Drug Information

Drug ID:  NPD3979
Drug Name:  Amitriptyline Hydrochloride
Molecular Formula:  C20H23N.ClH
Canonical SMILES:  CN(CCC=C1c2ccccc2CCc2c1cccc2)C.Cl
Standard InCHI:  InChI=1S/C20H23N.ClH/c1-21(2)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20;/h3-6,8-12H,7,13-15H2,1-2H3;1H
Standard InCHIKey:  KFYRPLNVJVHZGT-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD3979

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.


  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 0.9241 NPC133162
Intermediate Similarity 0.8276 NPC470926
Intermediate Similarity 0.7976 NPC104070
Intermediate Similarity 0.7952 NPC231986
Intermediate Similarity 0.7922 NPC246822
Intermediate Similarity 0.7922 NPC213570
Intermediate Similarity 0.7922 NPC139416
Intermediate Similarity 0.7867 NPC155172
Intermediate Similarity 0.7867 NPC291066
Intermediate Similarity 0.7848 NPC54269
Intermediate Similarity 0.7838 NPC22786
Intermediate Similarity 0.7838 NPC71009
Intermediate Similarity 0.7778 NPC271642
Intermediate Similarity 0.7733 NPC113670
Intermediate Similarity 0.7722 NPC87099
Intermediate Similarity 0.7722 NPC1008
Intermediate Similarity 0.7722 NPC158028
Intermediate Similarity 0.7722 NPC280135
Intermediate Similarity 0.7722 NPC135433
Intermediate Similarity 0.7722 NPC226999
Intermediate Similarity 0.7722 NPC193578
Intermediate Similarity 0.7722 NPC39799
Intermediate Similarity 0.7703 NPC246588
Intermediate Similarity 0.7703 NPC210849
Intermediate Similarity 0.7703 NPC310758
Intermediate Similarity 0.7703 NPC238023
Intermediate Similarity 0.7662 NPC267443
Intermediate Similarity 0.7654 NPC98976
Intermediate Similarity 0.7614 NPC60408
Intermediate Similarity 0.7609 NPC329430
Intermediate Similarity 0.7595 NPC263385
Intermediate Similarity 0.7595 NPC251490
Intermediate Similarity 0.7595 NPC72670
Intermediate Similarity 0.7561 NPC139658
Intermediate Similarity 0.75 NPC239854
Intermediate Similarity 0.75 NPC159661
Intermediate Similarity 0.7471 NPC169016
Intermediate Similarity 0.747 NPC3190
Intermediate Similarity 0.747 NPC249018
Intermediate Similarity 0.7468 NPC200936
Intermediate Similarity 0.7467 NPC135924
Intermediate Similarity 0.7439 NPC307195
Intermediate Similarity 0.7436 NPC6107
Intermediate Similarity 0.7432 NPC36357
Intermediate Similarity 0.7432 NPC114327
Intermediate Similarity 0.7412 NPC315216
Intermediate Similarity 0.7407 NPC1901
Intermediate Similarity 0.7403 NPC32312
Intermediate Similarity 0.7403 NPC198023
Intermediate Similarity 0.7368 NPC29680
Intermediate Similarity 0.7368 NPC66517
Intermediate Similarity 0.7349 NPC110264
Intermediate Similarity 0.7342 NPC22760
Intermediate Similarity 0.7317 NPC96835
Intermediate Similarity 0.7317 NPC258492
Intermediate Similarity 0.7308 NPC113837
Intermediate Similarity 0.7308 NPC289915
Intermediate Similarity 0.7308 NPC178527
Intermediate Similarity 0.7303 NPC258046
Intermediate Similarity 0.7297 NPC65873
Intermediate Similarity 0.7297 NPC120441
Intermediate Similarity 0.7297 NPC300345
Intermediate Similarity 0.7297 NPC212114
Intermediate Similarity 0.7273 NPC21211
Intermediate Similarity 0.7273 NPC45756
Intermediate Similarity 0.7273 NPC88566
Intermediate Similarity 0.725 NPC297358
Intermediate Similarity 0.725 NPC473206
Intermediate Similarity 0.7237 NPC150196
Intermediate Similarity 0.7237 NPC54368
Intermediate Similarity 0.7237 NPC248705
Intermediate Similarity 0.7229 NPC276699
Intermediate Similarity 0.7216 NPC474582
Intermediate Similarity 0.7195 NPC244738
Intermediate Similarity 0.7179 NPC264470
Intermediate Similarity 0.7176 NPC255345
Intermediate Similarity 0.7176 NPC66270
Intermediate Similarity 0.7176 NPC12857
Intermediate Similarity 0.7176 NPC245896
Intermediate Similarity 0.7162 NPC269586
Intermediate Similarity 0.7162 NPC198841
Intermediate Similarity 0.716 NPC229235
Intermediate Similarity 0.7159 NPC119677
Intermediate Similarity 0.7159 NPC474088
Intermediate Similarity 0.7143 NPC200745
Intermediate Similarity 0.7111 NPC203076
Intermediate Similarity 0.7108 NPC122327
Intermediate Similarity 0.7108 NPC113000
Intermediate Similarity 0.7108 NPC112609
