Drug Information

Drug ID:  NPD1765
Drug Name:  Milnacipran
Molecular Formula:  C15H22N2O
Canonical SMILES:  NCC1CC1(c1ccccc1)C(=O)N(CC)CC
Standard InCHI:  InChI=1S/C15H22N2O/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12/h5-9,13H,3-4,10-11,16H2,1-2H3
Standard InCHIKey:  GJJFMKBJSRMPLA-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1765

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
Intermediate Similarity 0.7692 NPC71140
Intermediate Similarity 0.7477 NPC473418
Intermediate Similarity 0.7453 NPC256452
Intermediate Similarity 0.7436 NPC473573
Intermediate Similarity 0.7381 NPC126458
Intermediate Similarity 0.7264 NPC473661
Intermediate Similarity 0.7257 NPC45033
Intermediate Similarity 0.7232 NPC275467
Intermediate Similarity 0.7217 NPC158854
Intermediate Similarity 0.7196 NPC246757
Intermediate Similarity 0.7196 NPC291070
Intermediate Similarity 0.7193 NPC55529
Intermediate Similarity 0.712 NPC79698
Intermediate Similarity 0.7115 NPC305602
Intermediate Similarity 0.7115 NPC17497
Intermediate Similarity 0.7105 NPC473498
Intermediate Similarity 0.7059 NPC474088
Intermediate Similarity 0.7041 NPC139658
Remote Similarity 0.6992 NPC27833
Remote Similarity 0.6975 NPC35850
Remote Similarity 0.6975 NPC276949
Remote Similarity 0.6937 NPC322598
Remote Similarity 0.6935 NPC71684
Remote Similarity 0.6923 NPC473962
Remote Similarity 0.6917 NPC33742
Remote Similarity 0.6905 NPC222466
Remote Similarity 0.687 NPC67043
Remote Similarity 0.687 NPC167336
Remote Similarity 0.685 NPC101719
Remote Similarity 0.6847 NPC472258
Remote Similarity 0.6796 NPC230068
Remote Similarity 0.6777 NPC246904
Remote Similarity 0.6777 NPC113099
Remote Similarity 0.6768 NPC276699
Remote Similarity 0.6733 NPC103488
Remote Similarity 0.6727 NPC474974
Remote Similarity 0.672 NPC200964
Remote Similarity 0.6701 NPC229235
Remote Similarity 0.6696 NPC293628
Remote Similarity 0.6696 NPC122493
Remote Similarity 0.6696 NPC10781
Remote Similarity 0.6694 NPC220698
Remote Similarity 0.6667 NPC315276
Remote Similarity 0.6667 NPC327481
Remote Similarity 0.6667 NPC14672
Remote Similarity 0.6667 NPC119326
Remote Similarity 0.6667 NPC113000
Remote Similarity 0.6667 NPC112609
Remote Similarity 0.6667 NPC285926
Remote Similarity 0.6667 NPC122327
Remote Similarity 0.6667 NPC169016
Remote Similarity 0.6634 NPC298023
Remote Similarity 0.6634 NPC290638
Remote Similarity 0.6613 NPC470545
Remote Similarity 0.6612 NPC474584
Remote Similarity 0.6609 NPC329375
Remote Similarity 0.6602 NPC285716
Remote Similarity 0.6602 NPC157055
Remote Similarity 0.6602 NPC17408
Remote Similarity 0.6583 NPC313981
Remote Similarity 0.6581 NPC476198
Remote Similarity 0.6569 NPC12857
Remote Similarity 0.6566 NPC285679
Remote Similarity 0.656 NPC470546
Remote Similarity 0.6552 NPC164859
Remote Similarity 0.6549 NPC324569
Remote Similarity 0.6542 NPC258046
Remote Similarity 0.6538 NPC322433
Remote Similarity 0.6538 NPC231986
Remote Similarity 0.6535 NPC271642
Remote Similarity 0.6532 NPC470544
Remote Similarity 0.6509 NPC133162
Remote Similarity 0.6481 NPC60408
Remote Similarity 0.6471 NPC98269
Remote Similarity 0.6471 NPC325662
Remote Similarity 0.6471 NPC471123
Remote Similarity 0.6465 NPC74458
Remote Similarity 0.6457 NPC302169
Remote Similarity 0.6446 NPC319579
Remote Similarity 0.6444 NPC162417
Remote Similarity 0.6444 NPC316104
Remote Similarity 0.6442 NPC190567
Remote Similarity 0.6441 NPC143516
Remote Similarity 0.6439 NPC473322
Remote Similarity 0.6439 NPC111428
Remote Similarity 0.6436 NPC98976
Remote Similarity 0.6423 NPC132636
Remote Similarity 0.6423 NPC316906
Remote Similarity 0.6415 NPC104070
Remote Similarity 0.6415 NPC119677
Remote Similarity 0.64 NPC239357
Remote Similarity 0.6393 NPC329011
Remote Similarity 0.6387 NPC130898
Remote Similarity 0.6387 NPC471447
Remote Similarity 0.6387 NPC474804
Remote Similarity 0.6387 NPC474973
Remote Similarity 0.6385 NPC22746
