.6224	NPC95429
Remote Similarity	0.6211	NPC272260
Remote Similarity	0.6207	NPC473573
Remote Similarity	0.62	NPC471638
Remote Similarity	0.6195	NPC319579
Remote Similarity	0.619	NPC25565
Remote Similarity	0.6179	NPC252794
Remote Similarity	0.6176	NPC26224
Remote Similarity	0.6163	NPC472544
Remote Similarity	0.6154	NPC471309
Remote Similarity	0.6146	NPC184030
Remote Similarity	0.6146	NPC164449
Remote Similarity	0.6139	NPC111233
Remote Similarity	0.6132	NPC475439
Remote Similarity	0.6132	NPC472258
Remote Similarity	0.6132	NPC473501
Remote Similarity	0.6129	NPC145754
Remote Similarity	0.6126	NPC327481
Remote Similarity	0.6117	NPC220596
Remote Similarity	0.6117	NPC245259
Remote Similarity	0.6117	NPC125226
Remote Similarity	0.6111	NPC126458
Remote Similarity	0.6111	NPC5324
Remote Similarity	0.6105	NPC103488
Remote Similarity	0.6095	NPC256452
Remote Similarity	0.6095	NPC215351
Remote Similarity	0.6095	NPC58674
Remote Similarity	0.6095	NPC20142
Remote Similarity	0.6087	NPC212463
Remote Similarity	0.6075	NPC164514
Remote Similarity	0.6075	NPC108606

Drug Structure

NPD3426 OpenBabel08211703112D 22 23 0 0 1 0 0 0 0 0999 V2000 4.3594 -6.6467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.3750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9832 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9339 -3.2760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6474 -4.0167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1172 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0633 -1.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1172 -2.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9311 -3.3507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6919 -3.7219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4693 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 -0.7225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8700 -4.9916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2512 -1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0605 -1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2512 -2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4693 -2.7470 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.1369 -5.6718 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8161 -3.5423 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.1813 -5.3770 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 1 0 0 0 0 12 13 2 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 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.17
ALogP	-0.002
MLogP	3.44
XLogP	8.587
HDA	1
HBD	1
Rotatable Bonds	5
TPSA	12.03
RO5 Violation	1