Intermediate Similarity 0.7105 NPC147062
Intermediate Similarity 0.7059 NPC290638
Intermediate Similarity 0.7051 NPC50266
Intermediate Similarity 0.7045 NPC14326
Intermediate Similarity 0.7027 NPC149436
Intermediate Similarity 0.7027 NPC277704
Intermediate Similarity 0.7011 NPC475289
Intermediate Similarity 0.7011 NPC50063
Intermediate Similarity 0.7011 NPC475573
Remote Similarity 0.6974 NPC64270
Remote Similarity 0.6974 NPC8235
Remote Similarity 0.6947 NPC322040
Remote Similarity 0.6931 NPC474695
Remote Similarity 0.6883 NPC169110
Remote Similarity 0.6875 NPC36440
Remote Similarity 0.6869 NPC316797
Remote Similarity 0.686 NPC9796
Remote Similarity 0.686 NPC98269
Remote Similarity 0.686 NPC325662
Remote Similarity 0.6848 NPC305602
Remote Similarity 0.6848 NPC17497
Remote Similarity 0.6813 NPC3210
Remote Similarity 0.6809 NPC172128
Remote Similarity 0.6765 NPC167336
Remote Similarity 0.6747 NPC219246
Remote Similarity 0.6742 NPC242628
Remote Similarity 0.6706 NPC299134
Remote Similarity 0.6705 NPC272260
Remote Similarity 0.6703 NPC95429
Remote Similarity 0.6667 NPC473031
Remote Similarity 0.6667 NPC473661
Remote Similarity 0.6634 NPC291610
Remote Similarity 0.6629 NPC184030
Remote Similarity 0.6629 NPC164449
Remote Similarity 0.6627 NPC5324
Remote Similarity 0.6602 NPC473418
Remote Similarity 0.6602 NPC474559
Remote Similarity 0.6596 NPC12429
Remote Similarity 0.6588 NPC212463
Remote Similarity 0.6538 NPC45033
Remote Similarity 0.6531 NPC108339
Remote Similarity 0.6526 NPC298115
Remote Similarity 0.6526 NPC470877
Remote Similarity 0.6522 NPC267704
Remote Similarity 0.6517 NPC139901
Remote Similarity 0.6517 NPC151405
Remote Similarity 0.6509 NPC65855
Remote Similarity 0.6509 NPC292758
Remote Similarity 0.6489 NPC53492
Remote Similarity 0.6484 NPC73637
Remote Similarity 0.6484 NPC121478
Remote Similarity 0.6477 NPC179726
Remote Similarity 0.6471 NPC125144
Remote Similarity 0.6471 NPC121708
Remote Similarity 0.6465 NPC471320
Remote Similarity 0.6465 NPC471319
Remote Similarity 0.6458 NPC159178
Remote Similarity 0.6458 NPC74936
Remote Similarity 0.6458 NPC471307
Remote Similarity 0.6458 NPC209764
Remote Similarity 0.6458 NPC78041
Remote Similarity 0.6458 NPC26224
Remote Similarity 0.6458 NPC141139
Remote Similarity 0.6458 NPC121872
Remote Similarity 0.6452 NPC475710
Remote Similarity 0.6429 NPC474974
Remote Similarity 0.6404 NPC103488
Remote Similarity 0.64 NPC311242
Remote Similarity 0.64 NPC472258
Remote Similarity 0.6392 NPC220596
Remote Similarity 0.6392 NPC125226
Remote Similarity 0.6386 NPC52330
Remote Similarity 0.6375 NPC45255
Remote Similarity 0.6364 NPC246904
Remote Similarity 0.6364 NPC256452
Remote Similarity 0.6354 NPC176858
Remote Similarity 0.6337 NPC322598
Remote Similarity 0.6327 NPC59677
Remote Similarity 0.6327 NPC108800
Remote Similarity 0.6316 NPC69057
Remote Similarity 0.6316 NPC471638
Remote Similarity 0.631 NPC311343
Remote Similarity 0.6306 NPC473573
Remote Similarity 0.6304 NPC283012
Remote Similarity 0.6304 NPC475199
Remote Similarity 0.6292 NPC298023
Remote Similarity 0.6289 NPC277277
Remote Similarity 0.6289 NPC191444
Remote Similarity 0.6283 NPC320656
Remote Similarity 0.6279 NPC74458
Remote Similarity 0.6277 NPC99482
Remote Similarity 0.6264 NPC285716
Remote Similarity 0.6264 NPC95868
Remote Similarity 0.6264 NPC17408
Remote Similarity 0.6264 NPC157055
Remote Similarity 0.6264 NPC477703
Remote Similarity 0.6263 NPC71140
Remote Similarity 0.6263 NPC469330
Remote Similarity 0.6263 NPC471309
Remote Similarity 0.6261 NPC316896
Remote Similarity 0.625 NPC147578
Remote Similarity 0.625 NPC267262
Remote Similarity 0.625 NPC189371
Remote Similarity 0.625 NPC262393
Remote Similarity 0.6238 NPC33168
Remote Similarity 0.6237 NPC477770
Remote Similarity 0.6235 NPC98880
Remote Similarity 0.6224 NPC245259
Remote Similarity 0.6224 NPC284475
Remote Similarity 0.6222 NPC224544
Remote Similarity 0.6214 NPC469457

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  277.18
ALogP  0.3384
MLogP  3.55
XLogP  8.275
HDA  1
HBD  0
Rotatable Bonds  5
TPSA  3.24
RO5 Violation  1