Drug Information

Drug ID:  NPD9695
Drug Name:  Nitroxoline
Molecular Formula:  C9H6N2O3
Canonical SMILES:  O=N(=O)c1ccc(c2c1cccn2)O
Standard InCHI:  InChI=1S/C9H6N2O3/c12-8-4-3-7(11(13)14)6-2-1-5-10-9(6)8/h1-5,12H
Standard InCHIKey:  RJIWZDNTCBHXAL-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD9695

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 0.8947 NPC473764
High Similarity 0.8947 NPC314940
High Similarity 0.8786 NPC252590
Intermediate Similarity 0.849 NPC477111
Intermediate Similarity 0.8482 NPC477113
Intermediate Similarity 0.8191 NPC477110
Intermediate Similarity 0.8135 NPC470678
Intermediate Similarity 0.8045 NPC44161
Intermediate Similarity 0.8021 NPC192315
Intermediate Similarity 0.7979 NPC476167
Intermediate Similarity 0.788 NPC184964
Intermediate Similarity 0.7839 NPC18348
Intermediate Similarity 0.7837 NPC103687
Intermediate Similarity 0.7837 NPC132631
Intermediate Similarity 0.7819 NPC314002
Intermediate Similarity 0.7807 NPC220765
Intermediate Similarity 0.7766 NPC204717
Intermediate Similarity 0.7701 NPC478032
Intermediate Similarity 0.7696 NPC32771
Intermediate Similarity 0.7689 NPC477112
Intermediate Similarity 0.7684 NPC171171
Intermediate Similarity 0.7668 NPC99666
Intermediate Similarity 0.7662 NPC476157
Intermediate Similarity 0.7629 NPC329541
Intermediate Similarity 0.7602 NPC90229
Intermediate Similarity 0.7602 NPC77555
Intermediate Similarity 0.7527 NPC48192
Intermediate Similarity 0.7513 NPC230805
Intermediate Similarity 0.7513 NPC267928
Intermediate Similarity 0.7512 NPC165349
Intermediate Similarity 0.7512 NPC329708
Intermediate Similarity 0.7512 NPC47059
Intermediate Similarity 0.7512 NPC118832
Intermediate Similarity 0.7512 NPC264166
Intermediate Similarity 0.7512 NPC274291
Intermediate Similarity 0.75 NPC173080
Intermediate Similarity 0.75 NPC211813
Intermediate Similarity 0.75 NPC5145
Intermediate Similarity 0.75 NPC220523
Intermediate Similarity 0.75 NPC309845
Intermediate Similarity 0.7488 NPC476161
Intermediate Similarity 0.7486 NPC118511
Intermediate Similarity 0.7471 NPC60553
Intermediate Similarity 0.7463 NPC475774
Intermediate Similarity 0.746 NPC42979
Intermediate Similarity 0.7448 NPC42591
Intermediate Similarity 0.7447 NPC224764
Intermediate Similarity 0.7446 NPC471178
Intermediate Similarity 0.7432 NPC124542
Intermediate Similarity 0.7432 NPC471177
Intermediate Similarity 0.7432 NPC59779
Intermediate Similarity 0.7431 NPC184225
Intermediate Similarity 0.7426 NPC475070
Intermediate Similarity 0.7424 NPC156704
Intermediate Similarity 0.7411 NPC326634
Intermediate Similarity 0.7404 NPC470799
Intermediate Similarity 0.7404 NPC8022
Intermediate Similarity 0.74 NPC315491
Intermediate Similarity 0.74 NPC45459
Intermediate Similarity 0.7391 NPC97367
Intermediate Similarity 0.7385 NPC144381
Intermediate Similarity 0.7377 NPC25899
Intermediate Similarity 0.7371 NPC46580
Intermediate Similarity 0.7354 NPC203754
Intermediate Similarity 0.7354 NPC150048
Intermediate Similarity 0.7304 NPC470164
Intermediate Similarity 0.7304 NPC323345
Intermediate Similarity 0.7291 NPC476138
Intermediate Similarity 0.7291 NPC245816
Intermediate Similarity 0.7286 NPC469727
Intermediate Similarity 0.7286 NPC222018
Intermediate Similarity 0.7273 NPC230403
Intermediate Similarity 0.7273 NPC307963
Intermediate Similarity 0.7255 NPC470500
Intermediate Similarity 0.7253 NPC63562
Intermediate Similarity 0.7251 NPC174421
Intermediate Similarity 0.7246 NPC85273
Intermediate Similarity 0.7243 NPC177404
Intermediate Similarity 0.7234 NPC164664
Intermediate Similarity 0.7228 NPC213308
Intermediate Similarity 0.7225 NPC96890
Intermediate Similarity 0.7222 NPC324149
Intermediate Similarity 0.722 NPC476124
Intermediate Similarity 0.722 NPC476121
Intermediate Similarity 0.7208 NPC3715
Intermediate Similarity 0.7202 NPC266551
Intermediate Similarity 0.7202 NPC476451
Intermediate Similarity 0.72 NPC251090
Intermediate Similarity 0.7189 NPC63338
Intermediate Similarity 0.7189 NPC324203
Intermediate Similarity 0.7189 NPC322976
Intermediate Similarity 0.7184 NPC193238
Intermediate Similarity 0.7174 NPC269919
Intermediate Similarity 0.7174 NPC132680
Intermediate Similarity 0.7157 NPC296527
