NPASS drugs

Drug Information

Drug ID:	NPD3421
Drug Name:	Eplivanserin
Molecular Formula:	C19H21FN2O2
Canonical SMILES:	CN(CCO/N=C(c1ccccc1F)/C=C/c1ccc(cc1)O)C
Standard InCHI:	InChI=1S/C19H21FN2O2/c1-22(2)13-14-24-21-19(17-5-3-4-6-18(17)20)12-9-15-7-10-16(23)11-8-15/h3-12,23H,13-14H2,1-2H3/b12-9+,21-19-
Standard InCHIKey:	VAIOZOCLKVMIMN-PRJWTAEASA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3421

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	95
0.1-0.2	867
0.2-0.3	4744
0.3-0.4	8257
0.4-0.5	7162
0.5-0.6	7962
0.6-0.7	1633
0.7-0.8	163
0.8-0.85	7
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	0.8205	NPC96224
Intermediate Similarity	0.8205	NPC24101
Intermediate Similarity	0.8115	NPC82963
Intermediate Similarity	0.8051	NPC153690
Intermediate Similarity	0.8049	NPC311737
Intermediate Similarity	0.8049	NPC38458
Intermediate Similarity	0.8034	NPC231705
Intermediate Similarity	0.7966	NPC142297
Intermediate Similarity	0.7951	NPC118202
Intermediate Similarity	0.7886	NPC317254
Intermediate Similarity	0.7833	NPC258056
Intermediate Similarity	0.7778	NPC178902
Intermediate Similarity	0.7778	NPC43275
Intermediate Similarity	0.7769	NPC474149
Intermediate Similarity	0.7752	NPC307020
Intermediate Similarity	0.7742	NPC37302
Intermediate Similarity	0.7638	NPC283760
Intermediate Similarity	0.7634	NPC29477
Intermediate Similarity	0.7619	NPC283468
Intermediate Similarity	0.7607	NPC289381
Intermediate Similarity	0.7607	NPC155847
Intermediate Similarity	0.76	NPC303370
Intermediate Similarity	0.7597	NPC474862
Intermediate Similarity	0.7586	NPC107619
Intermediate Similarity	0.7578	NPC263835
Intermediate Similarity	0.7565	NPC26244
Intermediate Similarity	0.7561	NPC166837
Intermediate Similarity	0.7559	NPC122009
Intermediate Similarity	0.7557	NPC62101
Intermediate Similarity	0.7557	NPC95733
Intermediate Similarity	0.7537	NPC474091
Intermediate Similarity	0.7521	NPC132078
Intermediate Similarity	0.7521	NPC78119
Intermediate Similarity	0.7521	NPC51333
Intermediate Similarity	0.7521	NPC216468
Intermediate Similarity	0.75	NPC211551
Intermediate Similarity	0.75	NPC268572
Intermediate Similarity	0.75	NPC33168
Intermediate Similarity	0.75	NPC473388
Intermediate Similarity	0.75	NPC256369
Intermediate Similarity	0.7481	NPC211218
Intermediate Similarity	0.7478	NPC151715
Intermediate Similarity	0.7458	NPC213730
Intermediate Similarity	0.7426	NPC471953
Intermediate Similarity	0.7395	NPC91461
Intermediate Similarity	0.7395	NPC40258
Intermediate Similarity	0.7395	NPC7686
Intermediate Similarity	0.7388	NPC477839
Intermediate Similarity	0.7385	NPC83279
Intermediate Similarity	0.7368	NPC476249
Intermediate Similarity	0.7357	NPC476989
Intermediate Similarity	0.7355	NPC233396
Intermediate Similarity	0.7355	NPC154899
Intermediate Similarity	0.7353	NPC475735
Intermediate Similarity	0.7353	NPC275538
Intermediate Similarity	0.7353	NPC326966
Intermediate Similarity	0.735	NPC132271
Intermediate Similarity	0.735	NPC82664
Intermediate Similarity	0.735	NPC292730
