Drug Information

Drug ID:  NPD1373
Drug Name:  Methylphenidate
Molecular Formula:  C14H19NO2
Canonical SMILES:  COC(=O)C(c1ccccc1)C1CCCCN1
Standard InCHI:  InChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3
Standard InCHIKey:  DUGOZIWVEXMGBE-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1373

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 0.8393 NPC158854
Intermediate Similarity 0.8099 NPC317474
Intermediate Similarity 0.8099 NPC84281
Intermediate Similarity 0.8099 NPC291027
Intermediate Similarity 0.8099 NPC213126
Intermediate Similarity 0.8099 NPC169485
Intermediate Similarity 0.8036 NPC67043
Intermediate Similarity 0.7818 NPC322598
Intermediate Similarity 0.7727 NPC122493
Intermediate Similarity 0.7727 NPC293628
Intermediate Similarity 0.7727 NPC10781
Intermediate Similarity 0.7719 NPC476198
Intermediate Similarity 0.7667 NPC197470
Intermediate Similarity 0.7656 NPC69496
Intermediate Similarity 0.7568 NPC324569
Intermediate Similarity 0.752 NPC26285
Intermediate Similarity 0.75 NPC327481
Intermediate Similarity 0.7481 NPC245836
Intermediate Similarity 0.7481 NPC233910
Intermediate Similarity 0.748 NPC474847
Intermediate Similarity 0.7479 NPC329011
Intermediate Similarity 0.7422 NPC65310
Intermediate Similarity 0.7417 NPC474584
Intermediate Similarity 0.7395 NPC319579
Intermediate Similarity 0.7391 NPC164859
Intermediate Similarity 0.7333 NPC288903
Intermediate Similarity 0.7311 NPC24777
Intermediate Similarity 0.7281 NPC12730
Intermediate Similarity 0.7266 NPC285394
Intermediate Similarity 0.7265 NPC167336
Intermediate Similarity 0.7259 NPC281104
Intermediate Similarity 0.7226 NPC57976
Intermediate Similarity 0.7222 NPC322387
Intermediate Similarity 0.7196 NPC294134
Intermediate Similarity 0.7188 NPC35996
Intermediate Similarity 0.7182 NPC274455
Intermediate Similarity 0.7182 NPC86670
Intermediate Similarity 0.7182 NPC70940
Intermediate Similarity 0.7154 NPC477937
Intermediate Similarity 0.7107 NPC313981
Intermediate Similarity 0.7091 NPC9822
Intermediate Similarity 0.7063 NPC314992
Intermediate Similarity 0.7059 NPC478140
Intermediate Similarity 0.704 NPC2265
Intermediate Similarity 0.7009 NPC270507
Remote Similarity 0.6991 NPC291070
Remote Similarity 0.6991 NPC246757
Remote Similarity 0.6975 NPC473418
Remote Similarity 0.6963 NPC313663
Remote Similarity 0.6953 NPC80150
Remote Similarity 0.6953 NPC190663
Remote Similarity 0.6947 NPC47667
Remote Similarity 0.6929 NPC310467
Remote Similarity 0.6916 NPC323103
Remote Similarity 0.6916 NPC103387
Remote Similarity 0.6905 NPC188867
Remote Similarity 0.6905 NPC281686
Remote Similarity 0.6905 NPC106551
Remote Similarity 0.6899 NPC71684
Remote Similarity 0.6891 NPC304761
Remote Similarity 0.6891 NPC147000
Remote Similarity 0.6891 NPC226778
Remote Similarity 0.6891 NPC150254
Remote Similarity 0.6885 NPC292758
Remote Similarity 0.6885 NPC65855
Remote Similarity 0.6861 NPC173295
Remote Similarity 0.6852 NPC285773
Remote Similarity 0.685 NPC169328
Remote Similarity 0.6847 NPC329064
Remote Similarity 0.6846 NPC160493
Remote Similarity 0.6842 NPC152850
Remote Similarity 0.6842 NPC105114
Remote Similarity 0.6842 NPC71933
Remote Similarity 0.6842 NPC305717
Remote Similarity 0.6842 NPC239990
Remote Similarity 0.6842 NPC89923
Remote Similarity 0.6838 NPC7435
Remote Similarity 0.6831 NPC314114
Remote Similarity 0.681 NPC226041
Remote Similarity 0.6788 NPC474473
Remote Similarity 0.6783 NPC329430
Remote Similarity 0.6767 NPC136453
Remote Similarity 0.6765 NPC246913
Remote Similarity 0.6763 NPC287358
Remote Similarity 0.6763 NPC132636
Remote Similarity 0.6746 NPC113099
Remote Similarity 0.6746 NPC33742
Remote Similarity 0.6746 NPC472164
Remote Similarity 0.6744 NPC239697
Remote Similarity 0.6739 NPC314835
Remote Similarity 0.6729 NPC121800
Remote Similarity 0.6726 NPC84288
Remote Similarity 0.6723 NPC327226
Remote Similarity 0.6711 NPC93343
Remote Similarity 0.6697 NPC44830
Remote Similarity 0.6695 NPC221825
