NPASS drugs

Drug Information

Drug ID:	NPD6154
Drug Name:	Telotristat
Molecular Formula:	C25H22ClF3N6O3
Canonical SMILES:	OC(=O)[C@H](Cc1ccc(cc1)c1cc(O[C@@H](C(F)(F)F)c2ccc(cc2n2ccc(n2)C)Cl)nc(=N)[nH]1)N
Standard InCHI:	InChI=1S/C25H22ClF3N6O3/c1-13-8-9-35(34-13)20-11-16(26)6-7-17(20)22(25(27,28)29)38-21-12-19(32-24(31)33-21)15-4-2-14(3-5-15)10-18(30)23(36)37/h2-9,11-12,18,22H,10,30H2,1H3,(H,36,37)(H2,31,32,33)/t18-,22+/m0/s1
Standard InCHIKey:	NCLGDOBQAWBXRA-PGRDOPGGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD6154

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	301
0.1-0.2	1953
0.2-0.3	10314
0.3-0.4	13303
0.4-0.5	2485
0.5-0.6	1857
0.6-0.7	674
0.7-0.8	3
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	0.7113	NPC125597
Intermediate Similarity	0.7061	NPC476874
Intermediate Similarity	0.7059	NPC473317
Remote Similarity	0.6979	NPC54744
Remote Similarity	0.6964	NPC104712
Remote Similarity	0.6914	NPC192712
Remote Similarity	0.6913	NPC193761
Remote Similarity	0.6898	NPC300114
Remote Similarity	0.6898	NPC267853
Remote Similarity	0.6898	NPC315062
Remote Similarity	0.6878	NPC478157
Remote Similarity	0.6875	NPC314882
Remote Similarity	0.6872	NPC24370
Remote Similarity	0.6872	NPC319232
Remote Similarity	0.687	NPC89987
Remote Similarity	0.687	NPC244897
Remote Similarity	0.683	NPC321708
Remote Similarity	0.6816	NPC235684
Remote Similarity	0.6815	NPC316411
Remote Similarity	0.6809	NPC478158
Remote Similarity	0.68	NPC471593
Remote Similarity	0.6781	NPC473376
Remote Similarity	0.677	NPC138370
Remote Similarity	0.6769	NPC478006
Remote Similarity	0.6758	NPC267885
Remote Similarity	0.6721	NPC64216
Remote Similarity	0.6712	NPC149155
Remote Similarity	0.6712	NPC469938
Remote Similarity	0.6712	NPC203468
Remote Similarity	0.6712	NPC110500
Remote Similarity	0.6709	NPC123839
Remote Similarity	0.6707	NPC323752
Remote Similarity	0.6707	NPC323198
Remote Similarity	0.6697	NPC126709
Remote Similarity	0.6697	NPC213468
Remote Similarity	0.6697	NPC248041
Remote Similarity	0.6695	NPC317752
Remote Similarity	0.6693	NPC177056
Remote Similarity	0.6667	NPC472762
Remote Similarity	0.6653	NPC318299
Remote Similarity	0.6653	NPC281049
Remote Similarity	0.6642	NPC314056
Remote Similarity	0.6639	NPC36405
Remote Similarity	0.6637	NPC71037
Remote Similarity	0.6624	NPC266249
Remote Similarity	0.6622	NPC283219
Remote Similarity	0.662	NPC311276
Remote Similarity	0.6617	NPC315467
Remote Similarity	0.661	NPC317373
Remote Similarity	0.6609	NPC315491
Remote Similarity	0.6609	NPC45459
Remote Similarity	0.6606	NPC63751
Remote Similarity	0.6595	NPC67288
Remote Similarity	0.6593	NPC94752
Remote Similarity	0.6593	NPC315555
Remote Similarity	0.6592	NPC478010
Remote Similarity	0.6592	NPC478009
Remote Similarity	0.6591	NPC313791
Remote Similarity	0.6583	NPC118940
Remote Similarity	0.6583	NPC6865
Remote Similarity	0.6583	NPC153980
Remote Similarity	0.6583	NPC207020
Remote Similarity	0.6582	NPC323927
Remote Similarity	0.6581	NPC300183
Remote Similarity	0.6578	NPC228835
Remote Similarity	0.6577	NPC84827
Remote Similarity	0.6577	NPC14113
Remote Similarity	0.6577	NPC145885
Remote Similarity	0.6571	NPC2395
Remote Similarity	0.657	NPC471192
Remote Similarity	0.657	NPC62995
Remote Similarity	0.6568	NPC327592
Remote Similarity	0.6567	NPC478013
Remote Similarity	0.6564	NPC278434
Remote Similarity	0.6559	NPC235885
Remote Similarity	0.6556	NPC229348
Remote Similarity	0.6555	NPC476465
Remote Similarity	0.6549	NPC282103
Remote Similarity	0.6549	NPC280290
Remote Similarity	0.6542	NPC476464
Remote Similarity	0.6542	NPC320968
Remote Similarity	0.6542	NPC72956
Remote Similarity	0.6533	NPC469358
Remote Similarity	0.653	NPC78020
Remote Similarity	0.6529	NPC477979
Remote Similarity	0.6525	NPC98715
Remote Similarity	0.6523	NPC295452
Remote Similarity	0.6523	NPC171393
Remote Similarity	0.6515	NPC471194
