NPASS drugs

Drug Information

Drug ID:	NPD2927
Drug Name:	Lerisetron
Molecular Formula:	C18H20N4
Canonical SMILES:	N1CCN(CC1)c1nc2c(n1Cc1ccccc1)cccc2
Standard InCHI:	InChI=1S/C18H20N4/c1-2-6-15(7-3-1)14-22-17-9-5-4-8-16(17)20-18(22)21-12-10-19-11-13-21/h1-9,19H,10-14H2
Standard InCHIKey:	PWWDCRQZITYKDV-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2927

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	911
0.1-0.2	10830
0.2-0.3	12907
0.3-0.4	2739
0.4-0.5	1632
0.5-0.6	1321
0.6-0.7	468
0.7-0.8	75
0.8-0.85	6
0.85-0.9	1
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
High Similarity	0.8675	NPC114209
Intermediate Similarity	0.8397	NPC476219
Intermediate Similarity	0.828	NPC476297
Intermediate Similarity	0.8182	NPC317054
Intermediate Similarity	0.8125	NPC300238
Intermediate Similarity	0.8025	NPC470203
Intermediate Similarity	0.8013	NPC216159
Intermediate Similarity	0.7963	NPC470204
Intermediate Similarity	0.7949	NPC204141
Intermediate Similarity	0.7744	NPC122141
Intermediate Similarity	0.7654	NPC325903
Intermediate Similarity	0.7595	NPC42483
Intermediate Similarity	0.759	NPC225018
Intermediate Similarity	0.758	NPC115611
Intermediate Similarity	0.7516	NPC88097
Intermediate Similarity	0.7516	NPC469811
Intermediate Similarity	0.75	NPC125746
Intermediate Similarity	0.7486	NPC471609
Intermediate Similarity	0.7484	NPC198988
Intermediate Similarity	0.7469	NPC321911
Intermediate Similarity	0.7468	NPC284635
Intermediate Similarity	0.7453	NPC63545
Intermediate Similarity	0.7436	NPC325252
Intermediate Similarity	0.7429	NPC307191
Intermediate Similarity	0.7407	NPC201380
Intermediate Similarity	0.7407	NPC179787
Intermediate Similarity	0.7405	NPC469308
Intermediate Similarity	0.7378	NPC469975
Intermediate Similarity	0.7365	NPC474880
Intermediate Similarity	0.7365	NPC221786
Intermediate Similarity	0.7365	NPC475990
Intermediate Similarity	0.7362	NPC282531
Intermediate Similarity	0.7345	NPC108011
Intermediate Similarity	0.7337	NPC247987
Intermediate Similarity	0.7337	NPC317105
Intermediate Similarity	0.731	NPC143156
Intermediate Similarity	0.7294	NPC195507
Intermediate Similarity	0.7294	NPC2165
Intermediate Similarity	0.7289	NPC120070
Intermediate Similarity	0.7267	NPC20144
Intermediate Similarity	0.725	NPC2949
Intermediate Similarity	0.725	NPC59084
Intermediate Similarity	0.7239	NPC143872
Intermediate Similarity	0.7219	NPC229173
Intermediate Similarity	0.7215	NPC218268
Intermediate Similarity	0.7207	NPC476341
Intermediate Similarity	0.7205	NPC63157
Intermediate Similarity	0.7205	NPC473868
Intermediate Similarity	0.72	NPC280852
Intermediate Similarity	0.7169	NPC470233
Intermediate Similarity	0.7108	NPC33421
Intermediate Similarity	0.7108	NPC40070
Intermediate Similarity	0.7101	NPC236711
Intermediate Similarity	0.7091	NPC21605
Intermediate Similarity	0.7091	NPC470111
Intermediate Similarity	0.7083	NPC116555
Intermediate Similarity	0.7081	NPC73767
Intermediate Similarity	0.7081	NPC104483
Intermediate Similarity	0.7079	NPC16659
Intermediate Similarity	0.7078	NPC250361
Intermediate Similarity	0.7073	NPC470440
Intermediate Similarity	0.707	NPC475450
Intermediate Similarity	0.7063	NPC314102
Intermediate Similarity	0.7063	NPC251722
Intermediate Similarity	0.7059	NPC56765
Intermediate Similarity	0.7037	NPC469783
Intermediate Similarity	0.7037	NPC469779
Intermediate Similarity	0.7037	NPC469761
Intermediate Similarity	0.7037	NPC469767
Intermediate Similarity	0.7037	NPC469780
Intermediate Similarity	0.7037	NPC469784
Intermediate Similarity	0.7037	NPC469768
Intermediate Similarity	0.7035	NPC478182
Intermediate Similarity	0.7035	NPC478184
Intermediate Similarity	0.703	NPC288838
Intermediate Similarity	0.7025	NPC473930
Intermediate Similarity	0.7022	NPC265710
Intermediate Similarity	0.7006	NPC22079
Intermediate Similarity	0.7006	NPC53947
Intermediate Similarity	0.7	NPC54102
Intermediate Similarity	0.7	NPC96102
Intermediate Similarity	0.7	NPC162689
Remote Similarity	0.6994	NPC469766
Remote Similarity	0.6987	NPC473762
Remote Similarity	0.6975	NPC110126
Remote Similarity	0.6971	NPC474897
Remote Similarity	0.6962	NPC82295
Remote Similarity	0.6959	NPC293487
Remote Similarity	0.6957	NPC84911
Remote Similarity	0.6957	NPC105127
Remote Similarity	0.6954	NPC49217
Remote Similarity	0.6948	NPC27740
Remote Similarity	0.6943	NPC473587