Intermediate Similarity	0.735	NPC216520
Intermediate Similarity	0.7333	NPC325651
Intermediate Similarity	0.7323	NPC213
Intermediate Similarity	0.7323	NPC10286
Intermediate Similarity	0.7319	NPC71888
Intermediate Similarity	0.7319	NPC120114
Intermediate Similarity	0.7317	NPC309982
Intermediate Similarity	0.7308	NPC41801
Intermediate Similarity	0.7305	NPC212850
Intermediate Similarity	0.7305	NPC189724
Intermediate Similarity	0.7305	NPC83289
Intermediate Similarity	0.7305	NPC168861
Intermediate Similarity	0.7304	NPC45040
Intermediate Similarity	0.7302	NPC309808
Intermediate Similarity	0.7299	NPC244866
Intermediate Similarity	0.7295	NPC135464
Intermediate Similarity	0.7295	NPC92623
Intermediate Similarity	0.7286	NPC214988
Intermediate Similarity	0.7281	NPC177420
Intermediate Similarity	0.7281	NPC280347
Intermediate Similarity	0.7266	NPC258992
Intermediate Similarity	0.7259	NPC186898
Intermediate Similarity	0.7259	NPC251571
Intermediate Similarity	0.7254	NPC474128
Intermediate Similarity	0.7252	NPC284078
Intermediate Similarity	0.7246	NPC267237
Intermediate Similarity	0.7241	NPC138117
Intermediate Similarity	0.7241	NPC325292
Intermediate Similarity	0.7227	NPC92730
Intermediate Similarity	0.7226	NPC45191
Intermediate Similarity	0.7217	NPC55561
Intermediate Similarity	0.7217	NPC300017
Intermediate Similarity	0.7214	NPC309667
Intermediate Similarity	0.7206	NPC155838
Intermediate Similarity	0.7206	NPC271808
Intermediate Similarity	0.7193	NPC25493
Intermediate Similarity	0.7193	NPC113460
Intermediate Similarity	0.7193	NPC104216
Intermediate Similarity	0.7192	NPC473491
Intermediate Similarity	0.7179	NPC128062
Intermediate Similarity	0.7176	NPC252817
Intermediate Similarity	0.7174	NPC274732
Intermediate Similarity	0.7168	NPC197783
Intermediate Similarity	0.7167	NPC294741
Intermediate Similarity	0.7155	NPC270547
Intermediate Similarity	0.7155	NPC265521
Intermediate Similarity	0.7154	NPC5932
Intermediate Similarity	0.7154	NPC113457
Intermediate Similarity	0.7153	NPC52029
Intermediate Similarity	0.7153	NPC35961
Intermediate Similarity	0.7153	NPC195749
Intermediate Similarity	0.7143	NPC201967
Intermediate Similarity	0.7143	NPC227553
Intermediate Similarity	0.7143	NPC225464
Intermediate Similarity	0.7143	NPC163674
Intermediate Similarity	0.7132	NPC296712
Intermediate Similarity	0.713	NPC123273
Intermediate Similarity	0.713	NPC242240
Intermediate Similarity	0.713	NPC98772
Intermediate Similarity	0.713	NPC318325
Intermediate Similarity	0.7123	NPC245974
Intermediate Similarity	0.7122	NPC163810
Intermediate Similarity	0.7121	NPC86966
Intermediate Similarity	0.712	NPC145638
Intermediate Similarity	0.712	NPC290566
Intermediate Similarity	0.7119	NPC313650
Intermediate Similarity	0.7119	NPC274678
Intermediate Similarity	0.7109	NPC142599
Intermediate Similarity	0.7105	NPC23167
Intermediate Similarity	0.7105	NPC184169
Intermediate Similarity	0.7103	NPC16188
Intermediate Similarity	0.7103	NPC247298
Intermediate Similarity	0.7101	NPC473724