Remote Similarity 0.6372 NPC329430
Remote Similarity 0.6364 NPC298115
Remote Similarity 0.6364 NPC239990
Remote Similarity 0.6364 NPC152850
Remote Similarity 0.6364 NPC89923
Remote Similarity 0.6364 NPC105114
Remote Similarity 0.6364 NPC71933
Remote Similarity 0.6338 NPC313850
Remote Similarity 0.6337 NPC208075
Remote Similarity 0.6336 NPC474926
Remote Similarity 0.633 NPC53492
Remote Similarity 0.632 NPC197470
Remote Similarity 0.6316 NPC471320
Remote Similarity 0.6316 NPC471319
Remote Similarity 0.6311 NPC9796
Remote Similarity 0.6308 NPC474082
Remote Similarity 0.6308 NPC6975
Remote Similarity 0.6308 NPC175726
Remote Similarity 0.6306 NPC58872
Remote Similarity 0.6296 NPC252067
Remote Similarity 0.6293 NPC12730
Remote Similarity 0.6288 NPC136453
Remote Similarity 0.6286 NPC477703
Remote Similarity 0.6286 NPC475289
Remote Similarity 0.6286 NPC161069
Remote Similarity 0.6286 NPC475573
Remote Similarity 0.6286 NPC95868
Remote Similarity 0.6283 NPC469330
Remote Similarity 0.6277 NPC474811
Remote Similarity 0.6277 NPC260045
Remote Similarity 0.6277 NPC474855
Remote Similarity 0.6277 NPC151706
Remote Similarity 0.6277 NPC475318
Remote Similarity 0.6277 NPC9687
Remote Similarity 0.6277 NPC79465
Remote Similarity 0.6277 NPC49577
Remote Similarity 0.6277 NPC293377
Remote Similarity 0.6277 NPC474787
Remote Similarity 0.6277 NPC476102
Remote Similarity 0.6277 NPC90194
Remote Similarity 0.6277 NPC118099
Remote Similarity 0.6277 NPC76785
Remote Similarity 0.6277 NPC475598
Remote Similarity 0.6277 NPC273907
Remote Similarity 0.6271 NPC471317
Remote Similarity 0.6269 NPC179224
Remote Similarity 0.6269 NPC200589
Remote Similarity 0.6267 NPC309531
Remote Similarity 0.6267 NPC472102
Remote Similarity 0.6259 NPC469560
Remote Similarity 0.625 NPC2785
Remote Similarity 0.625 NPC76455
Remote Similarity 0.625 NPC125226
Remote Similarity 0.625 NPC285470
Remote Similarity 0.625 NPC36342
Remote Similarity 0.625 NPC137847
Remote Similarity 0.625 NPC470926
Remote Similarity 0.625 NPC226143
Remote Similarity 0.6242 NPC222029
Remote Similarity 0.6239 NPC474582
Remote Similarity 0.6238 NPC271437
Remote Similarity 0.6231 NPC84281
Remote Similarity 0.6231 NPC291027
Remote Similarity 0.6231 NPC169485
Remote Similarity 0.6231 NPC213126
Remote Similarity 0.6231 NPC317474
Remote Similarity 0.6226 NPC145053
Remote Similarity 0.6222 NPC157311
Remote Similarity 0.6222 NPC255447
Remote Similarity 0.6214 NPC315051
Remote Similarity 0.6214 NPC150712
Remote Similarity 0.6209 NPC214960
Remote Similarity 0.6209 NPC279527
Remote Similarity 0.62 NPC219246
Remote Similarity 0.6195 NPC323420
Remote Similarity 0.6195 NPC59677
Remote Similarity 0.6194 NPC469666
Remote Similarity 0.6194 NPC213969
Remote Similarity 0.6194 NPC165726
Remote Similarity 0.619 NPC272260
Remote Similarity 0.619 NPC300205
Remote Similarity 0.6182 NPC322387
Remote Similarity 0.6176 NPC44805
Remote Similarity 0.6176 NPC8761
Remote Similarity 0.6174 NPC185208
Remote Similarity 0.6174 NPC219573
Remote Similarity 0.6167 NPC474695
Remote Similarity 0.6165 NPC477937
Remote Similarity 0.6164 NPC473329
Remote Similarity 0.6161 NPC274455
Remote Similarity 0.6161 NPC70940
Remote Similarity 0.6161 NPC86670
Remote Similarity 0.6154 NPC329318
Remote Similarity 0.6154 NPC202521
Remote Similarity 0.6154 NPC245966
Remote Similarity 0.6148 NPC472245
Remote Similarity 0.6148 NPC473676
Remote Similarity 0.614 NPC7067
Remote Similarity 0.614 NPC322040
Remote Similarity 0.6132 NPC164086
Remote Similarity 0.6129 NPC181390
Remote Similarity 0.6127 NPC52748
Remote Similarity 0.6121 NPC239185

Drug Structure

External Identifiers

TTD   DAP001155
DrugBank  
ChEMBL  
IUPHAR/BPS   7436
PharmaGKB  
KEGG Drug  
PubChem CID   11622909
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  246.17
ALogP  -1.0224
MLogP  2.78
XLogP  3.11
HDA  3
HBD  1
Rotatable Bonds  9
TPSA  46.33
RO5 Violation  0