NPASS drugs

Drug Information

Drug ID:	NPD2408
Drug Name:	lurosetron
Molecular Formula:	C17H17FN4O
Canonical SMILES:	O=C1N(CCc2c1c1cccc(c1n2C)F)Cc1[nH]cnc1C
Standard InCHI:	InChI=1S/C17H17FN4O/c1-10-13(20-9-19-10)8-22-7-6-14-15(17(22)23)11-4-3-5-12(18)16(11)21(14)2/h3-5,9H,6-8H2,1-2H3,(H,19,20)
Standard InCHIKey:	NUMKWGDDRWJQMY-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2408

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	568
0.1-0.2	6616
0.2-0.3	15173
0.3-0.4	4863
0.4-0.5	1472
0.5-0.6	1348
0.6-0.7	741
0.7-0.8	103
0.8-0.85	5
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	0.8636	NPC116555
Intermediate Similarity	0.8301	NPC267811
Intermediate Similarity	0.8069	NPC317701
Intermediate Similarity	0.8041	NPC135601
Intermediate Similarity	0.8041	NPC141612
Intermediate Similarity	0.8041	NPC17273
Intermediate Similarity	0.7938	NPC21429
Intermediate Similarity	0.7828	NPC324091
Intermediate Similarity	0.781	NPC282247
Intermediate Similarity	0.7808	NPC935
Intermediate Similarity	0.7808	NPC267078
Intermediate Similarity	0.7806	NPC133003
Intermediate Similarity	0.78	NPC326422
Intermediate Similarity	0.7789	NPC476460
Intermediate Similarity	0.7784	NPC16659
Intermediate Similarity	0.7773	NPC474357
Intermediate Similarity	0.7763	NPC470323
Intermediate Similarity	0.7744	NPC191415
Intermediate Similarity	0.7732	NPC265710
Intermediate Similarity	0.7716	NPC99939
Intermediate Similarity	0.7716	NPC308931
Intermediate Similarity	0.7704	NPC470205
Intermediate Similarity	0.768	NPC240088
Intermediate Similarity	0.768	NPC473380
Intermediate Similarity	0.7665	NPC477003
Intermediate Similarity	0.7614	NPC102755
Intermediate Similarity	0.7557	NPC69843
Intermediate Similarity	0.7538	NPC151635
Intermediate Similarity	0.7526	NPC470203
Intermediate Similarity	0.7512	NPC153980
Intermediate Similarity	0.7512	NPC6865
Intermediate Similarity	0.75	NPC284775
Intermediate Similarity	0.7488	NPC71238
Intermediate Similarity	0.7474	NPC470204
Intermediate Similarity	0.7465	NPC72956
Intermediate Similarity	0.7463	NPC79356
Intermediate Similarity	0.7463	NPC102592
Intermediate Similarity	0.7451	NPC304203
Intermediate Similarity	0.7436	NPC161861
Intermediate Similarity	0.7424	NPC88110
Intermediate Similarity	0.7391	NPC474389
Intermediate Similarity	0.7383	NPC54981
Intermediate Similarity	0.7363	NPC476341
Intermediate Similarity	0.7354	NPC156003
Intermediate Similarity	0.7349	NPC471194
Intermediate Similarity	0.7349	NPC473218
Intermediate Similarity	0.7349	NPC470702
Intermediate Similarity	0.7349	NPC471193
Intermediate Similarity	0.7346	NPC473376
Intermediate Similarity	0.7327	NPC471192
Intermediate Similarity	0.732	NPC56233
Intermediate Similarity	0.7315	NPC470703
Intermediate Similarity	0.731	NPC317054
Intermediate Similarity	0.7306	NPC478184
Intermediate Similarity	0.7273	NPC237414
Intermediate Similarity	0.7269	NPC74619
Intermediate Similarity	0.7263	NPC476297
Intermediate Similarity	0.7263	NPC476219
Intermediate Similarity	0.726	NPC167710
Intermediate Similarity	0.7216	NPC478182
Intermediate Similarity	0.7206	NPC17059
Intermediate Similarity	0.7202	NPC122141
Intermediate Similarity	0.72	NPC11126
Intermediate Similarity	0.7198	NPC474180
Intermediate Similarity	0.7198	NPC188821
Intermediate Similarity	0.7196	NPC243850
Intermediate Similarity	0.719	NPC474318
