NPASS drugs

Drug Information

Drug ID:	NPD5467
Drug Name:	Pagoclone
Molecular Formula:	C23H22ClN3O2
Canonical SMILES:	CC(CCC(=O)CC1N(c2ccc3c(n2)nc(cc3)Cl)C(=O)c2c1cccc2)C
Standard InCHI:	InChI=1S/C23H22ClN3O2/c1-14(2)7-10-16(28)13-19-17-5-3-4-6-18(17)23(29)27(19)21-12-9-15-8-11-20(24)25-22(15)26-21/h3-6,8-9,11-12,14,19H,7,10,13H2,1-2H3
Standard InCHIKey:	HIUPRQPBWVEQJJ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5467

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	437
0.1-0.2	2932
0.2-0.3	12117
0.3-0.4	11247
0.4-0.5	2127
0.5-0.6	1797
0.6-0.7	228
0.7-0.8	5
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	0.7347	NPC141612
Intermediate Similarity	0.7347	NPC17273
Intermediate Similarity	0.7347	NPC135601
Intermediate Similarity	0.7071	NPC21429
Intermediate Similarity	0.702	NPC470205
Remote Similarity	0.6967	NPC243850
Remote Similarity	0.6951	NPC116622
Remote Similarity	0.695	NPC476341
Remote Similarity	0.6823	NPC194881
Remote Similarity	0.6814	NPC324091
Remote Similarity	0.6788	NPC271797
Remote Similarity	0.6788	NPC21174
Remote Similarity	0.6782	NPC133003
Remote Similarity	0.6754	NPC477887
Remote Similarity	0.6733	NPC285923
Remote Similarity	0.6698	NPC116555
Remote Similarity	0.6667	NPC161861
Remote Similarity	0.6667	NPC88110
Remote Similarity	0.665	NPC116961
Remote Similarity	0.6633	NPC114637
Remote Similarity	0.6633	NPC317054
Remote Similarity	0.6615	NPC265100
Remote Similarity	0.6612	NPC65408
Remote Similarity	0.6606	NPC267811
Remote Similarity	0.6571	NPC472116
Remote Similarity	0.6567	NPC237188
Remote Similarity	0.6567	NPC157583
Remote Similarity	0.6548	NPC56233
Remote Similarity	0.6546	NPC80681
Remote Similarity	0.6538	NPC476460
Remote Similarity	0.6517	NPC151635
Remote Similarity	0.6505	NPC478077
Remote Similarity	0.6502	NPC73994
Remote Similarity	0.6488	NPC477003
Remote Similarity	0.6488	NPC258480
Remote Similarity	0.6482	NPC471943
Remote Similarity	0.6468	NPC469529
Remote Similarity	0.6462	NPC134657
Remote Similarity	0.6458	NPC117032
Remote Similarity	0.6452	NPC471191
Remote Similarity	0.6447	NPC478182
Remote Similarity	0.6435	NPC317701
Remote Similarity	0.6432	NPC70949
Remote Similarity	0.6425	NPC6865
Remote Similarity	0.6425	NPC153980
Remote Similarity	0.6425	NPC281094
Remote Similarity	0.6422	NPC15840
Remote Similarity	0.6421	NPC478186
Remote Similarity	0.6417	NPC238499
Remote Similarity	0.6415	NPC79356
Remote Similarity	0.6415	NPC102592
Remote Similarity	0.6404	NPC83774
Remote Similarity	0.638	NPC72956
Remote Similarity	0.6364	NPC32002
Remote Similarity	0.6364	NPC473666
Remote Similarity	0.6364	NPC315348
Remote Similarity	0.6364	NPC255909
Remote Similarity	0.6346	NPC66210
Remote Similarity	0.6344	NPC469560
Remote Similarity	0.6341	NPC16659
Remote Similarity	0.6341	NPC61011
Remote Similarity	0.6333	NPC472112
Remote Similarity	0.6327	NPC48317
Remote Similarity	0.6324	NPC234987
Remote Similarity	0.6321	NPC472295
Remote Similarity	0.6321	NPC81802
Remote Similarity	0.6321	NPC247735
Remote Similarity	0.6321	NPC472210
Remote Similarity	0.6321	NPC269886
Remote Similarity	0.6313	NPC242116
Remote Similarity	0.6313	NPC471617
Remote Similarity	0.6311	NPC191415
Remote Similarity	0.631	NPC207554
Remote Similarity	0.6308	NPC476219
Remote Similarity	0.6308	NPC229055
Remote Similarity	0.6294	NPC293487
Remote Similarity	0.6293	NPC265710
Remote Similarity	0.6289	NPC217021
Remote Similarity	0.6289	NPC470679
Remote Similarity	0.6283	NPC470440
Remote Similarity	0.628	NPC159125
Remote Similarity	0.6278	NPC471193
Remote Similarity	0.6278	NPC471194
Remote Similarity	0.6274	NPC471386
Remote Similarity	0.627	NPC300299
Remote Similarity	0.6267	NPC471192
Remote Similarity	0.6256	NPC200743
Remote Similarity	0.625	NPC115232
Remote Similarity	0.625	NPC472119
Remote Similarity	0.625	NPC46895
Remote Similarity	0.625	NPC71132
Remote Similarity	0.6244	NPC284775
Remote Similarity	0.6244	NPC14325
Remote Similarity	0.6244	NPC28848
Remote Similarity	0.6244	NPC326422
Remote Similarity	0.6239	NPC935
Remote Similarity	0.6239	NPC267078
Remote Similarity	0.6238	NPC472323
Remote Similarity	0.6237	NPC471123
Remote Similarity	0.6232	NPC113626
Remote Similarity	0.6232	NPC470677
Remote Similarity	0.6226	NPC117244
Remote Similarity	0.6226	NPC473763
Remote Similarity	0.6221	NPC121327
Remote Similarity	0.622	NPC472107
Remote Similarity	0.622	NPC79062
Remote Similarity	0.6219	NPC478183
Remote Similarity	0.6214	NPC248462
Remote Similarity	0.6213	NPC474357
Remote Similarity	0.6209	NPC196251
Remote Similarity	0.6209	NPC63199
