NPASS drugs

Drug Information

Drug ID:	NPD4446
Drug Name:	Alpidem
Molecular Formula:	C21H23Cl2N3O
Canonical SMILES:	CCCN(C(=O)Cc1c(nc2n1cc(Cl)cc2)c1ccc(cc1)Cl)CCC
Standard InCHI:	InChI=1S/C21H23Cl2N3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-7-16(22)8-6-15)24-19-10-9-17(23)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3
Standard InCHIKey:	JRTIDHTUMYMPRU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4446

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	599
0.1-0.2	9063
0.2-0.3	15059
0.3-0.4	2769
0.4-0.5	1615
0.5-0.6	1413
0.6-0.7	361
0.7-0.8	11
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	0.7831	NPC317054
Intermediate Similarity	0.7474	NPC56233
Intermediate Similarity	0.7302	NPC477591
Intermediate Similarity	0.7277	NPC478182
Intermediate Similarity	0.7217	NPC116555
Intermediate Similarity	0.712	NPC293487
Intermediate Similarity	0.711	NPC267811
Intermediate Similarity	0.7098	NPC478184
Intermediate Similarity	0.7033	NPC65408
Intermediate Similarity	0.7026	NPC478183
Intermediate Similarity	0.7014	NPC469308
Remote Similarity	0.6995	NPC476341
Remote Similarity	0.6959	NPC478185
Remote Similarity	0.6957	NPC32002
Remote Similarity	0.6957	NPC315348
Remote Similarity	0.6954	NPC91895
Remote Similarity	0.6897	NPC471609
Remote Similarity	0.6878	NPC141612
Remote Similarity	0.6878	NPC135601
Remote Similarity	0.6878	NPC17273
Remote Similarity	0.6872	NPC470203
Remote Similarity	0.6869	NPC32534
Remote Similarity	0.6863	NPC21429
Remote Similarity	0.6853	NPC114637
Remote Similarity	0.6847	NPC191415
Remote Similarity	0.6839	NPC476464
Remote Similarity	0.6829	NPC99939
Remote Similarity	0.6829	NPC308931
Remote Similarity	0.6821	NPC470204
Remote Similarity	0.6818	NPC282247
Remote Similarity	0.6798	NPC16659
Remote Similarity	0.6789	NPC470111
Remote Similarity	0.6788	NPC476219
Remote Similarity	0.6788	NPC476297
Remote Similarity	0.6786	NPC194881
Remote Similarity	0.6784	NPC116961
Remote Similarity	0.6766	NPC469529
Remote Similarity	0.6749	NPC248462
Remote Similarity	0.6749	NPC265710
Remote Similarity	0.6749	NPC12649
Remote Similarity	0.6732	NPC102755
Remote Similarity	0.6719	NPC40070
Remote Similarity	0.6716	NPC24864
Remote Similarity	0.6716	NPC73994
Remote Similarity	0.6713	NPC317701
Remote Similarity	0.671	NPC935
Remote Similarity	0.671	NPC267078
Remote Similarity	0.6697	NPC471603
Remote Similarity	0.6696	NPC69843
Remote Similarity	0.6696	NPC116622
Remote Similarity	0.6681	NPC474357
Remote Similarity	0.6667	NPC470323
Remote Similarity	0.6667	NPC11126
Remote Similarity	0.6651	NPC472289
Remote Similarity	0.6649	NPC478186
Remote Similarity	0.6636	NPC474916
Remote Similarity	0.6622	NPC153980
Remote Similarity	0.6622	NPC6865
Remote Similarity	0.6618	NPC240088
Remote Similarity	0.6618	NPC228835
Remote Similarity	0.6618	NPC83774
Remote Similarity	0.6618	NPC473380
Remote Similarity	0.6618	NPC64436
Remote Similarity	0.6616	NPC225018
Remote Similarity	0.6615	NPC201380
Remote Similarity	0.6615	NPC179787
Remote Similarity	0.6615	NPC114209
Remote Similarity	0.6607	NPC177996
Remote Similarity	0.6607	NPC147983
Remote Similarity	0.6604	NPC326422
Remote Similarity	0.6598	NPC472260
Remote Similarity	0.6589	NPC134657
Remote Similarity	0.6588	NPC117244
Remote Similarity	0.6588	NPC473763
Remote Similarity	0.658	NPC321911
Remote Similarity	0.6577	NPC72956
Remote Similarity	0.6566	NPC122141
Remote Similarity	0.6562	NPC63545
Remote Similarity	0.6555	NPC62749
Remote Similarity	0.6553	NPC61011
Remote Similarity	0.6548	NPC477887
Remote Similarity	0.6545	NPC243850
Remote Similarity	0.654	NPC324091
Remote Similarity	0.654	NPC471614
Remote Similarity	0.6538	NPC477003
Remote Similarity	0.6528	NPC469811
Remote Similarity	0.6528	NPC81535
Remote Similarity	0.652	NPC469938
Remote Similarity	0.651	NPC470440
Remote Similarity	0.6509	NPC476460
Remote Similarity	0.6507	NPC133003
Remote Similarity	0.65	NPC265100
Remote Similarity	0.6481	NPC474389
Remote Similarity	0.648	NPC325903
Remote Similarity	0.6476	NPC94752
Remote Similarity	0.6473	NPC471194
Remote Similarity	0.6473	NPC471193
Remote Similarity	0.6473	NPC314919
Remote Similarity	0.6471	NPC161861
Remote Similarity	0.6465	NPC236711
Remote Similarity	0.646	NPC471192
Remote Similarity	0.6459	NPC46895
Remote Similarity	0.6459	NPC108011
Remote Similarity	0.6456	NPC157583
Remote Similarity	0.6455	NPC473376
Remote Similarity	0.6452	NPC237414
Remote Similarity	0.645	NPC242116
Remote Similarity	0.6445	NPC17059
