NPASS drugs

Drug Information

Drug ID:	NPD6728
Drug Name:	Taranabant
Molecular Formula:	C27H25ClF3N3O2
Canonical SMILES:	N#Cc1cccc(c1)[C@@H]([C@@H](N=C(C(Oc1ccc(cn1)C(F)(F)F)(C)C)O)C)Cc1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C27H25ClF3N3O2/c1-17(34-25(35)26(2,3)36-24-12-9-21(16-33-24)27(29,30)31)23(14-18-7-10-22(28)11-8-18)20-6-4-5-19(13-20)15-32/h4-13,16-17,23H,14H2,1-3H3,(H,34,35)/t17-,23+/m0/s1
Standard InCHIKey:	QLYKJCMUNUWAGO-GAJHUEQPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6728

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	385
0.1-0.2	2563
0.2-0.3	10056
0.3-0.4	5507
0.4-0.5	9559
0.5-0.6	2351
0.6-0.7	461
0.7-0.8	8
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	0.722	NPC289786
Intermediate Similarity	0.7171	NPC133140
Intermediate Similarity	0.7171	NPC195268
Intermediate Similarity	0.7067	NPC473053
Intermediate Similarity	0.7026	NPC471178
Intermediate Similarity	0.701	NPC471177
Intermediate Similarity	0.701	NPC59779
Intermediate Similarity	0.701	NPC124542
Remote Similarity	0.6974	NPC473057
Remote Similarity	0.6968	NPC197141
Remote Similarity	0.6959	NPC290689
Remote Similarity	0.6908	NPC471593
Remote Similarity	0.6895	NPC202605
Remote Similarity	0.6895	NPC112206
Remote Similarity	0.6892	NPC473822
Remote Similarity	0.6887	NPC476582
Remote Similarity	0.6887	NPC4071
Remote Similarity	0.6887	NPC476578
Remote Similarity	0.6884	NPC165349
Remote Similarity	0.6884	NPC264166
Remote Similarity	0.6884	NPC274291
Remote Similarity	0.6884	NPC329708
Remote Similarity	0.6884	NPC47059
Remote Similarity	0.6884	NPC118832
Remote Similarity	0.6881	NPC11464
Remote Similarity	0.6854	NPC477019
Remote Similarity	0.6837	NPC177404
Remote Similarity	0.6828	NPC32002
Remote Similarity	0.6828	NPC315348
Remote Similarity	0.6814	NPC470474
Remote Similarity	0.6806	NPC16452
Remote Similarity	0.6806	NPC36229
Remote Similarity	0.6806	NPC476581
Remote Similarity	0.6783	NPC201508
Remote Similarity	0.677	NPC122463
Remote Similarity	0.6759	NPC475774
Remote Similarity	0.6742	NPC251160
Remote Similarity	0.6734	NPC108469
Remote Similarity	0.6734	NPC98187
Remote Similarity	0.6726	NPC170114
Remote Similarity	0.6724	NPC255800
Remote Similarity	0.6724	NPC96584
Remote Similarity	0.672	NPC471312
Remote Similarity	0.6717	NPC97367
Remote Similarity	0.6714	NPC224928
Remote Similarity	0.6712	NPC266931
Remote Similarity	0.67	NPC288943
Remote Similarity	0.6698	NPC234197
Remote Similarity	0.6684	NPC26850
Remote Similarity	0.6684	NPC471323
Remote Similarity	0.6683	NPC111624
Remote Similarity	0.6682	NPC470549
Remote Similarity	0.6681	NPC174049
Remote Similarity	0.6667	NPC283152
Remote Similarity	0.6667	NPC31930
Remote Similarity	0.6667	NPC313189
Remote Similarity	0.6651	NPC285558
Remote Similarity	0.6651	NPC307963
Remote Similarity	0.665	NPC312872
Remote Similarity	0.6636	NPC267928
Remote Similarity	0.6622	NPC208284
Remote Similarity	0.6593	NPC204446
Remote Similarity	0.6592	NPC202768
Remote Similarity	0.6592	NPC296482
Remote Similarity	0.6592	NPC53069
Remote Similarity	0.6589	NPC13880
Remote Similarity	0.6584	NPC116961
Remote Similarity	0.6577	NPC470020
Remote Similarity	0.6574	NPC287437
