Drug Information

Drug ID:  NPD1021
Drug Name:  Esketamine Hydrochloride
Molecular Formula:  C13H16ClNO.ClH
Canonical SMILES:  CN[C@@]1(CCCCC1=O)c1ccccc1Cl.Cl
Standard InCHI:  InChI=1S/C13H16ClNO.ClH/c1-15-13(9-5-4-8-12(13)16)10-6-2-3-7-11(10)14;/h2-3,6-7,15H,4-5,8-9H2,1H3;1H/t13-;/m0./s1
Standard InCHIKey:  VCMGMSHEPQENPE-ZOWNYOTGSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD1021

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 0.8276 NPC113099
Intermediate Similarity 0.708 NPC246757
Intermediate Similarity 0.708 NPC291070
Remote Similarity 0.696 NPC471318
Remote Similarity 0.6911 NPC313981
Remote Similarity 0.6881 NPC169016
Remote Similarity 0.6875 NPC320656
Remote Similarity 0.6797 NPC476440
Remote Similarity 0.6777 NPC476198
Remote Similarity 0.6777 NPC67043
Remote Similarity 0.6724 NPC329430
Remote Similarity 0.6639 NPC167336
Remote Similarity 0.6636 NPC12857
Remote Similarity 0.6607 NPC258046
Remote Similarity 0.6593 NPC119326
Remote Similarity 0.6567 NPC192533
Remote Similarity 0.6565 NPC226143
Remote Similarity 0.6555 NPC322598
Remote Similarity 0.6522 NPC126458
Remote Similarity 0.6515 NPC179605
Remote Similarity 0.6515 NPC279385
Remote Similarity 0.6504 NPC474910
Remote Similarity 0.6504 NPC473418
Remote Similarity 0.6486 NPC119677
Remote Similarity 0.6466 NPC103292
Remote Similarity 0.6452 NPC473498
Remote Similarity 0.6449 NPC139658
Remote Similarity 0.6418 NPC268534
Remote Similarity 0.64 NPC172170
Remote Similarity 0.6389 NPC325662
Remote Similarity 0.6389 NPC9796
Remote Similarity 0.6389 NPC98269
Remote Similarity 0.6356 NPC71140
Remote Similarity 0.6349 NPC77294
Remote Similarity 0.6341 NPC471310
Remote Similarity 0.6341 NPC471317
Remote Similarity 0.6333 NPC122493
Remote Similarity 0.6333 NPC10781
Remote Similarity 0.6333 NPC293628
Remote Similarity 0.633 NPC103488
Remote Similarity 0.6325 NPC470926
Remote Similarity 0.6321 NPC285679
Remote Similarity 0.6316 NPC177684
Remote Similarity 0.6316 NPC291962
Remote Similarity 0.6303 NPC108339
Remote Similarity 0.6296 NPC271642
Remote Similarity 0.6283 NPC133162
Remote Similarity 0.6273 NPC272260
Remote Similarity 0.627 NPC55529
Remote Similarity 0.6269 NPC112373
Remote Similarity 0.6269 NPC258531
Remote Similarity 0.6269 NPC161956
Remote Similarity 0.6259 NPC209389
Remote Similarity 0.625 NPC471319
Remote Similarity 0.625 NPC319579
Remote Similarity 0.625 NPC316906
Remote Similarity 0.625 NPC471320
Remote Similarity 0.6226 NPC74458
Remote Similarity 0.6222 NPC257490
Remote Similarity 0.6216 NPC17408
Remote Similarity 0.6216 NPC285716
Remote Similarity 0.6216 NPC95868
Remote Similarity 0.6216 NPC477703
Remote Similarity 0.6204 NPC98976
Remote Similarity 0.6198 NPC324569
Remote Similarity 0.6195 NPC104070
Remote Similarity 0.6167 NPC256452
Remote Similarity 0.6161 NPC12936
Remote Similarity 0.6161 NPC273033
Remote Similarity 0.616 NPC275467
Remote Similarity 0.6159 NPC79698
Remote Similarity 0.6131 NPC254698
Remote Similarity 0.6126 NPC139901
Remote Similarity 0.6126 NPC151405
Remote Similarity 0.6121 NPC69057
Remote Similarity 0.6115 NPC322433
Remote Similarity 0.6115 NPC477937
Remote Similarity 0.6111 NPC113000
Remote Similarity 0.6111 NPC112609
Remote Similarity 0.6111 NPC122327
Remote Similarity 0.6103 NPC71684
Remote Similarity 0.6099 NPC472245
Remote Similarity 0.6091 NPC290638
Remote Similarity 0.6083 NPC469330
Remote Similarity 0.608 NPC202613
Remote Similarity 0.608 NPC164859
Remote Similarity 0.6071 NPC71664
Remote Similarity 0.6071 NPC190567
Remote Similarity 0.6063 NPC327481
Remote Similarity 0.6055 NPC276699
Remote Similarity 0.6053 NPC273758
Remote Similarity 0.6047 NPC158854
Remote Similarity 0.6043 NPC472244
Remote Similarity 0.6043 NPC470343
Remote Similarity 0.6036 NPC285470
Remote Similarity 0.6036 NPC2785
