Drug Information

Drug ID:  NPD3384
Drug Name:  Paroxetine
Molecular Formula:  C19H20FNO3
Canonical SMILES:  Fc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2
Standard InCHI:  InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1
Standard InCHIKey:  AHOUBRCZNHFOSL-YOEHRIQHSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD3384

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 0.7771 NPC80326
Intermediate Similarity 0.774 NPC281581
Intermediate Similarity 0.7707 NPC300798
Intermediate Similarity 0.7707 NPC58137
Intermediate Similarity 0.7701 NPC474506
Intermediate Similarity 0.7701 NPC32413
Intermediate Similarity 0.7679 NPC180306
Intermediate Similarity 0.7658 NPC174522
Intermediate Similarity 0.7644 NPC258695
Intermediate Similarity 0.7644 NPC470879
Intermediate Similarity 0.763 NPC112575
Intermediate Similarity 0.7625 NPC473934
Intermediate Similarity 0.7607 NPC474560
Intermediate Similarity 0.7586 NPC23219
Intermediate Similarity 0.7566 NPC262641
Intermediate Similarity 0.7548 NPC474478
Intermediate Similarity 0.7547 NPC311057
Intermediate Similarity 0.7547 NPC472562
Intermediate Similarity 0.7531 NPC37144
Intermediate Similarity 0.7531 NPC59907
Intermediate Similarity 0.7516 NPC178014
Intermediate Similarity 0.7516 NPC205316
Intermediate Similarity 0.7516 NPC474749
Intermediate Similarity 0.7516 NPC11422
Intermediate Similarity 0.7516 NPC42716
Intermediate Similarity 0.7516 NPC307466
Intermediate Similarity 0.7484 NPC266848
Intermediate Similarity 0.7484 NPC136750
Intermediate Similarity 0.7468 NPC192255
Intermediate Similarity 0.7458 NPC299990
Intermediate Similarity 0.7458 NPC73492
Intermediate Similarity 0.7455 NPC114124
Intermediate Similarity 0.743 NPC57036
Intermediate Similarity 0.7419 NPC65183
Intermediate Similarity 0.7419 NPC261812
Intermediate Similarity 0.7419 NPC72046
Intermediate Similarity 0.7399 NPC75958
Intermediate Similarity 0.7394 NPC238140
Intermediate Similarity 0.7389 NPC189474
Intermediate Similarity 0.7378 NPC71726
Intermediate Similarity 0.7378 NPC166584
Intermediate Similarity 0.7378 NPC301961
Intermediate Similarity 0.7372 NPC196937
Intermediate Similarity 0.7362 NPC162193
Intermediate Similarity 0.7362 NPC226540
Intermediate Similarity 0.736 NPC275132
Intermediate Similarity 0.7358 NPC292487
Intermediate Similarity 0.7345 NPC475479
Intermediate Similarity 0.7345 NPC243454
Intermediate Similarity 0.7342 NPC143895
Intermediate Similarity 0.7333 NPC240521
Intermediate Similarity 0.7325 NPC31530
Intermediate Similarity 0.7317 NPC39657
Intermediate Similarity 0.7317 NPC475959
Intermediate Similarity 0.7314 NPC190783
Intermediate Similarity 0.7314 NPC232386
Intermediate Similarity 0.7314 NPC152680
Intermediate Similarity 0.7312 NPC27495
Intermediate Similarity 0.7312 NPC226547
Intermediate Similarity 0.7305 NPC475557
Intermediate Similarity 0.7303 NPC239584
Intermediate Similarity 0.7299 NPC6152
Intermediate Similarity 0.7296 NPC185908
Intermediate Similarity 0.7296 NPC196420
Intermediate Similarity 0.7293 NPC476576
Intermediate Similarity 0.7293 NPC186546
Intermediate Similarity 0.7285 NPC328267
Intermediate Similarity 0.7278 NPC148893
Intermediate Similarity 0.7278 NPC49235
Intermediate Similarity 0.7278 NPC25333
Intermediate Similarity 0.7273 NPC211296
Intermediate Similarity 0.7273 NPC270751
Intermediate Similarity 0.7268 NPC117717
Intermediate Similarity 0.7261 NPC1474
Intermediate Similarity 0.7257 NPC149090
Intermediate Similarity 0.7257 NPC19520
Intermediate Similarity 0.7255 NPC285725
Intermediate Similarity 0.7255 NPC112571
Intermediate Similarity 0.7255 NPC50683
Intermediate Similarity 0.7247 NPC267408
Intermediate Similarity 0.7244 NPC469698
Intermediate Similarity 0.7244 NPC473412
Intermediate Similarity 0.7237 NPC105513
Intermediate Similarity 0.7235 NPC329640
Intermediate Similarity 0.7233 NPC78047
Intermediate Similarity 0.7233 NPC121651
Intermediate Similarity 0.7233 NPC197166
Intermediate Similarity 0.7233 NPC25695
Intermediate Similarity 0.7233 NPC11453
Intermediate Similarity 0.7233 NPC173660
Intermediate Similarity 0.7233 NPC172818
Intermediate Similarity 0.7232 NPC293093
Intermediate Similarity 0.7229 NPC55158
Intermediate Similarity 0.7229 NPC286235
Intermediate Similarity 0.7229 NPC51328
Intermediate Similarity 0.7225 NPC304659
Intermediate Similarity 0.7225 NPC86144
Intermediate Similarity 0.7222 NPC107161
Intermediate Similarity 0.7219 NPC159922
Intermediate Similarity 0.7219 NPC146288