Intermediate Similarity	0.719	NPC268744
Intermediate Similarity	0.719	NPC153123
Intermediate Similarity	0.719	NPC475914
Intermediate Similarity	0.719	NPC477004
Intermediate Similarity	0.719	NPC201266
Intermediate Similarity	0.719	NPC220797
Intermediate Similarity	0.7179	NPC42372
Intermediate Similarity	0.7172	NPC252572
Intermediate Similarity	0.7169	NPC470731
Intermediate Similarity	0.7169	NPC470732
Intermediate Similarity	0.7166	NPC470440
Intermediate Similarity	0.7165	NPC478185
Intermediate Similarity	0.7157	NPC471943
Intermediate Similarity	0.7156	NPC77241
Intermediate Similarity	0.7156	NPC166209
Intermediate Similarity	0.7156	NPC269203
Intermediate Similarity	0.7156	NPC13456
Intermediate Similarity	0.7155	NPC295452
Intermediate Similarity	0.7155	NPC171393
Intermediate Similarity	0.7155	NPC63109
Intermediate Similarity	0.715	NPC471191
Intermediate Similarity	0.7143	NPC114637
Intermediate Similarity	0.7143	NPC228835
Intermediate Similarity	0.7136	NPC293216
Intermediate Similarity	0.7128	NPC271797
Intermediate Similarity	0.7128	NPC21174
Intermediate Similarity	0.7087	NPC473666
Intermediate Similarity	0.7079	NPC91179
Intermediate Similarity	0.7078	NPC54744
Intermediate Similarity	0.7074	NPC204141
Intermediate Similarity	0.7073	NPC476527
Intermediate Similarity	0.7062	NPC293487
Intermediate Similarity	0.7053	NPC321911
Intermediate Similarity	0.705	NPC469529
Intermediate Similarity	0.7044	NPC307191
Intermediate Similarity	0.7042	NPC469308
Intermediate Similarity	0.7041	NPC317105
Intermediate Similarity	0.7022	NPC476817
Intermediate Similarity	0.7014	NPC322064
Intermediate Similarity	0.7	NPC201380
Intermediate Similarity	0.7	NPC469811
Intermediate Similarity	0.7	NPC179787
Remote Similarity	0.6995	NPC40530
Remote Similarity	0.6995	NPC314281
Remote Similarity	0.699	NPC94752
Remote Similarity	0.699	NPC62749
Remote Similarity	0.6986	NPC272458
Remote Similarity	0.6978	NPC312942
Remote Similarity	0.6978	NPC327095
Remote Similarity	0.6974	NPC300238
Remote Similarity	0.697	NPC478183
Remote Similarity	0.6961	NPC470677
Remote Similarity	0.6952	NPC115611
Remote Similarity	0.6947	NPC229893
Remote Similarity	0.6947	NPC40455
Remote Similarity	0.6947	NPC63545
Remote Similarity	0.6943	NPC325903
Remote Similarity	0.6934	NPC227582
Remote Similarity	0.6931	NPC280852
Remote Similarity	0.6927	NPC266249
Remote Similarity	0.6923	NPC213629
Remote Similarity	0.6916	NPC19170
Remote Similarity	0.6909	NPC320968
Remote Similarity	0.6904	NPC225018
Remote Similarity	0.6904	NPC214106
Remote Similarity	0.6904	NPC194881
Remote Similarity	0.6901	NPC131887
Remote Similarity	0.69	NPC91895
Remote Similarity	0.6893	NPC467063
Remote Similarity	0.6889	NPC272174
Remote Similarity	0.6889	NPC323969
Remote Similarity	0.6884	NPC49217
Remote Similarity	0.6881	NPC54420
Remote Similarity	0.6869	NPC74413
Remote Similarity	0.6864	NPC123839
Remote Similarity	0.6861	NPC147983
Remote Similarity	0.6861	NPC177996
Remote Similarity	0.6859	NPC478186
Remote Similarity	0.6856	NPC476491
Remote Similarity	0.6854	NPC174281
Remote Similarity	0.6854	NPC475286
Remote Similarity	0.6853	NPC470680
Remote Similarity	0.6853	NPC100104
Remote Similarity	0.6845	NPC117027
Remote Similarity	0.6842	NPC321708
Remote Similarity	0.684	NPC294693
Remote Similarity	0.6839	NPC53947
Remote Similarity	0.6837	NPC252338
Remote Similarity	0.6837	NPC236711