Remote Similarity	0.6515	NPC75634
Remote Similarity	0.6515	NPC471193
Remote Similarity	0.6513	NPC243850
Remote Similarity	0.6513	NPC471536
Remote Similarity	0.6508	NPC180504
Remote Similarity	0.6502	NPC111275
Remote Similarity	0.6502	NPC59269
Remote Similarity	0.6496	NPC28945
Remote Similarity	0.6489	NPC192270
Remote Similarity	0.6484	NPC49954
Remote Similarity	0.6484	NPC474561
Remote Similarity	0.6483	NPC328318
Remote Similarity	0.6483	NPC328596
Remote Similarity	0.6476	NPC15102
Remote Similarity	0.6473	NPC82370
Remote Similarity	0.6473	NPC11126
Remote Similarity	0.6471	NPC478012
Remote Similarity	0.6471	NPC478011
Remote Similarity	0.6468	NPC102423
Remote Similarity	0.6461	NPC313640
Remote Similarity	0.6458	NPC162860
Remote Similarity	0.6453	NPC474916
Remote Similarity	0.6453	NPC102008
Remote Similarity	0.6452	NPC131718
Remote Similarity	0.645	NPC304187
Remote Similarity	0.645	NPC473342
Remote Similarity	0.645	NPC477166
Remote Similarity	0.645	NPC477167
Remote Similarity	0.6447	NPC314176
Remote Similarity	0.6444	NPC46225
Remote Similarity	0.6444	NPC225821
Remote Similarity	0.6441	NPC471944
Remote Similarity	0.6438	NPC242209
Remote Similarity	0.6438	NPC245916
Remote Similarity	0.6437	NPC60621
Remote Similarity	0.6435	NPC83111
Remote Similarity	0.6435	NPC95783
Remote Similarity	0.6434	NPC74969
Remote Similarity	0.6432	NPC284678
Remote Similarity	0.6431	NPC15801
Remote Similarity	0.6429	NPC151939
Remote Similarity	0.6429	NPC68354
Remote Similarity	0.6429	NPC293472
Remote Similarity	0.6426	NPC241024
Remote Similarity	0.6426	NPC32200
Remote Similarity	0.6422	NPC282231
Remote Similarity	0.642	NPC234078
Remote Similarity	0.642	NPC221100
Remote Similarity	0.6419	NPC17059
Remote Similarity	0.6417	NPC258062
Remote Similarity	0.6417	NPC127677
Remote Similarity	0.641	NPC227582
Remote Similarity	0.6409	NPC54988
Remote Similarity	0.6408	NPC472285
Remote Similarity	0.6402	NPC82053
Remote Similarity	0.64	NPC55772
Remote Similarity	0.64	NPC215795
Remote Similarity	0.64	NPC176199
Remote Similarity	0.6398	NPC470497
Remote Similarity	0.6389	NPC477175
Remote Similarity	0.6389	NPC470729
Remote Similarity	0.6389	NPC470730
Remote Similarity	0.6389	NPC477176
Remote Similarity	0.6383	NPC306376
Remote Similarity	0.6383	NPC239954
Remote Similarity	0.6379	NPC55493
Remote Similarity	0.6378	NPC220852
Remote Similarity	0.6376	NPC279918
Remote Similarity	0.6375	NPC54420
Remote Similarity	0.6375	NPC88008
Remote Similarity	0.6367	NPC285343
Remote Similarity	0.6364	NPC474877
Remote Similarity	0.6364	NPC477177
Remote Similarity	0.6364	NPC475969
Remote Similarity	0.6364	NPC475859
Remote Similarity	0.6364	NPC314333
Remote Similarity	0.636	NPC207851
Remote Similarity	0.6359	NPC469762
Remote Similarity	0.6356	NPC192674
Remote Similarity	0.6356	NPC74360
Remote Similarity	0.6352	NPC198673
Remote Similarity	0.635	NPC321939
Remote Similarity	0.635	NPC56271
Remote Similarity	0.6344	NPC233936
Remote Similarity	0.6341	NPC469727
Remote Similarity	0.6341	NPC312645
Remote Similarity	0.634	NPC156704
Remote Similarity	0.634	NPC262898
Remote Similarity	0.6339	NPC165743
Remote Similarity	0.6339	NPC37423
Remote Similarity	0.6339	NPC275305
Remote Similarity	0.6335	NPC160105
Remote Similarity	0.6333	NPC238457
Remote Similarity	0.6331	NPC272174
Remote Similarity	0.6329	NPC252338
Remote Similarity	0.6329	NPC214428
Remote Similarity	0.6329	NPC213308
Remote Similarity	0.6325	NPC157828
Remote Similarity	0.6325	NPC195239
Remote Similarity	0.6325	NPC220151
Remote Similarity	0.6325	NPC202812
Remote Similarity	0.6325	NPC19692
Remote Similarity	0.6324	NPC326363
Remote Similarity	0.6323	NPC470498
Remote Similarity	0.632	NPC229893
Remote Similarity	0.6318	NPC194640
Remote Similarity	0.6318	NPC40779
Remote Similarity	0.6316	NPC48938
Remote Similarity	0.6314	NPC470499
Remote Similarity	0.6314	NPC168911
Remote Similarity	0.6314	NPC131887

