NPASS drugs

Drug Information

Drug ID:	NPD3011
Drug Name:	Vortioxetine; LU-AA21004
Molecular Formula:	C18H22N2S
Canonical SMILES:	Cc1ccc(c(c1)C)Sc1ccccc1N1CCNCC1
Standard InCHI:	InChI=1S/C18H22N2S/c1-14-7-8-17(15(2)13-14)21-18-6-4-3-5-16(18)20-11-9-19-10-12-20/h3-8,13,19H,9-12H2,1-2H3
Standard InCHIKey:	YQNWZWMKLDQSAC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3011

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	562
0.1-0.2	5999
0.2-0.3	12472
0.3-0.4	8193
0.4-0.5	2883
0.5-0.6	711
0.6-0.7	65
0.7-0.8	4
0.8-0.85	1
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	0.8397	NPC473417
Intermediate Similarity	0.7851	NPC328877
Intermediate Similarity	0.7541	NPC291610
Intermediate Similarity	0.7388	NPC475915
Intermediate Similarity	0.7	NPC252794
Remote Similarity	0.6974	NPC321617
Remote Similarity	0.6923	NPC302790
Remote Similarity	0.6765	NPC313673
Remote Similarity	0.6715	NPC313449
Remote Similarity	0.6715	NPC192209
Remote Similarity	0.6711	NPC320863
Remote Similarity	0.6667	NPC296163
Remote Similarity	0.664	NPC329430
Remote Similarity	0.6597	NPC145754
Remote Similarity	0.6591	NPC434
Remote Similarity	0.6591	NPC79618
Remote Similarity	0.6552	NPC328590
Remote Similarity	0.6544	NPC187036
Remote Similarity	0.6478	NPC161108
Remote Similarity	0.6446	NPC229477
Remote Similarity	0.6417	NPC134825
Remote Similarity	0.64	NPC470926
Remote Similarity	0.6364	NPC169016
Remote Similarity	0.6331	NPC288232
Remote Similarity	0.632	NPC191444
Remote Similarity	0.6319	NPC474791
Remote Similarity	0.629	NPC175916
Remote Similarity	0.629	NPC111233
Remote Similarity	0.6258	NPC469897
Remote Similarity	0.6257	NPC66699
Remote Similarity	0.625	NPC198988
Remote Similarity	0.624	NPC176858
Remote Similarity	0.6212	NPC239854
Remote Similarity	0.6209	NPC325252
Remote Similarity	0.6203	NPC264589
Remote Similarity	0.6197	NPC264580
Remote Similarity	0.6194	NPC88097
Remote Similarity	0.6174	NPC9856
Remote Similarity	0.6158	NPC124636
Remote Similarity	0.6154	NPC226143
Remote Similarity	0.6149	NPC206592
Remote Similarity	0.6148	NPC119677
Remote Similarity	0.6138	NPC268534
Remote Similarity	0.6129	NPC258046
Remote Similarity	0.6126	NPC193370
Remote Similarity	0.6125	NPC109787
Remote Similarity	0.6074	NPC313362
Remote Similarity	0.6061	NPC222029
Remote Similarity	0.6051	NPC2949
Remote Similarity	0.6051	NPC59084
Remote Similarity	0.6049	NPC33421
Remote Similarity	0.6049	NPC148592
Remote Similarity	0.6047	NPC469330
Remote Similarity	0.6045	NPC474430
Remote Similarity	0.604	NPC476950
Remote Similarity	0.6037	NPC476219
Remote Similarity	0.6032	NPC30445
Remote Similarity	0.6025	NPC21605
Remote Similarity	0.6024	NPC276085
Remote Similarity	0.6024	NPC474880
Remote Similarity	0.6024	NPC221786
Remote Similarity	0.6024	NPC475990
Remote Similarity	0.6021	NPC147810
Remote Similarity	0.6014	NPC122718
Remote Similarity	0.6013	NPC316104
Remote Similarity	0.6013	NPC162417
Remote Similarity	0.6013	NPC473868
Remote Similarity	0.6013	NPC63157
Remote Similarity	0.601	NPC471741
Remote Similarity	0.6	NPC12857
Remote Similarity	0.5987	NPC53044
Remote Similarity	0.5984	NPC173991
Remote Similarity	0.5969	NPC108800
Remote Similarity	0.5962	NPC314102
Remote Similarity	0.5962	NPC251722
Remote Similarity	0.5959	NPC257490
Remote Similarity	0.5957	NPC314141
Remote Similarity	0.5952	NPC262295
Remote Similarity	0.5949	NPC115611
Remote Similarity	0.5948	NPC475450
Remote Similarity	0.5939	NPC476297
Remote Similarity	0.5933	NPC476140
Remote Similarity	0.5928	NPC56765
Remote Similarity	0.5924	NPC130251
Remote Similarity	0.5918	NPC173344
Remote Similarity	0.5901	NPC470440
Remote Similarity	0.5901	NPC204141
Remote Similarity	0.5897	NPC218268
Remote Similarity	0.5893	NPC229173
Remote Similarity	0.589	NPC279385
Remote Similarity	0.589	NPC473329
Remote Similarity	0.589	NPC179605
Remote Similarity	0.5888	NPC149014
Remote Similarity	0.5887	NPC104070
Remote Similarity	0.5882	NPC476685
Remote Similarity	0.5882	NPC476689
Remote Similarity	0.5882	NPC476687
Remote Similarity	0.5879	NPC325903
Remote Similarity	0.5875	NPC311330
Remote Similarity	0.5875	NPC20144
Remote Similarity	0.5874	NPC218710
Remote Similarity	0.5867	NPC245244
Remote Similarity	0.5867	NPC166424
Remote Similarity	0.5867	NPC146373
Remote Similarity	0.5862	NPC81561
Remote Similarity	0.5862	NPC228515
Remote Similarity	0.5854	NPC475763