Remote Similarity	0.6834	NPC115232
Remote Similarity	0.683	NPC238945
Remote Similarity	0.6826	NPC297862
Remote Similarity	0.6823	NPC114209
Remote Similarity	0.6822	NPC171317
Remote Similarity	0.6822	NPC474916
Remote Similarity	0.6818	NPC162860
Remote Similarity	0.6818	NPC478158
Remote Similarity	0.6816	NPC477979
Remote Similarity	0.6816	NPC32534
Remote Similarity	0.6814	NPC474195
Remote Similarity	0.6812	NPC108011
Remote Similarity	0.6806	NPC471944
Remote Similarity	0.6804	NPC470233
Remote Similarity	0.6802	NPC474492
Remote Similarity	0.6802	NPC92796
Remote Similarity	0.6802	NPC135141
Remote Similarity	0.68	NPC475736
Remote Similarity	0.6797	NPC470730
Remote Similarity	0.6797	NPC477176
Remote Similarity	0.6797	NPC477175
Remote Similarity	0.6797	NPC470729
Remote Similarity	0.6791	NPC81535
Remote Similarity	0.6791	NPC136957
Remote Similarity	0.6791	NPC19696
Remote Similarity	0.6791	NPC293917
Remote Similarity	0.6786	NPC77101
Remote Similarity	0.6784	NPC474896
Remote Similarity	0.6777	NPC210123
Remote Similarity	0.6774	NPC260900
Remote Similarity	0.6771	NPC288838
Remote Similarity	0.6771	NPC143872
Remote Similarity	0.6769	NPC474196
Remote Similarity	0.6769	NPC200214
Remote Similarity	0.6767	NPC475859
Remote Similarity	0.6767	NPC477177
Remote Similarity	0.6767	NPC475969
Remote Similarity	0.6767	NPC474877
Remote Similarity	0.6754	NPC220851
Remote Similarity	0.6754	NPC31097
Remote Similarity	0.6748	NPC73994
Remote Similarity	0.6745	NPC216550
Remote Similarity	0.6744	NPC67288
Remote Similarity	0.6738	NPC165743

Drug Structure

NPD2408 OpenBabel08211702172D 24 27 0 0 0 0 0 0 0 0999 V2000 2.9030 0.9226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5198 -2.4716 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0390 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1993 0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0392 -0.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8399 -1.4547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8397 0.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3986 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1826 1.5715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3593 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1997 -1.4541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2343 1.3702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6799 -0.9698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6797 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3595 -0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8395 0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2001 -2.4541 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.2842 2.5357 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7497 2.2099 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5195 -1.4544 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 -0.8392 1.4850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2145 2.3114 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 22 1 0 0 0 0 8 13 1 0 0 0 0 8 22 1 0 0 0 0 9 19 2 0 0 0 0 9 20 1 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 23 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004073
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.14
ALogP	-0.2853
MLogP	2.67
XLogP	2.08
HDA	5
HBD	1
Rotatable Bonds	5
TPSA	53.92
RO5 Violation	0