Drug Information

Drug ID:  NPD4657
Drug Name:  Methadone
Molecular Formula:  C21H27NO
Canonical SMILES:  CCC(=O)C(c1ccccc1)(c1ccccc1)CC(N(C)C)C
Standard InCHI:  InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3
Standard InCHIKey:  USSIQXCVUWKGNF-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD4657

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 0.8515 NPC167336
Intermediate Similarity 0.7889 NPC9796
Intermediate Similarity 0.781 NPC473418
Intermediate Similarity 0.7717 NPC272260
Intermediate Similarity 0.7685 NPC158854
Intermediate Similarity 0.7589 NPC473573
Intermediate Similarity 0.7573 NPC322598
Intermediate Similarity 0.7527 NPC151405
Intermediate Similarity 0.7527 NPC139901
Intermediate Similarity 0.7525 NPC246757
Intermediate Similarity 0.7525 NPC291070
Intermediate Similarity 0.7475 NPC298115
Intermediate Similarity 0.7449 NPC69057
Intermediate Similarity 0.7447 NPC95868
Intermediate Similarity 0.7444 NPC285679
Intermediate Similarity 0.7426 NPC59677
Intermediate Similarity 0.7419 NPC103488
Intermediate Similarity 0.7407 NPC45033
Intermediate Similarity 0.7368 NPC12936
Intermediate Similarity 0.7368 NPC231986
Intermediate Similarity 0.7368 NPC273033
Intermediate Similarity 0.7353 NPC71140
Intermediate Similarity 0.7333 NPC74458
Intermediate Similarity 0.7327 NPC470926
Intermediate Similarity 0.7282 NPC256452
Intermediate Similarity 0.7263 NPC285716
Intermediate Similarity 0.7263 NPC477703
Intermediate Similarity 0.7263 NPC17408
Intermediate Similarity 0.7263 NPC71664
Intermediate Similarity 0.7255 NPC323420
Intermediate Similarity 0.7216 NPC273758
Intermediate Similarity 0.7212 NPC185208
Intermediate Similarity 0.7212 NPC219573
Intermediate Similarity 0.7179 NPC226143
Intermediate Similarity 0.7167 NPC285394
Intermediate Similarity 0.7156 NPC476198
Intermediate Similarity 0.7143 NPC239185
Intermediate Similarity 0.7129 NPC231591
Intermediate Similarity 0.7113 NPC230068
Intermediate Similarity 0.7107 NPC79698
Intermediate Similarity 0.7083 NPC190567
Intermediate Similarity 0.7075 NPC134882
Intermediate Similarity 0.7071 NPC123476
Intermediate Similarity 0.7059 NPC277277
Intermediate Similarity 0.7053 NPC36342
Intermediate Similarity 0.7053 NPC2785
Intermediate Similarity 0.7053 NPC285470
Intermediate Similarity 0.703 NPC267262
Intermediate Similarity 0.701 NPC145053
Intermediate Similarity 0.7 NPC213126
Intermediate Similarity 0.7 NPC317474
Intermediate Similarity 0.7 NPC291027
Intermediate Similarity 0.7 NPC84281
Intermediate Similarity 0.7 NPC169485
Remote Similarity 0.699 NPC284475
Remote Similarity 0.699 NPC125226
Remote Similarity 0.6981 NPC265220
Remote Similarity 0.6979 NPC300205
Remote Similarity 0.6975 NPC27833
Remote Similarity 0.6972 NPC471317
Remote Similarity 0.697 NPC133162
Remote Similarity 0.6961 NPC418308
Remote Similarity 0.6961 NPC113307
Remote Similarity 0.6949 NPC220698
Remote Similarity 0.6947 NPC298023
Remote Similarity 0.6947 NPC245966
Remote Similarity 0.6947 NPC179726
Remote Similarity 0.6944 NPC109514
Remote Similarity 0.6944 NPC476993
Remote Similarity 0.6944 NPC474582
Remote Similarity 0.6937 NPC473498
Remote Similarity 0.6931 NPC17497
Remote Similarity 0.6931 NPC305602
Remote Similarity 0.6923 NPC155232
Remote Similarity 0.6923 NPC1682
Remote Similarity 0.6923 NPC153885
Remote Similarity 0.6923 NPC188844
Remote Similarity 0.6916 NPC75724
Remote Similarity 0.6916 NPC49994
Remote Similarity 0.6911 NPC119326
Remote Similarity 0.6907 NPC164086
Remote Similarity 0.6907 NPC157055
Remote Similarity 0.6905 NPC473962
Remote Similarity 0.6897 NPC33742
Remote Similarity 0.6897 NPC246904
Remote Similarity 0.6897 NPC113099
Remote Similarity 0.6893 NPC19256
Remote Similarity 0.6869 NPC474088
Remote Similarity 0.6863 NPC157778
Remote Similarity 0.6857 NPC238219
Remote Similarity 0.6857 NPC289883
Remote Similarity 0.6852 NPC12730
Remote Similarity 0.6852 NPC476042
Remote Similarity 0.6847 NPC67043
Remote Similarity 0.6842 NPC319579
