NPASS drugs

Drug Information

Drug ID:	NPD2813
Drug Name:	Orteronel
Molecular Formula:	C18H17N3O2
Canonical SMILES:	CNC(=O)c1ccc2c(c1)ccc(c2)[C@@]1(O)CCn2c1cnc2
Standard InCHI:	InChI=1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m0/s1
Standard InCHIKey:	OZPFIJIOIVJZMN-SFHVURJKSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2813

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	351
0.1-0.2	1857
0.2-0.3	9373
0.3-0.4	11307
0.4-0.5	5059
0.5-0.6	2025
0.6-0.7	880
0.7-0.8	38
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	0.7546	NPC54981
Intermediate Similarity	0.7477	NPC282247
Intermediate Similarity	0.7467	NPC323244
Intermediate Similarity	0.7412	NPC328924
Intermediate Similarity	0.7407	NPC71238
Intermediate Similarity	0.7371	NPC54537
Intermediate Similarity	0.7325	NPC116622
Intermediate Similarity	0.7306	NPC242923
Intermediate Similarity	0.7297	NPC238945
Intermediate Similarity	0.7273	NPC74619
Intermediate Similarity	0.7256	NPC57398
Intermediate Similarity	0.7234	NPC295452
Intermediate Similarity	0.7234	NPC171393
Intermediate Similarity	0.7231	NPC63109
Intermediate Similarity	0.723	NPC474916
Intermediate Similarity	0.7202	NPC470786
Intermediate Similarity	0.72	NPC272174
Intermediate Similarity	0.7195	NPC153980
Intermediate Similarity	0.7195	NPC6865
Intermediate Similarity	0.7181	NPC229893
Intermediate Similarity	0.7174	NPC69843
Intermediate Similarity	0.7156	NPC225400
Intermediate Similarity	0.7149	NPC72956
Intermediate Similarity	0.7123	NPC472538
Intermediate Similarity	0.7123	NPC471155
Intermediate Similarity	0.7098	NPC177996
Intermediate Similarity	0.7098	NPC471192
Intermediate Similarity	0.7098	NPC147983
Intermediate Similarity	0.7093	NPC474896
Intermediate Similarity	0.7091	NPC116555
Intermediate Similarity	0.7091	NPC270241
Intermediate Similarity	0.7067	NPC472285
Intermediate Similarity	0.7061	NPC31097
Intermediate Similarity	0.7056	NPC156003
Intermediate Similarity	0.704	NPC471193
Intermediate Similarity	0.704	NPC471194
Intermediate Similarity	0.7032	NPC473376
Intermediate Similarity	0.7004	NPC308906
Remote Similarity	0.6996	NPC82370
Remote Similarity	0.6991	NPC212213
Remote Similarity	0.6991	NPC267811
Remote Similarity	0.6982	NPC61038
Remote Similarity	0.6972	NPC300183
Remote Similarity	0.6912	NPC131887
Remote Similarity	0.6909	NPC295548
Remote Similarity	0.69	NPC14686
Remote Similarity	0.6898	NPC472539
Remote Similarity	0.6898	NPC470787
Remote Similarity	0.6898	NPC472540
Remote Similarity	0.6867	NPC476491
Remote Similarity	0.6866	NPC472542
Remote Similarity	0.6866	NPC472541
Remote Similarity	0.6863	NPC77101
Remote Similarity	0.6861	NPC266249
Remote Similarity	0.6858	NPC31700
Remote Similarity	0.6858	NPC207866
Remote Similarity	0.6858	NPC54744
Remote Similarity	0.6856	NPC269270
Remote Similarity	0.6853	NPC476818
Remote Similarity	0.6847	NPC175602
Remote Similarity	0.6842	NPC16659
Remote Similarity	0.684	NPC94752
Remote Similarity	0.6835	NPC239954
Remote Similarity	0.6831	NPC107836
Remote Similarity	0.6828	NPC477979
Remote Similarity	0.6818	NPC471944
Remote Similarity	0.6816	NPC243850
Remote Similarity	0.6814	NPC110182
Remote Similarity	0.6812	NPC248601
Remote Similarity	0.6809	NPC326363
Remote Similarity	0.6808	NPC278434
Remote Similarity	0.6808	NPC17059
Remote Similarity	0.6806	NPC198673
Remote Similarity	0.6802	NPC472259
Remote Similarity	0.68	NPC123839
Remote Similarity	0.6798	NPC62995
Remote Similarity	0.6794	NPC265710
Remote Similarity	0.6789	NPC473814
Remote Similarity	0.6789	NPC227582
Remote Similarity	0.6789	NPC78767
Remote Similarity	0.6789	NPC471536
Remote Similarity	0.6778	NPC28945
Remote Similarity	0.6777	NPC48938
Remote Similarity	0.6776	NPC213629
Remote Similarity	0.6774	NPC280638
Remote Similarity	0.6774	NPC93390
Remote Similarity	0.677	NPC320968
Remote Similarity	0.6769	NPC27041
Remote Similarity	0.6758	NPC168911
Remote Similarity	0.6757	NPC317701
Remote Similarity	0.6756	NPC478158
Remote Similarity	0.6754	NPC478157
Remote Similarity	0.6751	NPC89987
Remote Similarity	0.6751	NPC207686
Remote Similarity	0.6745	NPC228835
Remote Similarity	0.6745	NPC207851
Remote Similarity	0.6744	NPC83111
Remote Similarity	0.674	NPC471603
Remote Similarity	0.674	NPC118940
Remote Similarity	0.6739	NPC475736
Remote Similarity	0.6739	NPC264285
Remote Similarity	0.6737	NPC470729
Remote Similarity	0.6737	NPC470730