Intermediate Similarity	0.7101	NPC114102
Intermediate Similarity	0.7099	NPC319950
Intermediate Similarity	0.7083	NPC130193
Intermediate Similarity	0.7083	NPC266741
Intermediate Similarity	0.7083	NPC128723
Intermediate Similarity	0.7083	NPC125732
Intermediate Similarity	0.708	NPC248817
Intermediate Similarity	0.708	NPC175313
Intermediate Similarity	0.7077	NPC323948
Intermediate Similarity	0.7073	NPC138942
Intermediate Similarity	0.7063	NPC63345
Intermediate Similarity	0.7059	NPC301713
Intermediate Similarity	0.7059	NPC218323
Intermediate Similarity	0.705	NPC97870
Intermediate Similarity	0.705	NPC474753
Intermediate Similarity	0.705	NPC247018
Intermediate Similarity	0.705	NPC214869
Intermediate Similarity	0.705	NPC307123
Intermediate Similarity	0.7049	NPC168829
Intermediate Similarity	0.7045	NPC112823
Intermediate Similarity	0.7045	NPC321133
Intermediate Similarity	0.7042	NPC204848
Intermediate Similarity	0.7042	NPC14600
Intermediate Similarity	0.7042	NPC312770
Intermediate Similarity	0.7042	NPC41473
Intermediate Similarity	0.7042	NPC160607
Intermediate Similarity	0.704	NPC201959
Intermediate Similarity	0.704	NPC262365
Intermediate Similarity	0.7034	NPC76938
Intermediate Similarity	0.7034	NPC81026
Intermediate Similarity	0.7025	NPC228400
Intermediate Similarity	0.7025	NPC214200
Intermediate Similarity	0.7021	NPC64205
Intermediate Similarity	0.7021	NPC6570
Intermediate Similarity	0.7015	NPC471314
Intermediate Similarity	0.7015	NPC471315
Intermediate Similarity	0.7007	NPC202776
Intermediate Similarity	0.7	NPC315921
Remote Similarity	0.6993	NPC299583
Remote Similarity	0.6992	NPC288411
Remote Similarity	0.6992	NPC120693
Remote Similarity	0.6992	NPC8931
Remote Similarity	0.6992	NPC324702
Remote Similarity	0.6992	NPC323810
Remote Similarity	0.6992	NPC261573
Remote Similarity	0.6991	NPC265146
Remote Similarity	0.6991	NPC124436
Remote Similarity	0.6984	NPC55617
Remote Similarity	0.6984	NPC292758
Remote Similarity	0.6984	NPC65855
Remote Similarity	0.6984	NPC62258
Remote Similarity	0.6984	NPC306045
Remote Similarity	0.6984	NPC265211
Remote Similarity	0.6983	NPC258219
Remote Similarity	0.6983	NPC172128
Remote Similarity	0.698	NPC258222
Remote Similarity	0.6978	NPC257390
Remote Similarity	0.6975	NPC32714
Remote Similarity	0.6972	NPC242159
Remote Similarity	0.6972	NPC474587
Remote Similarity	0.6972	NPC313694
Remote Similarity	0.6972	NPC475132
Remote Similarity	0.6967	NPC471578
Remote Similarity	0.6967	NPC101025
Remote Similarity	0.696	NPC260952
Remote Similarity	0.6957	NPC478147
Remote Similarity	0.6947	NPC137096
Remote Similarity	0.6944	NPC477837

Drug Structure

NPD3421 OpenBabel08211703112D 25 26 0 0 0 0 0 0 0 0999 V2000 -0.0000 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 10 1 0 0 0 0 7 15 2 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 2 0 0 0 0 21 24 1 0 0 0 0 23 25 1 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	328.16
ALogP	0.3618
MLogP	3
XLogP	5.122
HDA	1
HBD	1
Rotatable Bonds	11
TPSA	45.06
RO5 Violation	1