Drug Information

Drug ID:  NPD253
Drug Name:  Phenibut
Molecular Formula:  C10H13NO2
Canonical SMILES:  NCC(c1ccccc1)CC(=O)O
Standard InCHI:  InChI=1S/C10H13NO2/c11-7-9(6-10(12)13)8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)
Standard InCHIKey:  DAFOCGYVTAOKAJ-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD253

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 0.9053 NPC122493
High Similarity 0.9053 NPC10781
High Similarity 0.9053 NPC293628
High Similarity 0.8922 NPC313981
High Similarity 0.8854 NPC324569
Intermediate Similarity 0.8431 NPC67043
Intermediate Similarity 0.8416 NPC164859
Intermediate Similarity 0.8173 NPC327481
Intermediate Similarity 0.8132 NPC127343
Intermediate Similarity 0.8119 NPC12730
Intermediate Similarity 0.8105 NPC322387
Intermediate Similarity 0.8065 NPC44830
Intermediate Similarity 0.8056 NPC474584
Intermediate Similarity 0.8037 NPC319579
Intermediate Similarity 0.7963 NPC329011
Intermediate Similarity 0.7872 NPC285773
Intermediate Similarity 0.7857 NPC86670
Intermediate Similarity 0.7857 NPC70940
Intermediate Similarity 0.7857 NPC274455
Intermediate Similarity 0.7708 NPC95965
Intermediate Similarity 0.77 NPC323164
Intermediate Similarity 0.7679 NPC197470
Intermediate Similarity 0.767 NPC322598
Intermediate Similarity 0.7653 NPC329064
Intermediate Similarity 0.7611 NPC106551
Intermediate Similarity 0.7611 NPC281686
Intermediate Similarity 0.7611 NPC188867
Intermediate Similarity 0.75 NPC274089
Intermediate Similarity 0.75 NPC191215
Intermediate Similarity 0.7475 NPC325441
Intermediate Similarity 0.7455 NPC158854
Intermediate Similarity 0.7426 NPC86987
Intermediate Similarity 0.7414 NPC239697
Intermediate Similarity 0.7383 NPC471317
Intermediate Similarity 0.7379 NPC172925
Intermediate Similarity 0.735 NPC478015
Intermediate Similarity 0.735 NPC478014
Intermediate Similarity 0.735 NPC478016
Intermediate Similarity 0.7328 NPC317784
Intermediate Similarity 0.7328 NPC314992
Intermediate Similarity 0.7328 NPC142638
Intermediate Similarity 0.7327 NPC258627
Intermediate Similarity 0.732 NPC288903
Intermediate Similarity 0.7311 NPC35996
Intermediate Similarity 0.7304 NPC2265
Intermediate Similarity 0.7288 NPC326079
Intermediate Similarity 0.7282 NPC246757
Intermediate Similarity 0.7282 NPC291070
Intermediate Similarity 0.7255 NPC317645
Intermediate Similarity 0.7248 NPC476198
Intermediate Similarity 0.7238 NPC477767
Intermediate Similarity 0.7212 NPC20142
Intermediate Similarity 0.7212 NPC215351
Intermediate Similarity 0.7203 NPC80150
Intermediate Similarity 0.7196 NPC128248
Intermediate Similarity 0.7196 NPC225079
Intermediate Similarity 0.7196 NPC136810
Intermediate Similarity 0.7196 NPC133809
Intermediate Similarity 0.7196 NPC264728
Intermediate Similarity 0.7179 NPC310467
Intermediate Similarity 0.7172 NPC294134
Intermediate Similarity 0.7157 NPC316108
Intermediate Similarity 0.7157 NPC84288
Intermediate Similarity 0.7143 NPC229235
Intermediate Similarity 0.7143 NPC261947
Intermediate Similarity 0.7131 NPC477937
Intermediate Similarity 0.713 NPC304873
Intermediate Similarity 0.7094 NPC169328
Intermediate Similarity 0.7087 NPC110704
Intermediate Similarity 0.7083 NPC27581
Intermediate Similarity 0.7065 NPC155429
Intermediate Similarity 0.7064 NPC329556
Intermediate Similarity 0.7059 NPC190663
Intermediate Similarity 0.7021 NPC276699
Intermediate Similarity 0.701 NPC192623
Intermediate Similarity 0.701 NPC309279
Intermediate Similarity 0.7009 NPC226096
Intermediate Similarity 0.7009 NPC290515
Intermediate Similarity 0.7009 NPC164514
Intermediate Similarity 0.7009 NPC108606
Intermediate Similarity 0.7009 NPC271475
Intermediate Similarity 0.7009 NPC229242
Intermediate Similarity 0.7009 NPC303611
Intermediate Similarity 0.7009 NPC120393
Intermediate Similarity 0.7 NPC329282
Remote Similarity 0.6981 NPC469893
Remote Similarity 0.6972 NPC475978
Remote Similarity 0.6972 NPC474820
Remote Similarity 0.697 NPC270507
Remote Similarity 0.6961 NPC477693