Remote Similarity	0.6573	NPC279401
Remote Similarity	0.6573	NPC79293
Remote Similarity	0.6562	NPC236668
Remote Similarity	0.6561	NPC470931
Remote Similarity	0.6545	NPC472111
Remote Similarity	0.6538	NPC133306
Remote Similarity	0.6533	NPC146976
Remote Similarity	0.6531	NPC26872
Remote Similarity	0.6526	NPC280964
Remote Similarity	0.6526	NPC141915
Remote Similarity	0.6526	NPC114335
Remote Similarity	0.6516	NPC135549
Remote Similarity	0.6512	NPC251090
Remote Similarity	0.6509	NPC110151
Remote Similarity	0.6509	NPC76748
Remote Similarity	0.6507	NPC310118
Remote Similarity	0.6502	NPC188420
Remote Similarity	0.6493	NPC66083
Remote Similarity	0.6491	NPC213530
Remote Similarity	0.6491	NPC193267
Remote Similarity	0.649	NPC219963
Remote Similarity	0.649	NPC266551
Remote Similarity	0.649	NPC161887
Remote Similarity	0.6489	NPC476287
Remote Similarity	0.6489	NPC149471
Remote Similarity	0.6489	NPC271215
Remote Similarity	0.6486	NPC477111
Remote Similarity	0.6484	NPC291535
Remote Similarity	0.6484	NPC475085
Remote Similarity	0.6484	NPC475112
Remote Similarity	0.6479	NPC92111
Remote Similarity	0.6478	NPC118121
Remote Similarity	0.6471	NPC121658
Remote Similarity	0.6471	NPC470164
Remote Similarity	0.6471	NPC323345
Remote Similarity	0.6471	NPC14651
Remote Similarity	0.6468	NPC19872
Remote Similarity	0.6468	NPC176538
Remote Similarity	0.6462	NPC296527
Remote Similarity	0.6457	NPC469589
Remote Similarity	0.6456	NPC295228
Remote Similarity	0.6455	NPC476138
Remote Similarity	0.6455	NPC245816
Remote Similarity	0.6447	NPC173080
Remote Similarity	0.6444	NPC96405
Remote Similarity	0.6444	NPC171409
Remote Similarity	0.6442	NPC222592
Remote Similarity	0.6442	NPC168486
Remote Similarity	0.6441	NPC180504
Remote Similarity	0.6438	NPC232727
Remote Similarity	0.6432	NPC3715
Remote Similarity	0.6432	NPC288349
Remote Similarity	0.6429	NPC123976
Remote Similarity	0.6429	NPC167860
Remote Similarity	0.6426	NPC300114
Remote Similarity	0.6422	NPC476518
Remote Similarity	0.6419	NPC103230
Remote Similarity	0.6413	NPC82548
Remote Similarity	0.6413	NPC475910
Remote Similarity	0.6413	NPC287208
Remote Similarity	0.6407	NPC210434
Remote Similarity	0.6405	NPC180668
Remote Similarity	0.6405	NPC148896
Remote Similarity	0.6405	NPC471013
Remote Similarity	0.6398	NPC20249
Remote Similarity	0.6394	NPC472168
Remote Similarity	0.6393	NPC315957
Remote Similarity	0.6393	NPC11017
Remote Similarity	0.6393	NPC329747
Remote Similarity	0.6388	NPC235076
Remote Similarity	0.6386	NPC474217
Remote Similarity	0.6384	NPC174758
Remote Similarity	0.6384	NPC174672
Remote Similarity	0.6383	NPC469792
Remote Similarity	0.638	NPC469440
Remote Similarity	0.6379	NPC475533
Remote Similarity	0.6377	NPC203754
Remote Similarity	0.6377	NPC150048
Remote Similarity	0.6376	NPC100079
Remote Similarity	0.6376	NPC314270
Remote Similarity	0.6376	NPC23614
Remote Similarity	0.6376	NPC72211
Remote Similarity	0.6375	NPC471614
Remote Similarity	0.6372	NPC316981
Remote Similarity	0.6372	NPC99666
Remote Similarity	0.6372	NPC324149
Remote Similarity	0.6368	NPC204385
Remote Similarity	0.6368	NPC193238
Remote Similarity	0.6367	NPC10904
Remote Similarity	0.6359	NPC70259