Remote Similarity	0.6442	NPC307191
Remote Similarity	0.6438	NPC156003
Remote Similarity	0.6435	NPC253987
Remote Similarity	0.6435	NPC312942
Remote Similarity	0.6435	NPC327095
Remote Similarity	0.6432	NPC300238
Remote Similarity	0.6429	NPC54981
Remote Similarity	0.6418	NPC21174
Remote Similarity	0.6418	NPC271797
Remote Similarity	0.6411	NPC470205
Remote Similarity	0.641	NPC282531
Remote Similarity	0.6407	NPC40455
Remote Similarity	0.6402	NPC150259
Remote Similarity	0.6402	NPC471312
Remote Similarity	0.6402	NPC314102
Remote Similarity	0.6402	NPC251722
Remote Similarity	0.6394	NPC40530
Remote Similarity	0.6394	NPC314281
Remote Similarity	0.6394	NPC88110
Remote Similarity	0.6389	NPC128244
Remote Similarity	0.6388	NPC470731
Remote Similarity	0.6388	NPC470732
Remote Similarity	0.6381	NPC467063
Remote Similarity	0.638	NPC472259
Remote Similarity	0.6379	NPC19170
Remote Similarity	0.6376	NPC220797
Remote Similarity	0.6376	NPC201266
Remote Similarity	0.6376	NPC474318
Remote Similarity	0.6376	NPC153123
Remote Similarity	0.6376	NPC268744
Remote Similarity	0.6376	NPC475914
Remote Similarity	0.6372	NPC198673
Remote Similarity	0.6364	NPC471617
Remote Similarity	0.6364	NPC57398
Remote Similarity	0.6364	NPC120070
Remote Similarity	0.6359	NPC167710
Remote Similarity	0.6356	NPC242923
Remote Similarity	0.6351	NPC238457
Remote Similarity	0.6349	NPC295452
Remote Similarity	0.6349	NPC171393
Remote Similarity	0.6347	NPC77241
Remote Similarity	0.6347	NPC269203
Remote Similarity	0.6347	NPC13456
Remote Similarity	0.6347	NPC166209
Remote Similarity	0.6345	NPC469975
Remote Similarity	0.6345	NPC217021
Remote Similarity	0.6345	NPC470679
Remote Similarity	0.6345	NPC470233
Remote Similarity	0.6343	NPC294693
Remote Similarity	0.6341	NPC82331
Remote Similarity	0.6337	NPC317105
Remote Similarity	0.6336	NPC476817
Remote Similarity	0.633	NPC168911
Remote Similarity	0.6329	NPC151635
Remote Similarity	0.6326	NPC316018
Remote Similarity	0.6326	NPC314058
Remote Similarity	0.6313	NPC102592
Remote Similarity	0.6313	NPC79356
Remote Similarity	0.6313	NPC200214
Remote Similarity	0.6313	NPC281094
Remote Similarity	0.6302	NPC238499
Remote Similarity	0.63	NPC129721
Remote Similarity	0.6298	NPC297862
Remote Similarity	0.6298	NPC237188
Remote Similarity	0.6298	NPC284775
Remote Similarity	0.6295	NPC71238
Remote Similarity	0.6294	NPC473878
Remote Similarity	0.6288	NPC238945
Remote Similarity	0.6286	NPC470677
Remote Similarity	0.6275	NPC49217
Remote Similarity	0.6269	NPC80681
Remote Similarity	0.6262	NPC255909
Remote Similarity	0.6256	NPC470702
Remote Similarity	0.6256	NPC473218
Remote Similarity	0.6256	NPC212213
Remote Similarity	0.6256	NPC239954
Remote Similarity	0.625	NPC280852
Remote Similarity	0.625	NPC104483
Remote Similarity	0.625	NPC316359
Remote Similarity	0.625	NPC315617
Remote Similarity	0.625	NPC474958
Remote Similarity	0.625	NPC471386
Remote Similarity	0.6244	NPC478077
Remote Similarity	0.6237	NPC20144
Remote Similarity	0.6231	NPC472833
Remote Similarity	0.623	NPC46358
Remote Similarity	0.6228	NPC470703
Remote Similarity	0.6228	NPC54744
Remote Similarity	0.6226	NPC285923
Remote Similarity	0.6225	NPC2165
Remote Similarity	0.6225	NPC42372
Remote Similarity	0.6225	NPC195507

Drug Structure

NPD4446 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 -2.2142 -5.6302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3675 -5.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 -5.4223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6984 -4.7985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 -5.0064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 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 0.3601 -3.3122 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 -4.5878 -0.8090 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 Cl 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 0.0511 -4.2633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 -3.1043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 25 1 0 0 0 0 12 25 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 26 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 18 26 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 25 1 0 0 0 0 20 27 2 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54897
ChEBI
CAS Number

Drug Properties

Molecular Weight	403.12
ALogP	0.4516
MLogP	3.11
XLogP	5.214
HDA	4
HBD	0
Rotatable Bonds	12
TPSA	37.61
RO5 Violation	1