Drug Structure

NPD6154 OpenBabel08211709092D 43 46 0 0 1 0 0 0 0 0999 V2000 -1.4894 -2.1160 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 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 5.1962 5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 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 5.1962 -1.0000 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 1.7321 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.1340 -1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.3660 -0.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 6.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 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 6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 4 1 0 0 0 0 2 14 2 0 0 0 0 3 5 2 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 35 1 0 0 0 0 10 14 1 0 0 0 0 11 16 2 0 0 0 0 11 20 1 0 0 0 0 12 19 2 0 0 0 0 12 21 1 0 0 0 0 13 34 2 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 20 2 0 0 0 0 17 22 1 0 0 0 0 18 10 1 6 0 0 0 18 23 1 0 0 0 0 18 30 1 0 0 0 0 19 32 1 0 0 0 0 20 35 1 0 0 0 0 21 33 2 0 0 0 0 21 38 1 0 0 0 0 22 25 1 0 0 0 0 22 38 1 1 0 0 0 23 36 2 0 0 0 0 23 37 1 0 0 0 0 24 31 2 0 0 0 0 24 32 1 0 0 0 0 24 33 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 30 39 1 0 0 0 0 30 40 1 0 0 0 0 31 41 1 0 0 0 0 32 42 1 0 0 0 0 34 35 1 0 0 0 0 37 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB12095
ChEMBL	CHEMBL2103855
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	1033805-28-5

Drug Properties

Molecular Weight	546.14
ALogP	0.5373
MLogP	2.78
XLogP	3.899
HDA	9
HBD	4
Rotatable Bonds	16
TPSA	138.09
RO5 Violation	0