Intermediate Similarity 0.7156 NPC142901
Intermediate Similarity 0.7143 NPC314573
Intermediate Similarity 0.7143 NPC162530
Intermediate Similarity 0.7121 NPC76748
Intermediate Similarity 0.7119 NPC318935
Intermediate Similarity 0.7115 NPC185782
Intermediate Similarity 0.7112 NPC473057
Intermediate Similarity 0.7097 NPC131718
Intermediate Similarity 0.7085 NPC92111
Intermediate Similarity 0.7083 NPC130570
Intermediate Similarity 0.7077 NPC48938
Intermediate Similarity 0.7062 NPC476287
Intermediate Similarity 0.7059 NPC19872
Intermediate Similarity 0.7059 NPC176538
Intermediate Similarity 0.7059 NPC315957
Intermediate Similarity 0.7042 NPC473513
Intermediate Similarity 0.7039 NPC470404
Intermediate Similarity 0.7039 NPC476098
Intermediate Similarity 0.7039 NPC200836
Intermediate Similarity 0.7039 NPC53144
Intermediate Similarity 0.7039 NPC470403
Intermediate Similarity 0.7039 NPC470394
Intermediate Similarity 0.7031 NPC95898
Intermediate Similarity 0.703 NPC242209
Intermediate Similarity 0.7028 NPC237740
Intermediate Similarity 0.7026 NPC219963
Intermediate Similarity 0.7026 NPC161887
Intermediate Similarity 0.7021 NPC263439
Intermediate Similarity 0.7021 NPC211187
Intermediate Similarity 0.702 NPC66083
Intermediate Similarity 0.7019 NPC88008
Intermediate Similarity 0.7014 NPC26679
Intermediate Similarity 0.701 NPC287437
Intermediate Similarity 0.701 NPC88363
Intermediate Similarity 0.7005 NPC20249
Remote Similarity 0.6986 NPC171787
Remote Similarity 0.6986 NPC6215
Remote Similarity 0.6985 NPC472289
Remote Similarity 0.6981 NPC266931
Remote Similarity 0.6981 NPC477610
Remote Similarity 0.698 NPC276517
Remote Similarity 0.6976 NPC249040
Remote Similarity 0.6968 NPC224632
Remote Similarity 0.6963 NPC256828
Remote Similarity 0.6963 NPC304926
Remote Similarity 0.6963 NPC476041
Remote Similarity 0.6961 NPC470395
Remote Similarity 0.6954 NPC284559
Remote Similarity 0.6951 NPC24802
Remote Similarity 0.6939 NPC144114
Remote Similarity 0.6931 NPC102423
Remote Similarity 0.6927 NPC121658
Remote Similarity 0.6927 NPC14651
Remote Similarity 0.6916 NPC473312
Remote Similarity 0.6905 NPC287208
Remote Similarity 0.6905 NPC82548
Remote Similarity 0.6893 NPC234197
Remote Similarity 0.689 NPC474145
Remote Similarity 0.689 NPC475841
Remote Similarity 0.6885 NPC257142
Remote Similarity 0.6878 NPC79911
Remote Similarity 0.6878 NPC212213
Remote Similarity 0.6875 NPC476518
Remote Similarity 0.687 NPC161801
Remote Similarity 0.6865 NPC153769
Remote Similarity 0.6864 NPC214980
Remote Similarity 0.6859 NPC108469
Remote Similarity 0.6857 NPC53344
Remote Similarity 0.6854 NPC219087
Remote Similarity 0.6854 NPC316981
Remote Similarity 0.6847 NPC226202
Remote Similarity 0.6844 NPC470017
Remote Similarity 0.6842 NPC472259
Remote Similarity 0.6839 NPC158129
Remote Similarity 0.6839 NPC253810
Remote Similarity 0.6837 NPC72980
Remote Similarity 0.6829 NPC224928
Remote Similarity 0.6828 NPC26872
Remote Similarity 0.6825 NPC120798
Remote Similarity 0.6823 NPC278874
Remote Similarity 0.682 NPC17565
Remote Similarity 0.6814 NPC146724
Remote Similarity 0.6814 NPC470022
Remote Similarity 0.6808 NPC294375
Remote Similarity 0.6804 NPC216612
Remote Similarity 0.6804 NPC471294
Remote Similarity 0.6804 NPC208060
Remote Similarity 0.6802 NPC168486
Remote Similarity 0.6802 NPC222592
Remote Similarity 0.6798 NPC328029
Remote Similarity 0.6798 NPC133140
Remote Similarity 0.6798 NPC195268
Remote Similarity 0.6797 NPC471891
Remote Similarity 0.6789 NPC47298
Remote Similarity 0.6789 NPC315214
Remote Similarity 0.6789 NPC276657
Remote Similarity 0.6788 NPC126481
Remote Similarity 0.6784 NPC46358
Remote Similarity 0.678 NPC472193
Remote Similarity 0.6777 NPC270918
Remote Similarity 0.6776 NPC112206
Remote Similarity 0.6776 NPC202605
Remote Similarity 0.6774 NPC477609
Remote Similarity 0.6774 NPC284348
Remote Similarity 0.6773 NPC167908

Drug Structure

External Identifiers

TTD  
DrugBank   DB01422
ChEMBL   CHEMBL1454910
IUPHAR/BPS  
PharmaGKB   PA164754993
KEGG Drug  
PubChem CID  
ChEBI   67121
CAS Number  4008-48-4

Drug Properties

Molecular Weight  190.04
ALogP  0.1998
MLogP  1.9
XLogP  1.741
HDA  1
HBD  1
Rotatable Bonds  3
TPSA  76.26
RO5 Violation  0