Drug Information

Drug ID:  NPD3116
Drug Name:  Hydroxychloroquine Sulfate
Molecular Formula:  C18H26ClN3O.H2O4S
Canonical SMILES:  OS(=O)(=O)O.OCCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
Standard InCHI:  InChI=1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)
Standard InCHIKey:  JCBIVZZPXRZKTI-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD3116

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 0.9351 NPC476464
Intermediate Similarity 0.8153 NPC315348
Intermediate Similarity 0.8153 NPC32002
Intermediate Similarity 0.7797 NPC233936
Intermediate Similarity 0.7791 NPC314372
Intermediate Similarity 0.7778 NPC190296
Intermediate Similarity 0.7738 NPC469785
Intermediate Similarity 0.7711 NPC105818
Intermediate Similarity 0.7711 NPC24678
Intermediate Similarity 0.7692 NPC469762
Intermediate Similarity 0.7688 NPC471312
Intermediate Similarity 0.7644 NPC116961
Intermediate Similarity 0.7627 NPC68354
Intermediate Similarity 0.7619 NPC259644
Intermediate Similarity 0.7619 NPC469765
Intermediate Similarity 0.7619 NPC469760
Intermediate Similarity 0.7619 NPC73952
Intermediate Similarity 0.7619 NPC469786
Intermediate Similarity 0.7619 NPC25008
Intermediate Similarity 0.7619 NPC469763
Intermediate Similarity 0.7614 NPC275305
Intermediate Similarity 0.7614 NPC37423
Intermediate Similarity 0.7595 NPC256893
Intermediate Similarity 0.7593 NPC110126
Intermediate Similarity 0.7593 NPC73767
Intermediate Similarity 0.7578 NPC251722
Intermediate Similarity 0.7578 NPC314102
Intermediate Similarity 0.7576 NPC159856
Intermediate Similarity 0.7574 NPC211572
Intermediate Similarity 0.7574 NPC70922
Intermediate Similarity 0.7574 NPC212376
Intermediate Similarity 0.7574 NPC80597
Intermediate Similarity 0.7574 NPC75540
Intermediate Similarity 0.7546 NPC469780
Intermediate Similarity 0.7546 NPC469761
Intermediate Similarity 0.7546 NPC469784
Intermediate Similarity 0.7546 NPC469783
Intermediate Similarity 0.7546 NPC469767
Intermediate Similarity 0.7546 NPC469779
Intermediate Similarity 0.7546 NPC469768
Intermediate Similarity 0.7544 NPC477591
Intermediate Similarity 0.7532 NPC46358
Intermediate Similarity 0.7529 NPC49954
Intermediate Similarity 0.7529 NPC474561
Intermediate Similarity 0.7529 NPC54988
Intermediate Similarity 0.7527 NPC474707
Intermediate Similarity 0.7514 NPC311276
Intermediate Similarity 0.7514 NPC40779
Intermediate Similarity 0.75 NPC469766
Intermediate Similarity 0.75 NPC476454
Intermediate Similarity 0.7486 NPC201700
Intermediate Similarity 0.7486 NPC204565
Intermediate Similarity 0.7486 NPC176199
Intermediate Similarity 0.7486 NPC215795
Intermediate Similarity 0.7486 NPC317030
Intermediate Similarity 0.7485 NPC471957
Intermediate Similarity 0.7469 NPC84911
Intermediate Similarity 0.7469 NPC105127
Intermediate Similarity 0.7457 NPC282231
Intermediate Similarity 0.7446 NPC65215
Intermediate Similarity 0.7446 NPC173028
Intermediate Similarity 0.7444 NPC314919
Intermediate Similarity 0.7443 NPC194411
Intermediate Similarity 0.7442 NPC135141
Intermediate Similarity 0.7442 NPC56765
Intermediate Similarity 0.7442 NPC92796
Intermediate Similarity 0.7429 NPC160105
Intermediate Similarity 0.7407 NPC29886
Intermediate Similarity 0.7407 NPC96102
Intermediate Similarity 0.7407 NPC261195
Intermediate Similarity 0.7401 NPC470498
Intermediate Similarity 0.7399 NPC279918
Intermediate Similarity 0.7386 NPC63751
Intermediate Similarity 0.7375 NPC82295
Intermediate Similarity 0.7374 NPC150048
Intermediate Similarity 0.7374 NPC203754
Intermediate Similarity 0.7341 NPC230869
Intermediate Similarity 0.7337 NPC321911
Intermediate Similarity 0.733 NPC49217
Intermediate Similarity 0.7325 NPC245244
Intermediate Similarity 0.7325 NPC166424
Intermediate Similarity 0.7325 NPC146373
Intermediate Similarity 0.7314 NPC469813
Intermediate Similarity 0.7314 NPC194640
Intermediate Similarity 0.7314 NPC476446
Intermediate Similarity 0.7314 NPC78375
Intermediate Similarity 0.7312 NPC95783
Intermediate Similarity 0.731 NPC200214
Intermediate Similarity 0.7296 NPC89490
Intermediate Similarity 0.7294 NPC40070
Intermediate Similarity 0.7294 NPC53947
Intermediate Similarity 0.7293 NPC11126
Intermediate Similarity 0.7289 NPC63157
Intermediate Similarity 0.7289 NPC473868
Intermediate Similarity 0.7287 NPC474177
Intermediate Similarity 0.7283 NPC129721