Intermediate Similarity 0.7213 NPC475754
Intermediate Similarity 0.7213 NPC475597
Intermediate Similarity 0.7213 NPC473716
Intermediate Similarity 0.7209 NPC189470
Intermediate Similarity 0.7209 NPC218614
Intermediate Similarity 0.7205 NPC323204
Intermediate Similarity 0.7205 NPC284464
Intermediate Similarity 0.7197 NPC7744
Intermediate Similarity 0.7195 NPC180953
Intermediate Similarity 0.7193 NPC4304
Intermediate Similarity 0.7188 NPC283949
Intermediate Similarity 0.7184 NPC204947
Intermediate Similarity 0.7179 NPC470624
Intermediate Similarity 0.7179 NPC237169
Intermediate Similarity 0.7178 NPC474808
Intermediate Similarity 0.7178 NPC81638
Intermediate Similarity 0.7175 NPC49353
Intermediate Similarity 0.7175 NPC477558
Intermediate Similarity 0.7174 NPC24260
Intermediate Similarity 0.717 NPC150534
Intermediate Similarity 0.717 NPC236522
Intermediate Similarity 0.717 NPC195022
Intermediate Similarity 0.7169 NPC130449
Intermediate Similarity 0.7169 NPC248132
Intermediate Similarity 0.7169 NPC175976
Intermediate Similarity 0.7161 NPC158471
Intermediate Similarity 0.7161 NPC31707
Intermediate Similarity 0.7161 NPC222127
Intermediate Similarity 0.7161 NPC165128
Intermediate Similarity 0.7161 NPC226862
Intermediate Similarity 0.7161 NPC82862
Intermediate Similarity 0.7161 NPC57119
Intermediate Similarity 0.716 NPC138487
Intermediate Similarity 0.716 NPC469661
Intermediate Similarity 0.716 NPC312199
Intermediate Similarity 0.716 NPC108674
Intermediate Similarity 0.716 NPC247291
Intermediate Similarity 0.716 NPC41178
Intermediate Similarity 0.716 NPC216459
Intermediate Similarity 0.7159 NPC65403
Intermediate Similarity 0.7152 NPC215037
Intermediate Similarity 0.7151 NPC244554
Intermediate Similarity 0.7143 NPC83198
Intermediate Similarity 0.7143 NPC88297
Intermediate Similarity 0.7143 NPC471388
Intermediate Similarity 0.7143 NPC113550
Intermediate Similarity 0.7143 NPC245207
Intermediate Similarity 0.7143 NPC292882
Intermediate Similarity 0.7143 NPC148898
Intermediate Similarity 0.7143 NPC186845
Intermediate Similarity 0.7143 NPC319647
Intermediate Similarity 0.7143 NPC25966
Intermediate Similarity 0.7143 NPC9891
Intermediate Similarity 0.7143 NPC127218
Intermediate Similarity 0.7143 NPC9068
Intermediate Similarity 0.7143 NPC6369
Intermediate Similarity 0.7143 NPC204908
Intermediate Similarity 0.7143 NPC30951
Intermediate Similarity 0.7134 NPC472712
Intermediate Similarity 0.7134 NPC145304
Intermediate Similarity 0.7134 NPC118385
Intermediate Similarity 0.7134 NPC45257
Intermediate Similarity 0.7134 NPC12641
Intermediate Similarity 0.7134 NPC93323
Intermediate Similarity 0.7134 NPC187774
Intermediate Similarity 0.7134 NPC280092
Intermediate Similarity 0.7134 NPC25292
Intermediate Similarity 0.7134 NPC472713
Intermediate Similarity 0.7134 NPC82111
Intermediate Similarity 0.7134 NPC473046
Intermediate Similarity 0.7134 NPC473045
Intermediate Similarity 0.7134 NPC227160
Intermediate Similarity 0.7127 NPC135772
Intermediate Similarity 0.7126 NPC219341
Intermediate Similarity 0.7126 NPC474858
Intermediate Similarity 0.7126 NPC95392
Intermediate Similarity 0.7126 NPC55715
Intermediate Similarity 0.7126 NPC35877
Intermediate Similarity 0.7124 NPC256015
Intermediate Similarity 0.7124 NPC294156
Intermediate Similarity 0.7119 NPC2314
Intermediate Similarity 0.7118 NPC234392
Intermediate Similarity 0.7118 NPC323443
Intermediate Similarity 0.7118 NPC180756
Intermediate Similarity 0.7118 NPC31311
Intermediate Similarity 0.7117 NPC246947
Intermediate Similarity 0.7117 NPC189115
Intermediate Similarity 0.711 NPC293871
Intermediate Similarity 0.711 NPC320104
Intermediate Similarity 0.711 NPC124433
Intermediate Similarity 0.7108 NPC227902
Intermediate Similarity 0.7107 NPC90083
Intermediate Similarity 0.7107 NPC256776
Intermediate Similarity 0.7107 NPC170779
Intermediate Similarity 0.7107 NPC185680
Intermediate Similarity 0.7107 NPC145722
Intermediate Similarity 0.7105 NPC298486
Intermediate Similarity 0.7101 NPC302610
Intermediate Similarity 0.7099 NPC46591
Intermediate Similarity 0.7099 NPC56091

Drug Structure

External Identifiers

TTD   DAP000463; DAP001428
DrugBank   DB00715
ChEMBL   CHEMBL490
IUPHAR/BPS   4790
PharmaGKB   PA450801
KEGG Drug   D02362
PubChem CID   43815
ChEBI   7936
CAS Number  61869-08-7

Drug Properties

Molecular Weight  329.14
ALogP  -0.9911
MLogP  3
XLogP  4.062
HDA  1
HBD  1
Rotatable Bonds  5
TPSA  39.72
RO5 Violation  0