Remote Similarity 0.6695 NPC476042
Remote Similarity 0.6693 NPC101139
Remote Similarity 0.6692 NPC478016
Remote Similarity 0.6692 NPC478015
Remote Similarity 0.6692 NPC478014
Remote Similarity 0.6692 NPC4974
Remote Similarity 0.6691 NPC157311
Remote Similarity 0.669 NPC475128
Remote Similarity 0.6667 NPC276949
Remote Similarity 0.6667 NPC311753
Remote Similarity 0.6667 NPC317784
Remote Similarity 0.6667 NPC35850
Remote Similarity 0.6667 NPC258046
Remote Similarity 0.6667 NPC40488
Remote Similarity 0.6667 NPC139658
Remote Similarity 0.6667 NPC296712
Remote Similarity 0.6667 NPC142638
Remote Similarity 0.6667 NPC253476
Remote Similarity 0.6645 NPC282339
Remote Similarity 0.6645 NPC176983
Remote Similarity 0.6645 NPC99632
Remote Similarity 0.6642 NPC124776
Remote Similarity 0.6642 NPC44805
Remote Similarity 0.6642 NPC119326
Remote Similarity 0.6642 NPC8761
Remote Similarity 0.6641 NPC326079
Remote Similarity 0.6639 NPC274089
Remote Similarity 0.6639 NPC473325
Remote Similarity 0.6639 NPC191215
Remote Similarity 0.6638 NPC172925
Remote Similarity 0.6636 NPC170484
Remote Similarity 0.6619 NPC151706
Remote Similarity 0.6619 NPC79465
Remote Similarity 0.6619 NPC475598
Remote Similarity 0.6619 NPC260045
Remote Similarity 0.6619 NPC474811
Remote Similarity 0.6619 NPC476102
Remote Similarity 0.6619 NPC474855
Remote Similarity 0.6619 NPC118099
Remote Similarity 0.6619 NPC474787
Remote Similarity 0.6619 NPC90194
Remote Similarity 0.6619 NPC475318
Remote Similarity 0.6619 NPC49577
Remote Similarity 0.6619 NPC293377
Remote Similarity 0.6619 NPC273907
Remote Similarity 0.6619 NPC76785
Remote Similarity 0.6619 NPC9687
Remote Similarity 0.6618 NPC325651
Remote Similarity 0.6617 NPC226794
Remote Similarity 0.6617 NPC222466
Remote Similarity 0.6612 NPC275467
Remote Similarity 0.661 NPC108606
Remote Similarity 0.661 NPC226096
Remote Similarity 0.661 NPC303611
Remote Similarity 0.661 NPC290515
Remote Similarity 0.661 NPC164514
Remote Similarity 0.6593 NPC476353
Remote Similarity 0.6591 NPC142577
Remote Similarity 0.6591 NPC27581
Remote Similarity 0.6581 NPC261947
Remote Similarity 0.6574 NPC127343
Remote Similarity 0.6567 NPC101719
Remote Similarity 0.6562 NPC188010
Remote Similarity 0.6555 NPC146351
Remote Similarity 0.6552 NPC260194
Remote Similarity 0.6552 NPC71140
Remote Similarity 0.6549 NPC263493
Remote Similarity 0.6549 NPC269398
Remote Similarity 0.6544 NPC103605
Remote Similarity 0.6544 NPC81092
Remote Similarity 0.6538 NPC237420
Remote Similarity 0.6536 NPC472121
Remote Similarity 0.6536 NPC286871
Remote Similarity 0.6533 NPC161827
Remote Similarity 0.6529 NPC471317
Remote Similarity 0.6529 NPC329556
Remote Similarity 0.6525 NPC477767
Remote Similarity 0.6525 NPC270654
Remote Similarity 0.6522 NPC326966
Remote Similarity 0.6515 NPC56634
Remote Similarity 0.6513 NPC193410
Remote Similarity 0.6508 NPC269340
Remote Similarity 0.6507 NPC473541
Remote Similarity 0.6504 NPC473498
Remote Similarity 0.6504 NPC142326
Remote Similarity 0.6504 NPC94751
Remote Similarity 0.6503 NPC139326
Remote Similarity 0.6503 NPC43477
Remote Similarity 0.65 NPC470441
Remote Similarity 0.65 NPC228400
Remote Similarity 0.65 NPC214200
Remote Similarity 0.6496 NPC130398
Remote Similarity 0.6496 NPC303045
Remote Similarity 0.6496 NPC161972
Remote Similarity 0.6496 NPC256452
Remote Similarity 0.6491 NPC220893
Remote Similarity 0.6491 NPC231591
Remote Similarity 0.6489 NPC319950
Remote Similarity 0.6486 NPC169016
Remote Similarity 0.6486 NPC300443
Remote Similarity 0.6479 NPC319645
Remote Similarity 0.6476 NPC112609
Remote Similarity 0.6476 NPC113000
Remote Similarity 0.6476 NPC122327

Drug Structure

External Identifiers

TTD   DAP000024
DrugBank   DB00422
ChEMBL   CHEMBL796
IUPHAR/BPS   7236
PharmaGKB   PA450464
KEGG Drug   D04999
PubChem CID   4158
ChEBI   84276
CAS Number  113-45-1

Drug Properties

Molecular Weight  233.14
ALogP  -1.4567
MLogP  2.67
XLogP  4.215
HDA  3
HBD  1
Rotatable Bonds  5
TPSA  38.33
RO5 Violation  0