Intermediate Similarity 0.7278 NPC201380
Intermediate Similarity 0.7278 NPC179787
Intermediate Similarity 0.7278 NPC469811
Intermediate Similarity 0.7268 NPC163055
Intermediate Similarity 0.7268 NPC83381
Intermediate Similarity 0.7267 NPC471322
Intermediate Similarity 0.7267 NPC470507
Intermediate Similarity 0.7263 NPC314603
Intermediate Similarity 0.7261 NPC27740
Intermediate Similarity 0.7256 NPC150259
Intermediate Similarity 0.7251 NPC470233
Intermediate Similarity 0.7251 NPC216713
Intermediate Similarity 0.725 NPC329896
Intermediate Similarity 0.725 NPC475105
Intermediate Similarity 0.725 NPC475090
Intermediate Similarity 0.7249 NPC133366
Intermediate Similarity 0.7241 NPC206819
Intermediate Similarity 0.7241 NPC318065
Intermediate Similarity 0.7238 NPC151939
Intermediate Similarity 0.7229 NPC59084
Intermediate Similarity 0.7229 NPC279081
Intermediate Similarity 0.7228 NPC228835
Intermediate Similarity 0.7219 NPC288838
Intermediate Similarity 0.7219 NPC63545
Intermediate Similarity 0.7216 NPC90723
Intermediate Similarity 0.7216 NPC102423
Intermediate Similarity 0.7216 NPC317105
Intermediate Similarity 0.7209 NPC325903
Intermediate Similarity 0.7205 NPC282398
Intermediate Similarity 0.7195 NPC325252
Intermediate Similarity 0.7176 NPC470111
Intermediate Similarity 0.7174 NPC48938
Intermediate Similarity 0.7173 NPC229332
Intermediate Similarity 0.7169 NPC104483
Intermediate Similarity 0.7167 NPC313791
Intermediate Similarity 0.7158 NPC300688
Intermediate Similarity 0.7151 NPC94752
Intermediate Similarity 0.7143 NPC248454
Intermediate Similarity 0.7143 NPC41257
Intermediate Similarity 0.7143 NPC315617
Intermediate Similarity 0.7143 NPC59269
Intermediate Similarity 0.7143 NPC316359
Intermediate Similarity 0.7135 NPC37548
Intermediate Similarity 0.7134 NPC198988
Intermediate Similarity 0.7127 NPC329688
Intermediate Similarity 0.7127 NPC189812
Intermediate Similarity 0.7126 NPC51054
Intermediate Similarity 0.7126 NPC230002
Intermediate Similarity 0.7126 NPC2949
Intermediate Similarity 0.7125 NPC471311
Intermediate Similarity 0.7125 NPC471313
Intermediate Similarity 0.7118 NPC143872
Intermediate Similarity 0.7111 NPC201634
Intermediate Similarity 0.7102 NPC131718
Intermediate Similarity 0.7097 NPC15102
Intermediate Similarity 0.7095 NPC317430
Intermediate Similarity 0.7086 NPC286427
Intermediate Similarity 0.7086 NPC236711
Intermediate Similarity 0.7076 NPC21605
Intermediate Similarity 0.7072 NPC472123
Intermediate Similarity 0.707 NPC182570
Intermediate Similarity 0.707 NPC265605
Intermediate Similarity 0.707 NPC48564
Intermediate Similarity 0.7068 NPC294693
Intermediate Similarity 0.7066 NPC88097
Intermediate Similarity 0.7062 NPC470203
Intermediate Similarity 0.7059 NPC285731
Intermediate Similarity 0.7059 NPC470440
Intermediate Similarity 0.7053 NPC314058
Intermediate Similarity 0.7053 NPC316018
Intermediate Similarity 0.7049 NPC14113
Intermediate Similarity 0.7049 NPC84827
Intermediate Similarity 0.7049 NPC145885
Intermediate Similarity 0.7033 NPC469938
Intermediate Similarity 0.7032 NPC81561
Intermediate Similarity 0.7027 NPC192270
Intermediate Similarity 0.7022 NPC478184
Intermediate Similarity 0.7022 NPC478182
Intermediate Similarity 0.7021 NPC17059
Intermediate Similarity 0.7011 NPC248041
Intermediate Similarity 0.7011 NPC126709
Intermediate Similarity 0.7006 NPC470204
Intermediate Similarity 0.7006 NPC44773
Intermediate Similarity 0.7006 NPC215584
Intermediate Similarity 0.7006 NPC169433
Intermediate Similarity 0.7 NPC242556
Remote Similarity 0.6995 NPC474958
Remote Similarity 0.6995 NPC267885
Remote Similarity 0.6989 NPC216643
Remote Similarity 0.6989 NPC472110
Remote Similarity 0.6989 NPC472109
Remote Similarity 0.6987 NPC91958
Remote Similarity 0.6985 NPC314957
Remote Similarity 0.6984 NPC213629
Remote Similarity 0.6981 NPC290094
Remote Similarity 0.6971 NPC476219
Remote Similarity 0.6971 NPC38736
Remote Similarity 0.6971 NPC476297
Remote Similarity 0.6971 NPC34844
Remote Similarity 0.6968 NPC148140
Remote Similarity 0.6966 NPC225018
Remote Similarity 0.6964 NPC316811
Remote Similarity 0.6959 NPC473640
Remote Similarity 0.6959 NPC265576

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  335.18
ALogP  -0.3108
MLogP  2.89
XLogP  3.016
HDA  4
HBD  2
Rotatable Bonds  13
TPSA  48.39
RO5 Violation  0