NPASS drugs

Drug Information

Drug ID:	NPD5864
Drug Name:	Trelanserin
Molecular Formula:	C24H24FN5O2S
Canonical SMILES:	OC(=N)Cn1c(=O)cc(c2c1cc(F)cc2)CCN1CCN(CC1)c1nccc2c1ccs2
Standard InCHI:	InChI=1S/C24H24FN5O2S/c25-17-1-2-18-16(13-23(32)30(15-22(26)31)20(18)14-17)4-7-28-8-10-29(11-9-28)24-19-5-12-33-21(19)3-6-27-24/h1-3,5-6,12-14H,4,7-11,15H2,(H2,26,31)
Standard InCHIKey:	JDLYOFUDIKMYBL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5864

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	544
0.1-0.2	9604
0.2-0.3	14555
0.3-0.4	2745
0.4-0.5	1739
0.5-0.6	1402
0.6-0.7	295
0.7-0.8	6
0.8-0.85	0
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	0.732	NPC91895
Intermediate Similarity	0.7286	NPC143325
Intermediate Similarity	0.7273	NPC469308
Intermediate Similarity	0.7062	NPC478185
Intermediate Similarity	0.7026	NPC478182
Intermediate Similarity	0.7026	NPC478184
Remote Similarity	0.6959	NPC293487
Remote Similarity	0.6905	NPC294693
Remote Similarity	0.6903	NPC19170
Remote Similarity	0.6897	NPC16659
Remote Similarity	0.6869	NPC478183
Remote Similarity	0.6866	NPC317054
Remote Similarity	0.6847	NPC265710
Remote Similarity	0.6847	NPC470731
Remote Similarity	0.6818	NPC72956
Remote Similarity	0.6814	NPC253987
Remote Similarity	0.6812	NPC297862
Remote Similarity	0.68	NPC32534
Remote Similarity	0.6787	NPC153980
Remote Similarity	0.6787	NPC6865
Remote Similarity	0.6784	NPC476817
Remote Similarity	0.6765	NPC12649
Remote Similarity	0.6758	NPC66699
Remote Similarity	0.6732	NPC24864
Remote Similarity	0.6717	NPC225018
Remote Similarity	0.6716	NPC473380
Remote Similarity	0.6716	NPC240088
Remote Similarity	0.6712	NPC471194
Remote Similarity	0.6712	NPC471193
Remote Similarity	0.6712	NPC175916
Remote Similarity	0.6696	NPC471192
Remote Similarity	0.6683	NPC11126
Remote Similarity	0.6667	NPC312942
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.6667	NPC255909
Remote Similarity	0.6667	NPC327095
Remote Similarity	0.6667	NPC124636
Remote Similarity	0.6638	NPC40455
Remote Similarity	0.6637	NPC193370
Remote Similarity	0.6635	NPC21429
Remote Similarity	0.6635	NPC228835
Remote Similarity	0.6633	NPC470203
Remote Similarity	0.6622	NPC470732
Remote Similarity	0.6617	NPC56233
Remote Similarity	0.6593	NPC173344
Remote Similarity	0.6583	NPC122141
Remote Similarity	0.6583	NPC470204
Remote Similarity	0.6581	NPC165743
Remote Similarity	0.6571	NPC94752
Remote Similarity	0.6571	NPC141612
Remote Similarity	0.6571	NPC17273
Remote Similarity	0.6571	NPC135601
Remote Similarity	0.657	NPC164228
Remote Similarity	0.6564	NPC149014
Remote Similarity	0.6562	NPC110602
Remote Similarity	0.6562	NPC31385
Remote Similarity	0.6562	NPC75726
Remote Similarity	0.6553	NPC248454
Remote Similarity	0.6549	NPC147983
Remote Similarity	0.6549	NPC177996
Remote Similarity	0.654	NPC17059
Remote Similarity	0.6535	NPC49217
Remote Similarity	0.6532	NPC71238
Remote Similarity	0.6531	NPC470233
Remote Similarity	0.6531	NPC216713
Remote Similarity	0.6509	NPC103119
Remote Similarity	0.6507	NPC77022
Remote Similarity	0.6497	NPC200214
Remote Similarity	0.6496	NPC470730
Remote Similarity	0.6496	NPC477175
Remote Similarity	0.6483	NPC63279
Remote Similarity	0.648	NPC40070
Remote Similarity	0.6478	NPC216221
Remote Similarity	0.6476	NPC467063
Remote Similarity	0.6468	NPC475859
Remote Similarity	0.6468	NPC475969
Remote Similarity	0.6465	NPC476219
Remote Similarity	0.6456	NPC297642
Remote Similarity	0.6445	NPC308931
Remote Similarity	0.6445	NPC99939
Remote Similarity	0.6429	NPC163055
Remote Similarity	0.6422	NPC212213
Remote Similarity	0.6422	NPC239954
Remote Similarity	0.641	NPC478186
Remote Similarity	0.6406	NPC238499
Remote Similarity	0.6398	NPC165495
Remote Similarity	0.6396	NPC473376
Remote Similarity	0.6389	NPC198673
Remote Similarity	0.638	NPC182507
Remote Similarity	0.6377	NPC469938