Remote Similarity	0.585	NPC215519
Remote Similarity	0.585	NPC103292
Remote Similarity	0.5839	NPC313850
Remote Similarity	0.5839	NPC192533
Remote Similarity	0.5833	NPC325599
Remote Similarity	0.5833	NPC471123
Remote Similarity	0.5833	NPC125416
Remote Similarity	0.5833	NPC271642
Remote Similarity	0.5829	NPC77022
Remote Similarity	0.5828	NPC478079
Remote Similarity	0.5828	NPC469949
Remote Similarity	0.5827	NPC164802
Remote Similarity	0.5822	NPC162689
Remote Similarity	0.5822	NPC291962
Remote Similarity	0.5822	NPC177684
Remote Similarity	0.5822	NPC54102
Remote Similarity	0.5818	NPC470233
Remote Similarity	0.5818	NPC470823
Remote Similarity	0.5817	NPC473587
Remote Similarity	0.5813	NPC88121
Remote Similarity	0.5806	NPC473930
Remote Similarity	0.5806	NPC313352
Remote Similarity	0.5806	NPC184437
Remote Similarity	0.5802	NPC469735
Remote Similarity	0.58	NPC216221
Remote Similarity	0.5793	NPC321911
Remote Similarity	0.5793	NPC148140
Remote Similarity	0.5786	NPC470301
Remote Similarity	0.5786	NPC73767
Remote Similarity	0.5782	NPC316582
Remote Similarity	0.5782	NPC161956
Remote Similarity	0.5782	NPC258531
Remote Similarity	0.5782	NPC112373
Remote Similarity	0.5779	NPC22079
Remote Similarity	0.5779	NPC475428
Remote Similarity	0.5779	NPC282398
Remote Similarity	0.5767	NPC469740
Remote Similarity	0.5767	NPC469308
Remote Similarity	0.5759	NPC469560
Remote Similarity	0.5758	NPC108339
Remote Similarity	0.5758	NPC66936
Remote Similarity	0.5752	NPC473762
Remote Similarity	0.5752	NPC89490
Remote Similarity	0.575	NPC98976
Remote Similarity	0.575	NPC469779
Remote Similarity	0.575	NPC469783
Remote Similarity	0.575	NPC469767
Remote Similarity	0.575	NPC469761
Remote Similarity	0.575	NPC469768
Remote Similarity	0.575	NPC284635
Remote Similarity	0.575	NPC469780
Remote Similarity	0.575	NPC469784
Remote Similarity	0.5742	NPC179365
Remote Similarity	0.5742	NPC101165
Remote Similarity	0.574	NPC318065
Remote Similarity	0.574	NPC206819
Remote Similarity	0.5732	NPC179787
Remote Similarity	0.5732	NPC201380
Remote Similarity	0.5732	NPC469811
Remote Similarity	0.5731	NPC271797
Remote Similarity	0.5731	NPC90723
Remote Similarity	0.5731	NPC21174
Remote Similarity	0.5725	NPC474695
Remote Similarity	0.5723	NPC117032
Remote Similarity	0.5723	NPC216713
Remote Similarity	0.5714	NPC242269
Remote Similarity	0.5714	NPC475090
Remote Similarity	0.5714	NPC475105
Remote Similarity	0.5714	NPC469766
Remote Similarity	0.5714	NPC133162
Remote Similarity	0.5714	NPC329896
Remote Similarity	0.5706	NPC215584
Remote Similarity	0.5706	NPC44773
Remote Similarity	0.5702	NPC139658
Remote Similarity	0.5695	NPC27740
Remote Similarity	0.569	NPC474897
Remote Similarity	0.5689	NPC200214
Remote Similarity	0.5687	NPC22082
Remote Similarity	0.5687	NPC110126
Remote Similarity	0.5687	NPC186284
Remote Similarity	0.5687	NPC104483
Remote Similarity	0.5687	NPC301760
Remote Similarity	0.5687	NPC2823
Remote Similarity	0.5686	NPC209389
Remote Similarity	0.5686	NPC321053
Remote Similarity	0.5682	NPC322040
Remote Similarity	0.5682	NPC475097
Remote Similarity	0.568	NPC286427
Remote Similarity	0.568	NPC61013
Remote Similarity	0.5673	NPC99632
Remote Similarity	0.5673	NPC282339
Remote Similarity	0.5673	NPC469741
Remote Similarity	0.5671	NPC63545

Drug Structure

NPD3011 OpenBabel08211702562D 22 24 0 0 0 0 0 0 0 0999 V2000 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 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 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 2.5981 -1.5000 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 -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 -2.5981 0.5000 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 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 0.8660 -1.5000 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 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 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 16 2 0 0 0 0 6 18 2 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 15 17 2 0 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001549; DNCL003062
DrugBank
ChEMBL
IUPHAR/BPS	7351
PharmaGKB
KEGG Drug
PubChem CID	9966051
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.15
ALogP	1.5138
MLogP	3.11
XLogP	4.664
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	40.57
RO5 Violation	0