Remote Similarity 0.6842 NPC271642
Remote Similarity 0.6838 NPC188010
Remote Similarity 0.6832 NPC160339
Remote Similarity 0.6832 NPC203076
Remote Similarity 0.6832 NPC307
Remote Similarity 0.6827 NPC133461
Remote Similarity 0.6827 NPC141607
Remote Similarity 0.6827 NPC187725
Remote Similarity 0.6825 NPC126458
Remote Similarity 0.6818 NPC471829
Remote Similarity 0.6818 NPC472691
Remote Similarity 0.6818 NPC474866
Remote Similarity 0.6818 NPC475939
Remote Similarity 0.681 NPC276949
Remote Similarity 0.681 NPC35850
Remote Similarity 0.6809 NPC208075
Remote Similarity 0.6792 NPC472880
Remote Similarity 0.6792 NPC329430
Remote Similarity 0.6792 NPC260233
Remote Similarity 0.6777 NPC257490
Remote Similarity 0.6765 NPC60408
Remote Similarity 0.6765 NPC43945
Remote Similarity 0.6762 NPC473661
Remote Similarity 0.6754 NPC292758
Remote Similarity 0.6754 NPC65855
Remote Similarity 0.675 NPC291962
Remote Similarity 0.675 NPC177684
Remote Similarity 0.6737 NPC98976
Remote Similarity 0.6731 NPC67585
Remote Similarity 0.6731 NPC173413
Remote Similarity 0.6731 NPC58872
Remote Similarity 0.6731 NPC303967
Remote Similarity 0.6731 NPC110420
Remote Similarity 0.6727 NPC239854
Remote Similarity 0.6726 NPC55529
Remote Similarity 0.6723 NPC476440
Remote Similarity 0.6723 NPC470545
Remote Similarity 0.6719 NPC313663
Remote Similarity 0.6702 NPC271437
Remote Similarity 0.6701 NPC76455
Remote Similarity 0.6701 NPC137847
Remote Similarity 0.67 NPC104070
Remote Similarity 0.67 NPC215008
Remote Similarity 0.67 NPC119677
Remote Similarity 0.6696 NPC474695
Remote Similarity 0.6694 NPC258531
Remote Similarity 0.6694 NPC112373
Remote Similarity 0.6694 NPC161956
Remote Similarity 0.6667 NPC10781
Remote Similarity 0.6667 NPC139658
Remote Similarity 0.6667 NPC116057
Remote Similarity 0.6667 NPC103048
Remote Similarity 0.6667 NPC240042
Remote Similarity 0.6667 NPC202613
Remote Similarity 0.6667 NPC293628
Remote Similarity 0.6667 NPC324569
Remote Similarity 0.6667 NPC470546
Remote Similarity 0.6667 NPC226041
Remote Similarity 0.6667 NPC472258
Remote Similarity 0.6667 NPC122493
Remote Similarity 0.6641 NPC316906
Remote Similarity 0.664 NPC136453
Remote Similarity 0.6639 NPC470544
Remote Similarity 0.6637 NPC472700
Remote Similarity 0.6637 NPC472699
Remote Similarity 0.6636 NPC206764
Remote Similarity 0.6636 NPC225079
Remote Similarity 0.6635 NPC325709
Remote Similarity 0.6635 NPC9822
Remote Similarity 0.6634 NPC169016
Remote Similarity 0.6632 NPC112609
Remote Similarity 0.6632 NPC113000
Remote Similarity 0.6632 NPC122327
Remote Similarity 0.6615 NPC118099
Remote Similarity 0.6615 NPC474787
Remote Similarity 0.6615 NPC151706
Remote Similarity 0.6615 NPC476102
Remote Similarity 0.6615 NPC474811
Remote Similarity 0.6615 NPC79465
Remote Similarity 0.6615 NPC260045
Remote Similarity 0.6615 NPC49577
Remote Similarity 0.6615 NPC90194
Remote Similarity 0.6615 NPC475318
Remote Similarity 0.6615 NPC474855
Remote Similarity 0.6615 NPC9687
Remote Similarity 0.6615 NPC273907
Remote Similarity 0.6615 NPC475598
Remote Similarity 0.6615 NPC293377
Remote Similarity 0.6615 NPC76785
Remote Similarity 0.6614 NPC69496
Remote Similarity 0.661 NPC472164
Remote Similarity 0.6598 NPC290638
Remote Similarity 0.6598 NPC329318
Remote Similarity 0.6591 NPC153007
Remote Similarity 0.6587 NPC89923
Remote Similarity 0.6587 NPC152850
Remote Similarity 0.6587 NPC71933
Remote Similarity 0.6587 NPC239990
Remote Similarity 0.6587 NPC305717
Remote Similarity 0.6587 NPC105114
Remote Similarity 0.6579 NPC472701
Remote Similarity 0.6579 NPC472683
Remote Similarity 0.6579 NPC472695
Remote Similarity 0.6579 NPC472696
Remote Similarity 0.6574 NPC12695

Drug Structure

External Identifiers

TTD   DAP000267
DrugBank   DB00333
ChEMBL   CHEMBL651
IUPHAR/BPS   5458
PharmaGKB   PA450401
KEGG Drug  
PubChem CID   4095
ChEBI   6807
CAS Number  76-99-3

Drug Properties

Molecular Weight  309.21
ALogP  -0.2664
MLogP  3.55
XLogP  7.247
HDA  2
HBD  0
Rotatable Bonds  11
TPSA  20.31
RO5 Violation  1