NPASS drugs

Drug Information

Drug ID:	NPD3905
Drug Name:	Cilansetron
Molecular Formula:	C20H21N3O
Canonical SMILES:	O=C1[C@H](CCc2c1c1cccc3c1n2CCC3)Cn1ccnc1C
Standard InCHI:	InChI=1S/C20H21N3O/c1-13-21-9-11-22(13)12-15-7-8-17-18(20(15)24)16-6-2-4-14-5-3-10-23(17)19(14)16/h2,4,6,9,11,15H,3,5,7-8,10,12H2,1H3/t15-/m1/s1
Standard InCHIKey:	NCNFDKWULDWJDS-OAHLLOKOSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3905

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	553
0.1-0.2	3815
0.2-0.3	13394
0.3-0.4	9306
0.4-0.5	1406
0.5-0.6	1528
0.6-0.7	791
0.7-0.8	95
0.8-0.85	2
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	0.835	NPC116555
Intermediate Similarity	0.8293	NPC267811
Intermediate Similarity	0.797	NPC326422
Intermediate Similarity	0.7882	NPC317701
Intermediate Similarity	0.7824	NPC191415
Intermediate Similarity	0.7798	NPC267078
Intermediate Similarity	0.7798	NPC935
Intermediate Similarity	0.7795	NPC476341
Intermediate Similarity	0.7766	NPC56233
Intermediate Similarity	0.7763	NPC474357
Intermediate Similarity	0.7749	NPC317054
Intermediate Similarity	0.7671	NPC470323
Intermediate Similarity	0.7612	NPC304203
Intermediate Similarity	0.76	NPC476460
Intermediate Similarity	0.7577	NPC284775
Intermediate Similarity	0.7566	NPC478182
Intermediate Similarity	0.7537	NPC128244
Intermediate Similarity	0.7513	NPC102755
Intermediate Similarity	0.7512	NPC81535
Intermediate Similarity	0.75	NPC73994
Intermediate Similarity	0.7474	NPC469529
Intermediate Similarity	0.7463	NPC324091
Intermediate Similarity	0.7463	NPC474916
Intermediate Similarity	0.7427	NPC237414
Intermediate Similarity	0.7407	NPC293487
Intermediate Similarity	0.74	NPC141612
Intermediate Similarity	0.74	NPC17273
Intermediate Similarity	0.74	NPC135601
Intermediate Similarity	0.7398	NPC157583
Intermediate Similarity	0.7398	NPC83774
Intermediate Similarity	0.7387	NPC21429
Intermediate Similarity	0.7382	NPC478184
Intermediate Similarity	0.7382	NPC265100
Intermediate Similarity	0.7358	NPC70949
Intermediate Similarity	0.7336	NPC473218
Intermediate Similarity	0.7336	NPC470702
Intermediate Similarity	0.7323	NPC61011
Intermediate Similarity	0.7309	NPC116622
Intermediate Similarity	0.7306	NPC478183
Intermediate Similarity	0.7306	NPC114637
Intermediate Similarity	0.7302	NPC470703
Intermediate Similarity	0.7264	NPC99939
Intermediate Similarity	0.7264	NPC308931
Intermediate Similarity	0.7259	NPC151635
Intermediate Similarity	0.7246	NPC167710
Intermediate Similarity	0.724	NPC242116
Intermediate Similarity	0.724	NPC478185
Intermediate Similarity	0.7236	NPC16659
Intermediate Similarity	0.7231	NPC91895
Intermediate Similarity	0.7225	NPC121327
Intermediate Similarity	0.7222	NPC237188
Intermediate Similarity	0.7222	NPC282247
Intermediate Similarity	0.7214	NPC46895
Intermediate Similarity	0.7214	NPC477003
Intermediate Similarity	0.7202	NPC21174
Intermediate Similarity	0.7202	NPC271797
Intermediate Similarity	0.7198	NPC472116
Intermediate Similarity	0.7186	NPC265710
Intermediate Similarity	0.7178	NPC133003
Intermediate Similarity	0.7166	NPC470111
Intermediate Similarity	0.7163	NPC227582
Intermediate Similarity	0.7162	NPC229893
Intermediate Similarity	0.7157	NPC255909
Intermediate Similarity	0.7157	NPC252572
Intermediate Similarity	0.7156	NPC143977
Intermediate Similarity	0.715	NPC470203
Intermediate Similarity	0.7143	NPC32534
Intermediate Similarity	0.7143	NPC63109
Intermediate Similarity	0.7115	NPC102592
Intermediate Similarity	0.7115	NPC79356
Intermediate Similarity	0.7113	NPC74619
Intermediate Similarity	0.7105	NPC200743
Intermediate Similarity	0.71	NPC12649
Intermediate Similarity	0.7098	NPC470204
Intermediate Similarity	0.7097	NPC6865
Intermediate Similarity	0.7097	NPC153980
Intermediate Similarity	0.7095	NPC74413
Intermediate Similarity	0.7079	NPC470205
Intermediate Similarity	0.7075	NPC57398
Intermediate Similarity	0.7073	NPC103119
Intermediate Similarity	0.7068	NPC476219
Intermediate Similarity	0.7065	NPC88110
Intermediate Similarity	0.7062	NPC194881
Intermediate Similarity	0.7062	NPC252338
Intermediate Similarity	0.7056	NPC238457