Remote Similarity	0.6376	NPC272483
Remote Similarity	0.6372	NPC473763
Remote Similarity	0.6372	NPC117244
Remote Similarity	0.6368	NPC471191
Remote Similarity	0.6359	NPC470440
Remote Similarity	0.6355	NPC213629
Remote Similarity	0.6347	NPC168911
Remote Similarity	0.6344	NPC471603
Remote Similarity	0.6341	NPC63751
Remote Similarity	0.634	NPC20144
Remote Similarity	0.6332	NPC281094
Remote Similarity	0.6327	NPC143872
Remote Similarity	0.6327	NPC147810
Remote Similarity	0.6323	NPC314930
Remote Similarity	0.6323	NPC214827
Remote Similarity	0.6321	NPC108011
Remote Similarity	0.6318	NPC469897
Remote Similarity	0.6316	NPC59269
Remote Similarity	0.6316	NPC157583
Remote Similarity	0.6316	NPC282247
Remote Similarity	0.6313	NPC474180
Remote Similarity	0.6313	NPC188821
Remote Similarity	0.6311	NPC116555
Remote Similarity	0.6298	NPC469529
Remote Similarity	0.6296	NPC39092
Remote Similarity	0.6294	NPC471957
Remote Similarity	0.6294	NPC470111
Remote Similarity	0.6291	NPC15102
Remote Similarity	0.6287	NPC477176
Remote Similarity	0.6287	NPC470729
Remote Similarity	0.6287	NPC69843
Remote Similarity	0.6286	NPC248462
Remote Similarity	0.6273	NPC265576
Remote Similarity	0.6268	NPC280852
Remote Similarity	0.6267	NPC216550
Remote Similarity	0.6261	NPC477177
Remote Similarity	0.6261	NPC474877
Remote Similarity	0.625	NPC314102
Remote Similarity	0.625	NPC251722
Remote Similarity	0.625	NPC161861
Remote Similarity	0.625	NPC325903
Remote Similarity	0.6244	NPC63545
Remote Similarity	0.6243	NPC101165
Remote Similarity	0.6243	NPC471322
Remote Similarity	0.6239	NPC475024
Remote Similarity	0.6238	NPC299594
Remote Similarity	0.6238	NPC14325
Remote Similarity	0.6238	NPC28848
Remote Similarity	0.6228	NPC320968
Remote Similarity	0.6226	NPC307191
Remote Similarity	0.6225	NPC194881
Remote Similarity	0.6219	NPC476297
Remote Similarity	0.6219	NPC120070
Remote Similarity	0.6214	NPC475920
Remote Similarity	0.6214	NPC49954
Remote Similarity	0.6214	NPC474561
Remote Similarity	0.6212	NPC469811
Remote Similarity	0.6212	NPC201380
Remote Similarity	0.6212	NPC179787
Remote Similarity	0.6207	NPC92796
Remote Similarity	0.6207	NPC135141
Remote Similarity	0.6205	NPC317701
Remote Similarity	0.6204	NPC472289
Remote Similarity	0.6203	NPC476491
Remote Similarity	0.62	NPC470823
Remote Similarity	0.6199	NPC470499
Remote Similarity	0.6193	NPC204141
Remote Similarity	0.6193	NPC314372
Remote Similarity	0.6193	NPC304187
Remote Similarity	0.6193	NPC477167
Remote Similarity	0.6193	NPC477166
Remote Similarity	0.6193	NPC473342
Remote Similarity	0.6181	NPC321911
Remote Similarity	0.6179	NPC91179
Remote Similarity	0.6178	NPC88115
Remote Similarity	0.6176	NPC279918
Remote Similarity	0.6174	NPC54744
Remote Similarity	0.6173	NPC190296
Remote Similarity	0.6171	NPC313421
Remote Similarity	0.6168	NPC470003
Remote Similarity	0.6166	NPC65408
Remote Similarity	0.6161	NPC106757
Remote Similarity	0.6161	NPC211813
Remote Similarity	0.6161	NPC68354
Remote Similarity	0.6158	NPC129721
Remote Similarity	0.6154	NPC194411
Remote Similarity	0.6154	NPC167710
Remote Similarity	0.6151	NPC116622
Remote Similarity	0.615	NPC24678
Remote Similarity	0.615	NPC105818
Remote Similarity	0.615	NPC475288
Remote Similarity	0.6146	NPC282231
Remote Similarity	0.6144	NPC64216
Remote Similarity	0.6142	NPC41982
Remote Similarity	0.6138	NPC476131
Remote Similarity	0.6133	NPC53144
Remote Similarity	0.6133	NPC200836
Remote Similarity	0.6129	NPC476322
Remote Similarity	0.6127	NPC475990
Remote Similarity	0.6126	NPC171317
Remote Similarity	0.6126	NPC473640
Remote Similarity	0.6122	NPC277157
Remote Similarity	0.6121	NPC161143
Remote Similarity	0.6121	NPC470205
Remote Similarity	0.6119	NPC469975
Remote Similarity	0.6117	NPC271734
Remote Similarity	0.6117	NPC194640
Remote Similarity	0.6114	NPC203754
Remote Similarity	0.6114	NPC150048
Remote Similarity	0.6111	NPC159856