Remote Similarity	0.6359	NPC471294
Remote Similarity	0.6352	NPC475315
Remote Similarity	0.6352	NPC324619
Remote Similarity	0.6351	NPC475070
Remote Similarity	0.6351	NPC284559
Remote Similarity	0.6349	NPC99891
Remote Similarity	0.6343	NPC226202
Remote Similarity	0.6341	NPC314940
Remote Similarity	0.6341	NPC473764
Remote Similarity	0.6341	NPC56271
Remote Similarity	0.6337	NPC472434
Remote Similarity	0.6337	NPC71079
Remote Similarity	0.6333	NPC206201
Remote Similarity	0.6324	NPC212125
Remote Similarity	0.6323	NPC309498
Remote Similarity	0.6323	NPC476106
Remote Similarity	0.6323	NPC477113
Remote Similarity	0.6318	NPC329793
Remote Similarity	0.6314	NPC24019
Remote Similarity	0.6313	NPC43787
Remote Similarity	0.6313	NPC205934
Remote Similarity	0.6308	NPC224327
Remote Similarity	0.6308	NPC110741
Remote Similarity	0.6305	NPC159319
Remote Similarity	0.63	NPC26679
Remote Similarity	0.63	NPC292517
Remote Similarity	0.6296	NPC75179
Remote Similarity	0.6292	NPC177056
Remote Similarity	0.6291	NPC61350
Remote Similarity	0.629	NPC267423
Remote Similarity	0.629	NPC476044
Remote Similarity	0.6288	NPC470799
Remote Similarity	0.6288	NPC8022
Remote Similarity	0.628	NPC259545
Remote Similarity	0.6278	NPC164374
Remote Similarity	0.6278	NPC210256
Remote Similarity	0.6278	NPC137929
Remote Similarity	0.6277	NPC46451
Remote Similarity	0.6272	NPC469592
Remote Similarity	0.6272	NPC471080
Remote Similarity	0.6272	NPC478074

Drug Structure

NPD6728 OpenBabel08211710072D 37 39 0 0 1 0 0 0 0 0999 V2000 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -5.1962 -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 -6.9282 -4.0000 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 -2.5981 -5.5000 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 -1.7321 -7.0000 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 1 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 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 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 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 2 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 -2.5981 -1.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 1.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -8.0000 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 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 19 1 0 0 0 0 6 20 2 0 0 0 0 7 10 1 0 0 0 0 7 18 2 0 0 0 0 8 11 2 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 21 1 0 0 0 0 10 22 2 0 0 0 0 11 22 1 0 0 0 0 12 24 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 15 32 3 0 0 0 0 16 21 2 0 0 0 0 16 33 1 0 0 0 0 17 1 1 6 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 20 23 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 14 1 6 0 0 0 24 33 2 0 0 0 0 24 36 1 0 0 0 0 25 26 1 0 0 0 0 25 34 2 3 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 27 31 1 0 0 0 0 35 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000327; DNC008437
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11226090
ChEBI
CAS Number

Drug Properties

Molecular Weight	515.16
ALogP	2.1394
MLogP	3.44
XLogP	8.539
HDA	4
HBD	1
Rotatable Bonds	17
TPSA	78.5
RO5 Violation	1