NPASS drugs

Drug Information

Drug ID:	NPD3786
Drug Name:	Indiplon
Molecular Formula:	C20H16N4O2S
Canonical SMILES:	CC(=O)N(c1cccc(c1)c1ccnc2n1ncc2C(=O)c1cccs1)C
Standard InCHI:	InChI=1S/C20H16N4O2S/c1-13(25)23(2)15-6-3-5-14(11-15)17-8-9-21-20-16(12-22-24(17)20)19(26)18-7-4-10-27-18/h3-12H,1-2H3
Standard InCHIKey:	CBIAWPMZSFFRGN-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3786

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	630
0.1-0.2	9502
0.2-0.3	14809
0.3-0.4	2870
0.4-0.5	1694
0.5-0.6	1275
0.6-0.7	108
0.7-0.8	2
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	0.7061	NPC116555
Intermediate Similarity	0.7039	NPC267811
Remote Similarity	0.6872	NPC469308
Remote Similarity	0.6694	NPC470323
Remote Similarity	0.6667	NPC267078
Remote Similarity	0.6667	NPC317701
Remote Similarity	0.6667	NPC935
Remote Similarity	0.664	NPC474357
Remote Similarity	0.6639	NPC62995
Remote Similarity	0.6636	NPC317054
Remote Similarity	0.6622	NPC476460
Remote Similarity	0.6607	NPC255909
Remote Similarity	0.6518	NPC116622
Remote Similarity	0.6502	NPC477003
Remote Similarity	0.6498	NPC91895
Remote Similarity	0.6484	NPC469529
Remote Similarity	0.6481	NPC114637
Remote Similarity	0.6473	NPC476341
Remote Similarity	0.646	NPC103119
Remote Similarity	0.6453	NPC138562
Remote Similarity	0.6444	NPC141612
Remote Similarity	0.6444	NPC135601
Remote Similarity	0.6444	NPC17273
Remote Similarity	0.6441	NPC16659
Remote Similarity	0.6429	NPC21429
Remote Similarity	0.6396	NPC265710
Remote Similarity	0.6375	NPC153980
Remote Similarity	0.6375	NPC6865
Remote Similarity	0.6351	NPC284775
Remote Similarity	0.6348	NPC326422
Remote Similarity	0.6333	NPC72956
Remote Similarity	0.6313	NPC265100
Remote Similarity	0.6313	NPC478182
Remote Similarity	0.6295	NPC73994
Remote Similarity	0.6295	NPC164228
Remote Similarity	0.6287	NPC88115
Remote Similarity	0.6278	NPC473380
Remote Similarity	0.6278	NPC157583
Remote Similarity	0.6278	NPC240088
Remote Similarity	0.6277	NPC304203
Remote Similarity	0.6271	NPC106757
Remote Similarity	0.6267	NPC191415
Remote Similarity	0.6244	NPC472260
Remote Similarity	0.624	NPC470702
Remote Similarity	0.624	NPC473218
Remote Similarity	0.624	NPC471193
Remote Similarity	0.624	NPC471194
Remote Similarity	0.6234	NPC243850
Remote Similarity	0.623	NPC471192
Remote Similarity	0.6226	NPC63109
Remote Similarity	0.6223	NPC128244
Remote Similarity	0.6217	NPC324091
Remote Similarity	0.6215	NPC315822
Remote Similarity	0.6214	NPC470703
Remote Similarity	0.6214	NPC282247
Remote Similarity	0.621	NPC253987
Remote Similarity	0.6205	NPC83774
Remote Similarity	0.6205	NPC237188
Remote Similarity	0.6202	NPC39092
Remote Similarity	0.6197	NPC167710
Remote Similarity	0.6193	NPC242116
Remote Similarity	0.6185	NPC130570
Remote Similarity	0.6184	NPC133003
Remote Similarity	0.6175	NPC293487
Remote Similarity	0.6164	NPC478184
Remote Similarity	0.616	NPC19170
Remote Similarity	0.615	NPC61011
Remote Similarity	0.6144	NPC477004
Remote Similarity	0.614	NPC285923
Remote Similarity	0.612	NPC476817
Remote Similarity	0.6116	NPC471579
Remote Similarity	0.6114	NPC308931
Remote Similarity	0.6114	NPC99939
Remote Similarity	0.6109	NPC478183
Remote Similarity	0.6094	NPC216550
Remote Similarity	0.6087	NPC297862
Remote Similarity	0.6082	NPC74619
Remote Similarity	0.6081	NPC70949
Remote Similarity	0.6079	NPC314281
Remote Similarity	0.6079	NPC40530
Remote Similarity	0.6076	NPC81535
Remote Similarity	0.607	NPC467063
Remote Similarity	0.607	NPC46895
Remote Similarity	0.6069	NPC477420
Remote Similarity	0.6069	NPC477418
Remote Similarity	0.6063	NPC69843
Remote Similarity	0.6059	NPC41982
Remote Similarity	0.6054	NPC32534
Remote Similarity	0.6054	NPC471943
Remote Similarity	0.605	NPC121327
Remote Similarity	0.6045	NPC478185
Remote Similarity	0.6044	NPC293216
Remote Similarity	0.6043	NPC294693
Remote Similarity	0.6042	NPC143325
Remote Similarity	0.6036	NPC56233
Remote Similarity	0.6035	NPC12649
Remote Similarity	0.6034	NPC474916
Remote Similarity	0.6034	NPC473666
Remote Similarity	0.6034	NPC472289
Remote Similarity	0.6032	NPC470732
Remote Similarity	0.6032	NPC470731
Remote Similarity	0.6027	NPC80681
Remote Similarity	0.6026	NPC102755
Remote Similarity	0.6026	NPC470205
Remote Similarity	0.6019	NPC470679
Remote Similarity	0.6019	NPC70406
Remote Similarity	0.6019	NPC217021
Remote Similarity	0.6009	NPC88110
Remote Similarity	0.6	NPC54981
Remote Similarity	0.6	NPC143977
Remote Similarity	0.5992	NPC63279
Remote Similarity	0.5991	NPC200214
Remote Similarity	0.5983	NPC117244
Remote Similarity	0.5983	NPC473763
