NPASS drugs

Drug Information

Drug ID:	NPD3382
Drug Name:	Paroxetine Mesylate
Molecular Formula:	C19H20FNO3.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.Fc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C19H20FNO3.CH4O3S/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;1-5(2,3)4/h1-6,9,14,17,21H,7-8,10-12H2;1H3,(H,2,3,4)/t14-,17-;/m0./s1
Standard InCHIKey:	SHIJTGJXUHTGGZ-RVXRQPKJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3382

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.

Range	Similarity Score Range
0-0.1	228
0.1-0.2	1148
0.2-0.3	4642
0.3-0.4	8621
0.4-0.5	4307
0.5-0.6	7623
0.6-0.7	3983
0.7-0.8	338
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD3382 OpenBabel08211703112D 31 33 0 0 1 0 0 0 0 0999 V2000 6.4393 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3053 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3053 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1713 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1092 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2431 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5733 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7072 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9752 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8412 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7072 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9067 -3.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4393 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7072 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.1713 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9752 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5733 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2431 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1092 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0374 -0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.8412 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8412 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9013 -3.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -6.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.9752 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.1340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 2 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 15 2 0 0 0 0 4 15 1 0 0 0 0 5 6 2 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 0 0 0 0 8 21 1 0 0 0 0 9 16 2 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 12 24 1 0 0 0 0 14 11 1 1 0 0 0 14 17 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 13 1 6 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 21 30 1 0 0 0 0 25 29 1 0 0 0 0 26 29 1 0 0 0 0 26 31 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

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

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