Intermediate Similarity	0.7053	NPC272458
Intermediate Similarity	0.7053	NPC217021
Intermediate Similarity	0.7053	NPC216550
Intermediate Similarity	0.7053	NPC470679
Intermediate Similarity	0.7051	NPC72956
Intermediate Similarity	0.705	NPC473380
Intermediate Similarity	0.705	NPC240088
Intermediate Similarity	0.7044	NPC467063
Intermediate Similarity	0.7028	NPC469308
Intermediate Similarity	0.7023	NPC243850
Intermediate Similarity	0.7	NPC280852
Intermediate Similarity	0.7	NPC40070
Remote Similarity	0.6995	NPC260900
Remote Similarity	0.699	NPC42372
Remote Similarity	0.698	NPC24864
Remote Similarity	0.6979	NPC476297
Remote Similarity	0.6976	NPC62749
Remote Similarity	0.6974	NPC225018
Remote Similarity	0.6963	NPC70406
Remote Similarity	0.6959	NPC80681
Remote Similarity	0.6957	NPC251722
Remote Similarity	0.6957	NPC314102
Remote Similarity	0.695	NPC293216
Remote Similarity	0.6941	NPC471193
Remote Similarity	0.6941	NPC471194
Remote Similarity	0.6939	NPC317105
Remote Similarity	0.6931	NPC478186
Remote Similarity	0.693	NPC69843
Remote Similarity	0.693	NPC472259
Remote Similarity	0.6927	NPC325903
Remote Similarity	0.6923	NPC295452
Remote Similarity	0.6923	NPC471192
Remote Similarity	0.6923	NPC171393
Remote Similarity	0.6923	NPC122141
Remote Similarity	0.6911	NPC473878
Remote Similarity	0.6904	NPC115232
Remote Similarity	0.69	NPC161861
Remote Similarity	0.6897	NPC15840
Remote Similarity	0.6895	NPC179787
Remote Similarity	0.6895	NPC201380
Remote Similarity	0.6892	NPC27041
Remote Similarity	0.6887	NPC34837
Remote Similarity	0.6884	NPC471943
Remote Similarity	0.6881	NPC234987
Remote Similarity	0.6878	NPC258480
Remote Similarity	0.6878	NPC285923
Remote Similarity	0.6878	NPC472119
Remote Similarity	0.6875	NPC472260
Remote Similarity	0.6861	NPC473310
Remote Similarity	0.6859	NPC321911
Remote Similarity	0.6847	NPC248462
Remote Similarity	0.6842	NPC63545
Remote Similarity	0.6839	NPC251391
Remote Similarity	0.6839	NPC281094
Remote Similarity	0.6835	NPC266249
Remote Similarity	0.6833	NPC234078
Remote Similarity	0.6833	NPC221100
Remote Similarity	0.6823	NPC53947
Remote Similarity	0.6823	NPC313889
Remote Similarity	0.6812	NPC156003
Remote Similarity	0.6812	NPC66210
Remote Similarity	0.681	NPC47190
Remote Similarity	0.6808	NPC474389
Remote Similarity	0.6806	NPC469811
Remote Similarity	0.6802	NPC214106
Remote Similarity	0.6798	NPC64436
Remote Similarity	0.6797	NPC207686
Remote Similarity	0.6795	NPC101350
Remote Similarity	0.6787	NPC471603
Remote Similarity	0.6786	NPC477591
Remote Similarity	0.6784	NPC476817
Remote Similarity	0.6782	NPC469938
Remote Similarity	0.678	NPC470677
Remote Similarity	0.678	NPC113626
Remote Similarity	0.6776	NPC201266
Remote Similarity	0.6776	NPC220797
Remote Similarity	0.6776	NPC474318
Remote Similarity	0.6776	NPC268744
Remote Similarity	0.6776	NPC477004
Remote Similarity	0.6776	NPC153123
Remote Similarity	0.6776	NPC475914
Remote Similarity	0.6774	NPC88115
Remote Similarity	0.6774	NPC473376
Remote Similarity	0.6773	NPC123839
Remote Similarity	0.6773	NPC77101
Remote Similarity	0.6771	NPC470731
Remote Similarity	0.6771	NPC470732
Remote Similarity	0.6771	NPC62995
Remote Similarity	0.6769	NPC51054
Remote Similarity	0.6762	NPC473763
Remote Similarity	0.6762	NPC117244
Remote Similarity	0.6759	NPC328596
Remote Similarity	0.6759	NPC328318
Remote Similarity	0.6759	NPC106757
Remote Similarity	0.6752	NPC235685
Remote Similarity	0.6751	NPC100104
Remote Similarity	0.6751	NPC470680
Remote Similarity	0.6748	NPC117027
Remote Similarity	0.6746	NPC473666
Remote Similarity	0.6744	NPC269203
Remote Similarity	0.6744	NPC13456
Remote Similarity	0.6744	NPC166209
Remote Similarity	0.6744	NPC77241
Remote Similarity	0.6742	NPC54981
Remote Similarity	0.674	NPC327095
Remote Similarity	0.674	NPC253987
Remote Similarity	0.674	NPC312942
Remote Similarity	0.6735	NPC76982
Remote Similarity	0.6735	NPC236711
Remote Similarity	0.6732	NPC477042
Remote Similarity	0.673	NPC471386
Remote Similarity	0.6729	NPC131887
Remote Similarity	0.6729	NPC67288
Remote Similarity	0.6715	NPC228835
Remote Similarity	0.6715	NPC108011

