NPASS drugs

Drug Information

Drug ID:	NPD6017
Drug Name:	mirisetron maleate
Molecular Formula:	C24H31N3O2
Canonical SMILES:	CN1[C@@H]2CC[C@H]1C[C@H](C2)N=C(c1cc(=O)c2c(n1C1CCCCC1)cccc2)O
Standard InCHI:	InChI=1S/C24H31N3O2/c1-26-18-11-12-19(26)14-16(13-18)25-24(29)22-15-23(28)20-9-5-6-10-21(20)27(22)17-7-3-2-4-8-17/h5-6,9-10,15-19H,2-4,7-8,11-14H2,1H3,(H,25,29)/t16-,18+,19-
Standard InCHIKey:	FGNXZBQJCXKLPH-GGPHIMKMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6017

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	153
0.1-0.2	1474
0.2-0.3	6572
0.3-0.4	10380
0.4-0.5	8979
0.5-0.6	2663
0.6-0.7	569
0.7-0.8	92
0.8-0.85	8
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	0.8235	NPC257490
Intermediate Similarity	0.8222	NPC177684
Intermediate Similarity	0.8222	NPC291962
Intermediate Similarity	0.8219	NPC471574
Intermediate Similarity	0.8162	NPC112373
Intermediate Similarity	0.8162	NPC161956
Intermediate Similarity	0.8162	NPC258531
Intermediate Similarity	0.8054	NPC136002
Intermediate Similarity	0.7958	NPC150863
Intermediate Similarity	0.7914	NPC39818
Intermediate Similarity	0.7905	NPC207554
Intermediate Similarity	0.7877	NPC300299
Intermediate Similarity	0.7806	NPC117032
Intermediate Similarity	0.7778	NPC280807
Intermediate Similarity	0.7778	NPC472245
Intermediate Similarity	0.7778	NPC194562
Intermediate Similarity	0.777	NPC279385
Intermediate Similarity	0.777	NPC179605
Intermediate Similarity	0.7727	NPC300596
Intermediate Similarity	0.7727	NPC237649
Intermediate Similarity	0.7714	NPC103292
Intermediate Similarity	0.7697	NPC475607
Intermediate Similarity	0.7651	NPC122553
Intermediate Similarity	0.7651	NPC474081
Intermediate Similarity	0.7643	NPC295021
Intermediate Similarity	0.7636	NPC475594
Intermediate Similarity	0.7625	NPC27904
Intermediate Similarity	0.7616	NPC471164
Intermediate Similarity	0.7605	NPC474041
Intermediate Similarity	0.7597	NPC324445
Intermediate Similarity	0.7586	NPC209389
Intermediate Similarity	0.7564	NPC144691
Intermediate Similarity	0.7551	NPC207428
Intermediate Similarity	0.7535	NPC268534
Intermediate Similarity	0.7515	NPC318183
Intermediate Similarity	0.75	NPC472540
Intermediate Similarity	0.75	NPC470343
Intermediate Similarity	0.75	NPC472539
Intermediate Similarity	0.75	NPC472244
Intermediate Similarity	0.75	NPC475761
Intermediate Similarity	0.75	NPC470787
Intermediate Similarity	0.7485	NPC471130
Intermediate Similarity	0.7484	NPC478039
Intermediate Similarity	0.7483	NPC83214
Intermediate Similarity	0.7469	NPC476231
Intermediate Similarity	0.7458	NPC472542
Intermediate Similarity	0.7458	NPC472541
Intermediate Similarity	0.7456	NPC475685
Intermediate Similarity	0.745	NPC316104
Intermediate Similarity	0.745	NPC162417
Intermediate Similarity	0.7447	NPC226143
Intermediate Similarity	0.7438	NPC84317
Intermediate Similarity	0.7425	NPC470548
Intermediate Similarity	0.7423	NPC113056
Intermediate Similarity	0.7423	NPC138293
Intermediate Similarity	0.741	NPC355
Intermediate Similarity	0.7405	NPC154602
Intermediate Similarity	0.7403	NPC478040
Intermediate Similarity	0.7397	NPC476950
Intermediate Similarity	0.7386	NPC2823
Intermediate Similarity	0.7386	NPC22082
Intermediate Similarity	0.7386	NPC186284
Intermediate Similarity	0.7381	NPC471743
Intermediate Similarity	0.7362	NPC88970
Intermediate Similarity	0.7355	NPC314186
Intermediate Similarity	0.7349	NPC472118
Intermediate Similarity	0.7346	NPC154478
Intermediate Similarity	0.732	NPC472243
Intermediate Similarity	0.732	NPC130251
Intermediate Similarity	0.7297	NPC314431
Intermediate Similarity	0.7248	NPC316746
Intermediate Similarity	0.7241	NPC254698
Intermediate Similarity	0.72	NPC53044
Intermediate Similarity	0.7178	NPC104345
Intermediate Similarity	0.7152	NPC472117
Intermediate Similarity	0.7143	NPC285381
Intermediate Similarity	0.7134	NPC36495
Intermediate Similarity	0.7134	NPC130797
Intermediate Similarity	0.7134	NPC470822
Intermediate Similarity	0.7133	NPC220698
Intermediate Similarity	0.712	NPC295548
Intermediate Similarity	0.7119	NPC471196
Intermediate Similarity	0.7119	NPC471195
Intermediate Similarity	0.7115	NPC472241
Intermediate Similarity	0.7108	NPC189116