Remote Similarity	0.6209	NPC103119
Remote Similarity	0.6209	NPC111602
Remote Similarity	0.6209	NPC102338
Remote Similarity	0.6207	NPC355
Remote Similarity	0.6205	NPC70406
Remote Similarity	0.6205	NPC472260
Remote Similarity	0.6202	NPC143533
Remote Similarity	0.6197	NPC470323
Remote Similarity	0.6197	NPC472292
Remote Similarity	0.6197	NPC272458
Remote Similarity	0.6197	NPC472113
Remote Similarity	0.6197	NPC216550
Remote Similarity	0.6196	NPC207428
Remote Similarity	0.6186	NPC472293
Remote Similarity	0.6176	NPC252572
Remote Similarity	0.6175	NPC81535
Remote Similarity	0.6174	NPC220851
Remote Similarity	0.6173	NPC295021
Remote Similarity	0.6168	NPC304203
Remote Similarity	0.6165	NPC240088
Remote Similarity	0.6165	NPC473380
Remote Similarity	0.6164	NPC143977
Remote Similarity	0.6158	NPC32534
Remote Similarity	0.6158	NPC65080
Remote Similarity	0.6157	NPC272174
Remote Similarity	0.6157	NPC167710
Remote Similarity	0.6154	NPC473878
Remote Similarity	0.6154	NPC313889
Remote Similarity	0.615	NPC478185
Remote Similarity	0.615	NPC214106
Remote Similarity	0.6147	NPC476817
Remote Similarity	0.6146	NPC293216
Remote Similarity	0.6143	NPC308931
Remote Similarity	0.6143	NPC99939
Remote Similarity	0.6137	NPC257851
Remote Similarity	0.6137	NPC157931
Remote Similarity	0.6135	NPC12649
Remote Similarity	0.6134	NPC105811
Remote Similarity	0.6131	NPC477591
Remote Similarity	0.613	NPC474896
Remote Similarity	0.6129	NPC34837
Remote Similarity	0.6127	NPC6982
Remote Similarity	0.6126	NPC277157
Remote Similarity	0.6124	NPC117027
Remote Similarity	0.6124	NPC471609
Remote Similarity	0.6123	NPC62995
Remote Similarity	0.6123	NPC322064
Remote Similarity	0.6123	NPC147983
Remote Similarity	0.6123	NPC177996
Remote Similarity	0.6119	NPC478184
Remote Similarity	0.6111	NPC245916
Remote Similarity	0.6111	NPC471762
Remote Similarity	0.6111	NPC66777
Remote Similarity	0.6111	NPC128244
Remote Similarity	0.6106	NPC91179
Remote Similarity	0.6106	NPC477042
Remote Similarity	0.6106	NPC471997
Remote Similarity	0.6104	NPC31097
Remote Similarity	0.6101	NPC477004
Remote Similarity	0.6101	NPC472297
Remote Similarity	0.6101	NPC472296
Remote Similarity	0.61	NPC100104
Remote Similarity	0.61	NPC470680
Remote Similarity	0.6099	NPC71238
Remote Similarity	0.6095	NPC467063
Remote Similarity	0.6095	NPC228835
Remote Similarity	0.6095	NPC470003
Remote Similarity	0.6094	NPC20144
Remote Similarity	0.6091	NPC251391
Remote Similarity	0.6089	NPC195507
Remote Similarity	0.6089	NPC2165
Remote Similarity	0.6087	NPC64436
Remote Similarity	0.6085	NPC83214
Remote Similarity	0.6083	NPC472542
Remote Similarity	0.6083	NPC472541
Remote Similarity	0.6078	NPC91895
Remote Similarity	0.6075	NPC472097
Remote Similarity	0.6071	NPC40070
Remote Similarity	0.6062	NPC473218
Remote Similarity	0.6062	NPC470702
Remote Similarity	0.6061	NPC476297
Remote Similarity	0.6058	NPC11126
Remote Similarity	0.6056	NPC175474
Remote Similarity	0.6055	NPC474916
Remote Similarity	0.6053	NPC470731
Remote Similarity	0.6051	NPC21605
Remote Similarity	0.6048	NPC102755
Remote Similarity	0.6045	NPC469308
Remote Similarity	0.6045	NPC471944

Drug Structure

NPD5467 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 5.4609 -0.9737 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3019 0.3135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7667 -1.3338 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 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8157 -1.0248 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1215 -1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5099 -0.6647 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 2.0725 -1.6939 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 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 3 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 2.2804 -2.6720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 2 0 0 0 0 6 18 2 0 0 0 0 7 10 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 15 22 2 0 0 0 0 16 28 2 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 20 25 2 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 25 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 23 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010195
DrugBank	DB04903
ChEMBL	CHEMBL2104745
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	133737-32-3

Drug Properties

Molecular Weight	407.14
ALogP	0.4828
MLogP	3.33
XLogP	6.045
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	63.16
RO5 Violation	1