Remote Similarity 0.6961 NPC477704
Remote Similarity 0.6944 NPC217621
Remote Similarity 0.6942 NPC213126
Remote Similarity 0.6942 NPC291027
Remote Similarity 0.6942 NPC84281
Remote Similarity 0.6942 NPC169485
Remote Similarity 0.6942 NPC160493
Remote Similarity 0.6942 NPC317474
Remote Similarity 0.6935 NPC58827
Remote Similarity 0.6935 NPC72473
Remote Similarity 0.6935 NPC307437
Remote Similarity 0.6923 NPC226438
Remote Similarity 0.6923 NPC141607
Remote Similarity 0.6923 NPC187725
Remote Similarity 0.6923 NPC188010
Remote Similarity 0.6916 NPC469892
Remote Similarity 0.6916 NPC226041
Remote Similarity 0.6916 NPC469890
Remote Similarity 0.6916 NPC469891
Remote Similarity 0.6915 NPC122327
Remote Similarity 0.6915 NPC113000
Remote Similarity 0.6915 NPC112609
Remote Similarity 0.6909 NPC202613
Remote Similarity 0.6909 NPC255676
Remote Similarity 0.6893 NPC9822
Remote Similarity 0.6893 NPC470877
Remote Similarity 0.6891 NPC229353
Remote Similarity 0.6887 NPC161972
Remote Similarity 0.6887 NPC303045
Remote Similarity 0.6881 NPC94487
Remote Similarity 0.688 NPC16031
Remote Similarity 0.688 NPC161593
Remote Similarity 0.688 NPC145888
Remote Similarity 0.6875 NPC298023
Remote Similarity 0.6875 NPC94751
Remote Similarity 0.6875 NPC244933
Remote Similarity 0.6875 NPC85560
Remote Similarity 0.6875 NPC290638
Remote Similarity 0.6875 NPC142326
Remote Similarity 0.6869 NPC323103
Remote Similarity 0.6869 NPC103387
Remote Similarity 0.6863 NPC471638
Remote Similarity 0.6852 NPC317280
Remote Similarity 0.6852 NPC160548
Remote Similarity 0.6852 NPC210529
Remote Similarity 0.6852 NPC175852
Remote Similarity 0.6852 NPC329387
Remote Similarity 0.6847 NPC19136
Remote Similarity 0.6837 NPC121800
Remote Similarity 0.6833 NPC319950
Remote Similarity 0.6829 NPC317758
Remote Similarity 0.6827 NPC74936
Remote Similarity 0.6827 NPC209764
Remote Similarity 0.6827 NPC159178
Remote Similarity 0.6827 NPC78041
Remote Similarity 0.6827 NPC471307
Remote Similarity 0.6827 NPC141139
Remote Similarity 0.6827 NPC121872
Remote Similarity 0.6827 NPC62765
Remote Similarity 0.6825 NPC325651
Remote Similarity 0.6822 NPC25565
Remote Similarity 0.6822 NPC3371
Remote Similarity 0.6818 NPC25458
Remote Similarity 0.6818 NPC57976
Remote Similarity 0.6818 NPC318154
Remote Similarity 0.6818 NPC284477
Remote Similarity 0.6818 NPC327226
Remote Similarity 0.6804 NPC103488
Remote Similarity 0.6804 NPC224544
Remote Similarity 0.6789 NPC7435
Remote Similarity 0.6789 NPC125732
Remote Similarity 0.6789 NPC245561
Remote Similarity 0.6789 NPC221825
Remote Similarity 0.6786 NPC321670
Remote Similarity 0.6786 NPC105899
Remote Similarity 0.6771 NPC139658
Remote Similarity 0.6762 NPC245259
Remote Similarity 0.6759 NPC475439
Remote Similarity 0.6759 NPC253423
Remote Similarity 0.6759 NPC473501
Remote Similarity 0.6757 NPC68055
Remote Similarity 0.6752 NPC35850
Remote Similarity 0.6752 NPC276949
Remote Similarity 0.675 NPC237420
Remote Similarity 0.6735 NPC170484
Remote Similarity 0.6733 NPC267704
Remote Similarity 0.6729 NPC58674
Remote Similarity 0.6729 NPC206764
Remote Similarity 0.6727 NPC282895
Remote Similarity 0.6727 NPC52472
Remote Similarity 0.6727 NPC473325
Remote Similarity 0.6726 NPC37914
Remote Similarity 0.6721 NPC71684
Remote Similarity 0.6719 NPC48909
Remote Similarity 0.6702 NPC208302
Remote Similarity 0.6702 NPC74458
Remote Similarity 0.6701 NPC98269
Remote Similarity 0.6701 NPC325662
Remote Similarity 0.6696 NPC226778
Remote Similarity 0.6696 NPC147000
Remote Similarity 0.6696 NPC150254
Remote Similarity 0.6696 NPC304761
Remote Similarity 0.6695 NPC33742
Remote Similarity 0.6695 NPC471318
Remote Similarity 0.6694 NPC222466
Remote Similarity 0.6692 NPC314835
Remote Similarity 0.6667 NPC17408
Remote Similarity 0.6667 NPC189371
Remote Similarity 0.6667 NPC142577
Remote Similarity 0.6667 NPC321561

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  179.09
ALogP  -1.2494
MLogP  2.23
XLogP  2.536
HDA  3
HBD  2
Rotatable Bonds  6
TPSA  63.32
RO5 Violation  0