Drug Structure

NPD3905 OpenBabel08211704332D 24 28 0 0 1 0 0 0 0 0999 V2000 5.3332 -2.1098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 2.8429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6411 -0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8211 2.3687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6415 0.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8204 2.3694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6418 -1.8952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8212 -1.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5404 0.2100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8205 -0.4739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7200 -0.2638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2833 -1.8947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8594 -1.2894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8210 1.4213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4627 -1.4211 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8208 1.4216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8209 -0.4739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6418 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 0.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4626 -0.4737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2446 -0.4238 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9171 -1.1905 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 3.3054 0.0131 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 5 1 0 0 0 0 3 10 1 0 0 0 0 4 14 1 0 0 0 0 5 14 1 0 0 0 0 6 16 2 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 17 1 0 0 0 0 9 11 2 0 0 0 0 9 21 1 0 0 0 0 10 23 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 21 2 0 0 0 0 13 22 1 0 0 0 0 14 19 2 0 0 0 0 15 12 1 1 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000087
DrugBank	DB04885
ChEMBL	CHEMBL2103778
IUPHAR/BPS
PharmaGKB
KEGG Drug	D03495
PubChem CID	6918107
ChEBI
CAS Number	120635-74-7

Drug Properties

Molecular Weight	319.17
ALogP	-0.022
MLogP	3.22
XLogP	3.118
HDA	4
HBD	0
Rotatable Bonds	3
TPSA	39.82
RO5 Violation	0