Remote Similarity	0.6939	NPC471603
Remote Similarity	0.6932	NPC82331
Remote Similarity	0.6928	NPC478186
Remote Similarity	0.6928	NPC41174
Remote Similarity	0.6923	NPC232798
Remote Similarity	0.691	NPC474958
Remote Similarity	0.6901	NPC216643
Remote Similarity	0.6899	NPC475428
Remote Similarity	0.6897	NPC274229
Remote Similarity	0.6894	NPC29886
Remote Similarity	0.6894	NPC261195
Remote Similarity	0.6885	NPC141612
Remote Similarity	0.6885	NPC17273
Remote Similarity	0.6885	NPC135601
Remote Similarity	0.6872	NPC473380
Remote Similarity	0.6872	NPC240088
Remote Similarity	0.6868	NPC21429
Remote Similarity	0.6867	NPC476566
Remote Similarity	0.686	NPC477591
Remote Similarity	0.686	NPC318065
Remote Similarity	0.686	NPC206819
Remote Similarity	0.6859	NPC75999
Remote Similarity	0.6857	NPC478183
Remote Similarity	0.6855	NPC101165
Remote Similarity	0.6855	NPC179365
Remote Similarity	0.6854	NPC471579
Remote Similarity	0.6852	NPC150259
Remote Similarity	0.6845	NPC288445
Remote Similarity	0.6839	NPC271797
Remote Similarity	0.6839	NPC21174
Remote Similarity	0.6839	NPC122718
Remote Similarity	0.6829	NPC279081
Remote Similarity	0.6821	NPC81561
Remote Similarity	0.6821	NPC215584
Remote Similarity	0.6821	NPC44773
Remote Similarity	0.6821	NPC71238
Remote Similarity	0.6802	NPC286427
Remote Similarity	0.68	NPC267811
Remote Similarity	0.6782	NPC253687
Remote Similarity	0.6782	NPC478185
Remote Similarity	0.678	NPC97343
Remote Similarity	0.6774	NPC46358
Remote Similarity	0.6774	NPC231536
Remote Similarity	0.6768	NPC312092
Remote Similarity	0.6766	NPC314372
Remote Similarity	0.6763	NPC92796
Remote Similarity	0.6763	NPC41257
Remote Similarity	0.6763	NPC135141
Remote Similarity	0.6761	NPC56233
Remote Similarity	0.6755	NPC148140
Remote Similarity	0.675	NPC471322
Remote Similarity	0.6747	NPC190296
Remote Similarity	0.6743	NPC90723
Remote Similarity	0.6727	NPC230002
Remote Similarity	0.6724	NPC81229
Remote Similarity	0.6724	NPC255229
Remote Similarity	0.6723	NPC317430
Remote Similarity	0.672	NPC472289
Remote Similarity	0.6717	NPC54981
Remote Similarity	0.6706	NPC24678
Remote Similarity	0.6706	NPC105818
Remote Similarity	0.6705	NPC280864
Remote Similarity	0.6705	NPC17751
Remote Similarity	0.6704	NPC314557
Remote Similarity	0.6704	NPC208060
Remote Similarity	0.6688	NPC146373
Remote Similarity	0.6688	NPC166424
Remote Similarity	0.6688	NPC245244
Remote Similarity	0.6687	NPC88121
Remote Similarity	0.6687	NPC282398
Remote Similarity	0.6685	NPC472294
Remote Similarity	0.6685	NPC91895
Remote Similarity	0.6685	NPC32534
Remote Similarity	0.6667	NPC159856
Remote Similarity	0.6667	NPC477891
Remote Similarity	0.6667	NPC187145
Remote Similarity	0.665	NPC282247
Remote Similarity	0.6647	NPC2272
Remote Similarity	0.6647	NPC476464
Remote Similarity	0.6645	NPC182570
Remote Similarity	0.6645	NPC48564
Remote Similarity	0.6645	NPC265605
Remote Similarity	0.663	NPC472109
Remote Similarity	0.663	NPC470205
Remote Similarity	0.663	NPC472110
Remote Similarity	0.663	NPC315715
Remote Similarity	0.6629	NPC63751
Remote Similarity	0.6628	NPC73952
Remote Similarity	0.6628	NPC469760
Remote Similarity	0.6628	NPC469765
Remote Similarity	0.6628	NPC259644
Remote Similarity	0.6628	NPC200214
Remote Similarity	0.6628	NPC469786
Remote Similarity	0.6628	NPC469763
Remote Similarity	0.6628	NPC25008
Remote Similarity	0.6625	NPC476131
Remote Similarity	0.6624	NPC476322
Remote Similarity	0.6611	NPC472123
Remote Similarity	0.6611	NPC161861
Remote Similarity	0.6606	NPC169433
Remote Similarity	0.6606	NPC476433
Remote Similarity	0.6606	NPC476528
Remote Similarity	0.6601	NPC297486
Remote Similarity	0.6601	NPC240136
Remote Similarity	0.6601	NPC471402
Remote Similarity	0.6596	NPC324091
Remote Similarity	0.6592	NPC194411

Drug Structure

NPD2927 OpenBabel08211702562D 23 26 0 0 0 0 0 0 0 0999 V2000 -3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 2.7026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 2.7026 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 3.5686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 12 1 0 0 0 0 10 19 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000864
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65997
ChEBI
CAS Number

Drug Properties

Molecular Weight	292.17
ALogP	-0.336
MLogP	3
XLogP	4.338
HDA	4
HBD	1
Rotatable Bonds	3
TPSA	33.09
RO5 Violation	0