Intermediate Similarity	0.7102	NPC473815
Intermediate Similarity	0.7101	NPC292265
Intermediate Similarity	0.7097	NPC471155
Intermediate Similarity	0.7081	NPC243756
Intermediate Similarity	0.7059	NPC270241
Intermediate Similarity	0.7052	NPC286994
Intermediate Similarity	0.7051	NPC43477
Intermediate Similarity	0.7051	NPC301760
Intermediate Similarity	0.7051	NPC316202
Intermediate Similarity	0.7048	NPC293458
Intermediate Similarity	0.7043	NPC225400
Intermediate Similarity	0.7032	NPC469560
Intermediate Similarity	0.7006	NPC204867
Intermediate Similarity	0.7005	NPC472538
Intermediate Similarity	0.7005	NPC470786
Remote Similarity	0.6994	NPC475094
Remote Similarity	0.6993	NPC253476
Remote Similarity	0.6987	NPC315051
Remote Similarity	0.6981	NPC472242
Remote Similarity	0.6971	NPC470317
Remote Similarity	0.6962	NPC314287
Remote Similarity	0.6962	NPC469537
Remote Similarity	0.6959	NPC192533
Remote Similarity	0.6957	NPC172170
Remote Similarity	0.6954	NPC73994
Remote Similarity	0.6954	NPC187231
Remote Similarity	0.6946	NPC469741
Remote Similarity	0.6941	NPC471943
Remote Similarity	0.6934	NPC167336
Remote Similarity	0.6932	NPC21429
Remote Similarity	0.6928	NPC471122
Remote Similarity	0.6923	NPC472114
Remote Similarity	0.6923	NPC472115
Remote Similarity	0.6919	NPC469529
Remote Similarity	0.6902	NPC106118
Remote Similarity	0.6901	NPC6982
Remote Similarity	0.6893	NPC133003
Remote Similarity	0.6889	NPC92803
Remote Similarity	0.6886	NPC93653
Remote Similarity	0.6885	NPC471199
Remote Similarity	0.6882	NPC475248
Remote Similarity	0.6882	NPC223595
Remote Similarity	0.6882	NPC167724
Remote Similarity	0.6882	NPC63047
Remote Similarity	0.6882	NPC224970
Remote Similarity	0.6871	NPC314223
Remote Similarity	0.6867	NPC123241
Remote Similarity	0.6867	NPC61013
Remote Similarity	0.6863	NPC40364
Remote Similarity	0.6854	NPC141612
Remote Similarity	0.6854	NPC17273
Remote Similarity	0.6854	NPC135601
Remote Similarity	0.6854	NPC150308
Remote Similarity	0.6839	NPC83774
Remote Similarity	0.6839	NPC14849
Remote Similarity	0.6838	NPC291610
Remote Similarity	0.6835	NPC470301
Remote Similarity	0.6831	NPC472116
Remote Similarity	0.6829	NPC122106
Remote Similarity	0.6826	NPC193410
Remote Similarity	0.6824	NPC279527
Remote Similarity	0.6824	NPC214960
Remote Similarity	0.6821	NPC307437
Remote Similarity	0.6821	NPC72473
Remote Similarity	0.6821	NPC58827
Remote Similarity	0.681	NPC473329
Remote Similarity	0.6795	NPC471123
Remote Similarity	0.6786	NPC248117
Remote Similarity	0.6786	NPC474058
Remote Similarity	0.6783	NPC187036
Remote Similarity	0.6783	NPC57051
Remote Similarity	0.6778	NPC18890
Remote Similarity	0.6776	NPC198401
Remote Similarity	0.6774	NPC184437
Remote Similarity	0.6766	NPC113946
Remote Similarity	0.6765	NPC299582
Remote Similarity	0.6765	NPC471124
Remote Similarity	0.6765	NPC472106
Remote Similarity	0.6761	NPC61011
Remote Similarity	0.6747	NPC114808
Remote Similarity	0.6746	NPC35510
Remote Similarity	0.6746	NPC472120
Remote Similarity	0.6746	NPC472101
Remote Similarity	0.6746	NPC253667
Remote Similarity	0.674	NPC324091
Remote Similarity	0.674	NPC313293
Remote Similarity	0.6737	NPC478075
Remote Similarity	0.6724	NPC248862
Remote Similarity	0.6724	NPC328611
Remote Similarity	0.6712	NPC192209
Remote Similarity	0.6712	NPC313449
Remote Similarity	0.6707	NPC13526
Remote Similarity	0.6707	NPC469536
Remote Similarity	0.6706	NPC313757
Remote Similarity	0.6705	NPC182057
Remote Similarity	0.6705	NPC147298
Remote Similarity	0.6705	NPC131450
Remote Similarity	0.6704	NPC476341
Remote Similarity	0.669	NPC288232
Remote Similarity	0.6688	NPC314098
Remote Similarity	0.6687	NPC254798
Remote Similarity	0.6686	NPC309531
Remote Similarity	0.6686	NPC472102
Remote Similarity	0.6685	NPC243058
Remote Similarity	0.6667	NPC211525
Remote Similarity	0.6667	NPC328683
Remote Similarity	0.6667	NPC470069
Remote Similarity	0.6667	NPC296163
Remote Similarity	0.6667	NPC264580
Remote Similarity	0.6667	NPC252572
Remote Similarity	0.6667	NPC66936
Remote Similarity	0.6667	NPC474916
Remote Similarity	0.6667	NPC153694
Remote Similarity	0.6667	NPC52059
Remote Similarity	0.6667	NPC283130