Drug Structure

NPD5864 OpenBabel08211708292D 35 39 0 0 0 0 0 0 0 0999 V2000 -6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 1.5000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 -6.9282 3.0000 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 -7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 6.0000 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 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 1.6691 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 7.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 17 1 0 0 0 0 2 18 1 0 0 0 0 3 6 2 0 0 0 0 3 21 1 0 0 0 0 4 7 1 0 0 0 0 4 16 1 0 0 0 0 5 12 2 0 0 0 0 5 19 1 0 0 0 0 6 27 1 0 0 0 0 7 28 1 0 0 0 0 8 10 1 0 0 0 0 8 28 1 0 0 0 0 9 11 1 0 0 0 0 9 28 1 0 0 0 0 10 29 1 0 0 0 0 11 29 1 0 0 0 0 12 33 1 0 0 0 0 13 16 2 0 0 0 0 13 23 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 15 30 1 0 0 0 0 16 18 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 30 1 0 0 0 0 21 33 1 0 0 0 0 22 26 2 0 0 0 0 22 31 1 0 0 0 0 23 30 1 0 0 0 0 23 32 2 0 0 0 0 24 27 2 0 0 0 0 24 29 1 0 0 0 0 26 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	465.16
ALogP	0.6576
MLogP	3.11
XLogP	2.821
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	112
RO5 Violation	0