Remote Similarity 0.6036 NPC36342
Remote Similarity 0.6031 NPC474584
Remote Similarity 0.6029 NPC27833
Remote Similarity 0.6018 NPC145053
Remote Similarity 0.6017 NPC298115
Remote Similarity 0.6014 NPC48909
Remote Similarity 0.6014 NPC473962
Remote Similarity 0.6 NPC59677
Remote Similarity 0.5986 NPC194562
Remote Similarity 0.5985 NPC57051
Remote Similarity 0.5984 NPC474559
Remote Similarity 0.5982 NPC300205
Remote Similarity 0.5981 NPC229235
Remote Similarity 0.5981 NPC219246
Remote Similarity 0.5973 NPC472241
Remote Similarity 0.5968 NPC12730
Remote Similarity 0.5966 NPC277277
Remote Similarity 0.5959 NPC325599
Remote Similarity 0.5954 NPC329011
Remote Similarity 0.5954 NPC275410
Remote Similarity 0.5946 NPC245966
Remote Similarity 0.5946 NPC298023
Remote Similarity 0.5942 NPC39818
Remote Similarity 0.5938 NPC45033
Remote Similarity 0.5935 NPC472788
Remote Similarity 0.5932 NPC157778
Remote Similarity 0.5932 NPC267262
Remote Similarity 0.5931 NPC474473
Remote Similarity 0.5931 NPC313352
Remote Similarity 0.5929 NPC474926
Remote Similarity 0.5929 NPC157055
Remote Similarity 0.5929 NPC164086
Remote Similarity 0.5917 NPC284475
Remote Similarity 0.5917 NPC133461
Remote Similarity 0.5915 NPC150863
Remote Similarity 0.5913 NPC149263
Remote Similarity 0.5899 NPC35996
Remote Similarity 0.5897 NPC160339
Remote Similarity 0.5897 NPC307
Remote Similarity 0.5896 NPC197470
Remote Similarity 0.5896 NPC473573
Remote Similarity 0.5882 NPC418308
Remote Similarity 0.5882 NPC176858
Remote Similarity 0.5882 NPC113307
Remote Similarity 0.5882 NPC231591
Remote Similarity 0.5874 NPC314431
Remote Similarity 0.5874 NPC280807
Remote Similarity 0.5874 NPC179224
Remote Similarity 0.5873 NPC239854
Remote Similarity 0.5868 NPC1682
Remote Similarity 0.5868 NPC473661
Remote Similarity 0.5868 NPC323420
Remote Similarity 0.5868 NPC153885
Remote Similarity 0.5868 NPC155232
Remote Similarity 0.5868 NPC188844
Remote Similarity 0.5855 NPC313850
Remote Similarity 0.5855 NPC472242
Remote Similarity 0.5854 NPC185208
Remote Similarity 0.5854 NPC219573
Remote Similarity 0.5847 NPC473031
Remote Similarity 0.5847 NPC43945
Remote Similarity 0.5847 NPC305602
Remote Similarity 0.5847 NPC17497
Remote Similarity 0.5833 NPC191444
Remote Similarity 0.5833 NPC19256
Remote Similarity 0.5833 NPC173413
Remote Similarity 0.5833 NPC181390
Remote Similarity 0.5826 NPC230068
Remote Similarity 0.5822 NPC316104
Remote Similarity 0.5822 NPC162417
Remote Similarity 0.582 NPC238219
Remote Similarity 0.582 NPC289883
Remote Similarity 0.582 NPC322040
Remote Similarity 0.5818 NPC208075
Remote Similarity 0.5812 NPC123476
Remote Similarity 0.5806 NPC239185
Remote Similarity 0.5798 NPC30445
Remote Similarity 0.5798 NPC12429
Remote Similarity 0.5797 NPC317564
Remote Similarity 0.5789 NPC136002
Remote Similarity 0.5781 NPC304761
Remote Similarity 0.5781 NPC38262
Remote Similarity 0.5781 NPC150254
Remote Similarity 0.5781 NPC226778
Remote Similarity 0.5781 NPC147000
Remote Similarity 0.5779 NPC2672
Remote Similarity 0.5778 NPC101139
Remote Similarity 0.5776 NPC474088
Remote Similarity 0.5776 NPC215008
Remote Similarity 0.5772 NPC260233
Remote Similarity 0.5766 NPC228515
Remote Similarity 0.5766 NPC220698
Remote Similarity 0.576 NPC49994
Remote Similarity 0.576 NPC134882
Remote Similarity 0.5752 NPC76455
Remote Similarity 0.5752 NPC137847
Remote Similarity 0.575 NPC470877
Remote Similarity 0.5748 NPC327226
Remote Similarity 0.5745 NPC222466
Remote Similarity 0.5745 NPC285394
Remote Similarity 0.5739 NPC231986
Remote Similarity 0.5736 NPC474695
Remote Similarity 0.5734 NPC72473
Remote Similarity 0.5734 NPC307437

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  237.09
ALogP  -0.4081
MLogP  2.56
XLogP  2.966
HDA  2
HBD  1
Rotatable Bonds  4
TPSA  29.1
RO5 Violation  0