Remote Similarity	0.6737	NPC477176
Remote Similarity	0.6737	NPC477175
Remote Similarity	0.6736	NPC39092
Remote Similarity	0.6732	NPC41717
Remote Similarity	0.6725	NPC36405
Remote Similarity	0.6723	NPC220852
Remote Similarity	0.6714	NPC477118
Remote Similarity	0.6714	NPC476341
Remote Similarity	0.6712	NPC141454
Remote Similarity	0.6709	NPC474877
Remote Similarity	0.6709	NPC475969
Remote Similarity	0.6709	NPC475859
Remote Similarity	0.6709	NPC477177
Remote Similarity	0.6697	NPC252338
Remote Similarity	0.6695	NPC325976
Remote Similarity	0.6694	NPC314882
Remote Similarity	0.6682	NPC477120
Remote Similarity	0.6682	NPC165599
Remote Similarity	0.6682	NPC98715
Remote Similarity	0.6682	NPC271792
Remote Similarity	0.6681	NPC162860
Remote Similarity	0.6681	NPC319232
Remote Similarity	0.6681	NPC165743
Remote Similarity	0.6681	NPC276657
Remote Similarity	0.6681	NPC24370
Remote Similarity	0.6667	NPC476817
Remote Similarity	0.6667	NPC473380
Remote Similarity	0.6667	NPC64436
Remote Similarity	0.6667	NPC54420
Remote Similarity	0.6667	NPC130570
Remote Similarity	0.6667	NPC11445
Remote Similarity	0.6667	NPC240088
Remote Similarity	0.6667	NPC473310
Remote Similarity	0.6653	NPC63279
Remote Similarity	0.6652	NPC81535
Remote Similarity	0.6652	NPC477043
Remote Similarity	0.6652	NPC322064
Remote Similarity	0.6651	NPC139763
Remote Similarity	0.6651	NPC317054
Remote Similarity	0.6639	NPC285343
Remote Similarity	0.6637	NPC127677
Remote Similarity	0.6637	NPC285192
Remote Similarity	0.6637	NPC258062
Remote Similarity	0.6637	NPC476073
Remote Similarity	0.6636	NPC476460
Remote Similarity	0.6635	NPC11126
Remote Similarity	0.6635	NPC213468
Remote Similarity	0.6633	NPC282531
Remote Similarity	0.6629	NPC477633
Remote Similarity	0.6625	NPC297642
Remote Similarity	0.6624	NPC16352
Remote Similarity	0.6623	NPC471197
Remote Similarity	0.6622	NPC471191
Remote Similarity	0.6621	NPC195239
Remote Similarity	0.6621	NPC157828
Remote Similarity	0.662	NPC321708
Remote Similarity	0.662	NPC470205
Remote Similarity	0.6611	NPC935
Remote Similarity	0.6611	NPC267078
Remote Similarity	0.6607	NPC53144
Remote Similarity	0.6606	NPC171317
Remote Similarity	0.6595	NPC477714
Remote Similarity	0.6595	NPC471198
Remote Similarity	0.6595	NPC469717
Remote Similarity	0.6594	NPC75634
Remote Similarity	0.6593	NPC46225
Remote Similarity	0.6593	NPC225821
Remote Similarity	0.6592	NPC475506
Remote Similarity	0.6589	NPC165495
Remote Similarity	0.6588	NPC284775
Remote Similarity	0.6587	NPC478006
Remote Similarity	0.6583	NPC474357
Remote Similarity	0.6581	NPC17305
Remote Similarity	0.658	NPC470731
Remote Similarity	0.658	NPC470732
Remote Similarity	0.6577	NPC106118
Remote Similarity	0.6577	NPC293917
Remote Similarity	0.6575	NPC326422
Remote Similarity	0.6574	NPC254762
Remote Similarity	0.6571	NPC469938
Remote Similarity	0.6571	NPC470548
Remote Similarity	0.657	NPC15801
Remote Similarity	0.6567	NPC48317
Remote Similarity	0.6562	NPC155143
Remote Similarity	0.6562	NPC211813
Remote Similarity	0.6562	NPC315467
Remote Similarity	0.6561	NPC74153
Remote Similarity	0.656	NPC117244
Remote Similarity	0.656	NPC473763
Remote Similarity	0.656	NPC138370
Remote Similarity	0.6556	NPC182222
Remote Similarity	0.6553	NPC220851
Remote Similarity	0.6552	NPC477715
Remote Similarity	0.6544	NPC472289
Remote Similarity	0.6543	NPC101350
Remote Similarity	0.6543	NPC41679
Remote Similarity	0.6542	NPC132329

Drug Structure

NPD2813 OpenBabel08211702552D 25 28 0 0 1 0 0 0 0 0999 V2000 8.4670 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 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 5.0029 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6010 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 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 6.7350 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6010 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 13 1 0 0 0 0 3 14 1 0 0 0 0 4 5 1 0 0 0 0 4 12 2 0 0 0 0 5 15 2 0 0 0 0 6 7 1 0 0 0 0 6 18 1 0 0 0 0 7 21 1 0 0 0 0 8 12 1 0 0 0 0 8 14 2 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 10 20 1 0 0 0 0 11 20 2 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 22 2 0 0 0 0 18 23 1 6 0 0 0 19 24 1 0 0 0 0 23 25 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	307.13
ALogP	-1.5409
MLogP	2.89
XLogP	2.852
HDA	5
HBD	2
Rotatable Bonds	5
TPSA	67.15
RO5 Violation	0