Remote Similarity	0.5981	NPC65408
Remote Similarity	0.5976	NPC75726
Remote Similarity	0.5976	NPC31385
Remote Similarity	0.5976	NPC110602
Remote Similarity	0.5969	NPC297642
Remote Similarity	0.5965	NPC248462
Remote Similarity	0.5963	NPC150447
Remote Similarity	0.5957	NPC272458
Remote Similarity	0.5952	NPC327095
Remote Similarity	0.5952	NPC312942
Remote Similarity	0.5949	NPC102592
Remote Similarity	0.5949	NPC79356
Remote Similarity	0.5948	NPC476527
Remote Similarity	0.5947	NPC151635
Remote Similarity	0.5944	NPC173344
Remote Similarity	0.5941	NPC237414
Remote Similarity	0.5939	NPC24864
Remote Similarity	0.5935	NPC77101
Remote Similarity	0.5935	NPC467188
Remote Similarity	0.5932	NPC474180
Remote Similarity	0.5932	NPC188821
Remote Similarity	0.5929	NPC40455
Remote Similarity	0.5926	NPC471191
Remote Similarity	0.5924	NPC272483
Remote Similarity	0.5921	NPC64436
Remote Similarity	0.592	NPC149014
Remote Similarity	0.5919	NPC42372
Remote Similarity	0.5917	NPC281094
Remote Similarity	0.5917	NPC251391
Remote Similarity	0.5913	NPC470677
Remote Similarity	0.5911	NPC471603
Remote Similarity	0.5904	NPC177996
Remote Similarity	0.5904	NPC147983
Remote Similarity	0.5901	NPC470203
Remote Similarity	0.59	NPC34837
Remote Similarity	0.5899	NPC473878
Remote Similarity	0.5899	NPC313889
Remote Similarity	0.5898	NPC156003
Remote Similarity	0.5891	NPC165743
Remote Similarity	0.589	NPC120070
Remote Similarity	0.5887	NPC270834
Remote Similarity	0.5885	NPC473376
Remote Similarity	0.588	NPC94752
Remote Similarity	0.588	NPC105811
Remote Similarity	0.5878	NPC71238
Remote Similarity	0.5873	NPC77022
Remote Similarity	0.5859	NPC252572
Remote Similarity	0.5858	NPC227582
Remote Similarity	0.5856	NPC100104
Remote Similarity	0.5856	NPC470204
Remote Similarity	0.5856	NPC470680
Remote Similarity	0.5855	NPC23476
Remote Similarity	0.5855	NPC474259
Remote Similarity	0.5855	NPC477415
Remote Similarity	0.585	NPC216221
Remote Similarity	0.5837	NPC477887
Remote Similarity	0.5837	NPC316910
Remote Similarity	0.5833	NPC474389
Remote Similarity	0.5826	NPC40070
Remote Similarity	0.5826	NPC11126
Remote Similarity	0.5822	NPC238499
Remote Similarity	0.5822	NPC49217
Remote Similarity	0.582	NPC472259
Remote Similarity	0.5819	NPC117027
Remote Similarity	0.5818	NPC209362
Remote Similarity	0.5814	NPC477175
Remote Similarity	0.5814	NPC477176
Remote Similarity	0.5814	NPC470730
Remote Similarity	0.5814	NPC470729
Remote Similarity	0.5813	NPC66699
Remote Similarity	0.5812	NPC118084
Remote Similarity	0.5809	NPC74413
Remote Similarity	0.5806	NPC320968
Remote Similarity	0.5805	NPC268966
Remote Similarity	0.5804	NPC317105
Remote Similarity	0.5802	NPC328596
Remote Similarity	0.5802	NPC328318
Remote Similarity	0.5799	NPC216713
Remote Similarity	0.5794	NPC228835
Remote Similarity	0.5792	NPC174281
Remote Similarity	0.5792	NPC475859
Remote Similarity	0.5792	NPC474877
Remote Similarity	0.5792	NPC475969
Remote Similarity	0.5792	NPC475286
Remote Similarity	0.5792	NPC477177
Remote Similarity	0.5789	NPC161861

Drug Structure

NPD3786 OpenBabel08211704332D 27 30 0 0 0 0 0 0 0 0999 V2000 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 4.6577 1.5134 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2510 0.5998 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9146 2.1825 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 1.2024 1.0827 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 0.0000 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 1.6092 0.1691 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 3.2564 0.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5873 -0.0388 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 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8963 -0.9898 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 1.6825 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 23 1 0 0 0 0 3 5 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 4 10 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 18 2 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 21 2 0 0 0 0 10 27 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 12 22 2 0 0 0 0 13 23 1 0 0 0 0 13 25 2 0 0 0 0 14 17 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 17 24 1 0 0 0 0 18 19 1 0 0 0 0 18 27 1 0 0 0 0 19 26 2 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000696; DAP001484
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6450813; 24784105
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.10
ALogP	-0.1826
MLogP	2.89
XLogP	3.376
HDA	6
HBD	0
Rotatable Bonds	7
TPSA	95.81
RO5 Violation	0