Drug Structure

NPD6017 OpenBabel08211708292D 30 34 0 0 1 0 0 0 0 0999 V2000 -0.4494 -0.2001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5003 -2.5490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3523 -3.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5003 -1.5653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6119 -2.5490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7600 -3.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2042 -2.5490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3523 -1.0735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6119 -1.5653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2041 -2.5251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8455 0.9149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2456 0.0161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8936 0.5723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1727 -1.0470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1474 -0.2566 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9231 -0.4110 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2422 -2.1207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1066 1.1623 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7925 -0.8571 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.8873 -1.3418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2608 -1.7690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5209 -0.6838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8306 -0.5856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6346 -0.2570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8218 -0.8111 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 -3.5776 -1.4400 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6434 -0.0315 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5611 0.7240 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6748 1.1508 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 17 1 0 0 0 0 8 17 1 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 12 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 25 1 1 0 0 0 17 27 1 0 0 0 0 18 11 1 1 0 0 0 18 26 1 0 0 0 0 19 12 1 1 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 21 27 1 0 0 0 0 22 24 1 0 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 24 25 2 3 0 0 0 24 29 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016491
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.24
ALogP	-3.2081
MLogP	3.55
XLogP	5.438
HDA	5
HBD	1
Rotatable Bonds	5
TPSA	56.14
RO5 Violation	1