NPASS drugs

Drug Information

Drug ID:	NPD5670
Drug Name:	Quinacrine
Molecular Formula:	C23H30ClN3O
Canonical SMILES:	CCN(CCCC(N=c1c2cc(OC)ccc2[nH]c2c1ccc(c2)Cl)C)CC
Standard InCHI:	InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
Standard InCHIKey:	GPKJTRJOBQGKQK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5670

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	369
0.1-0.2	2483
0.2-0.3	9975
0.3-0.4	3114
0.4-0.5	10855
0.5-0.6	3323
0.6-0.7	738
0.7-0.8	33
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	0.7539	NPC329793
Intermediate Similarity	0.7391	NPC176127
Intermediate Similarity	0.7314	NPC26850
Intermediate Similarity	0.7308	NPC473432
Intermediate Similarity	0.7302	NPC92111
Intermediate Similarity	0.7286	NPC471304
Intermediate Similarity	0.7253	NPC312872
Intermediate Similarity	0.7249	NPC76748
Intermediate Similarity	0.7241	NPC26872
Intermediate Similarity	0.7196	NPC296527
Intermediate Similarity	0.7179	NPC315957
Intermediate Similarity	0.7179	NPC329747
Intermediate Similarity	0.7158	NPC471593
Intermediate Similarity	0.7135	NPC307963
Intermediate Similarity	0.7094	NPC478074
Intermediate Similarity	0.7092	NPC176538
Intermediate Similarity	0.7079	NPC208284
Intermediate Similarity	0.7071	NPC223427
Intermediate Similarity	0.7056	NPC118511
Intermediate Similarity	0.7039	NPC96321
Intermediate Similarity	0.7039	NPC93653
Intermediate Similarity	0.7035	NPC165349
Intermediate Similarity	0.7035	NPC264166
Intermediate Similarity	0.7035	NPC274291
Intermediate Similarity	0.7035	NPC329708
Intermediate Similarity	0.7035	NPC47059
Intermediate Similarity	0.7035	NPC118832
Intermediate Similarity	0.7017	NPC70172
Intermediate Similarity	0.7017	NPC24954
Intermediate Similarity	0.7	NPC315498
Intermediate Similarity	0.7	NPC230942
Intermediate Similarity	0.7	NPC177404
Intermediate Similarity	0.7	NPC472111
Remote Similarity	0.6911	NPC204385
Remote Similarity	0.6905	NPC280272
Remote Similarity	0.6898	NPC285941
Remote Similarity	0.6895	NPC84478
Remote Similarity	0.689	NPC472099
Remote Similarity	0.6888	NPC251090
Remote Similarity	0.6878	NPC206201
Remote Similarity	0.6875	NPC21425
Remote Similarity	0.6875	NPC66083
Remote Similarity	0.6866	NPC285558
Remote Similarity	0.6865	NPC85482
Remote Similarity	0.6847	NPC475910
Remote Similarity	0.6842	NPC471785
Remote Similarity	0.6837	NPC131017
Remote Similarity	0.6834	NPC249040
Remote Similarity	0.6821	NPC133140
Remote Similarity	0.6821	NPC195268
Remote Similarity	0.6816	NPC162484
Remote Similarity	0.6796	NPC94157
Remote Similarity	0.6796	NPC472098
Remote Similarity	0.6765	NPC476465
Remote Similarity	0.6763	NPC266931
Remote Similarity	0.6763	NPC469592
Remote Similarity	0.6763	NPC471080
Remote Similarity	0.676	NPC476568
Remote Similarity	0.6753	NPC477186
Remote Similarity	0.6753	NPC242928
Remote Similarity	0.6748	NPC471314
Remote Similarity	0.6748	NPC471315
Remote Similarity	0.6737	NPC70092
Remote Similarity	0.6726	NPC56271
Remote Similarity	0.6721	NPC216816
Remote Similarity	0.6707	NPC217277
Remote Similarity	0.6705	NPC314682
Remote Similarity	0.6702	NPC474798
Remote Similarity	0.6702	NPC190461
Remote Similarity	0.6701	NPC203972
Remote Similarity	0.67	NPC476578
Remote Similarity	0.67	NPC475070
Remote Similarity	0.67	NPC4071
Remote Similarity	0.67	NPC476582
Remote Similarity	0.6698	NPC478078
Remote Similarity	0.6685	NPC315257
Remote Similarity	0.6683	NPC52801
Remote Similarity	0.6683	NPC82548
Remote Similarity	0.6667	NPC98197
Remote Similarity	0.6667	NPC19872
Remote Similarity	0.6667	NPC198401
Remote Similarity	0.6667	NPC470925
Remote Similarity	0.6667	NPC328750
Remote Similarity	0.6667	NPC311906
Remote Similarity	0.6667	NPC213206
Remote Similarity	0.6667	NPC474915
Remote Similarity	0.6667	NPC188163
Remote Similarity	0.6651	NPC474192
Remote Similarity	0.6651	NPC475720
Remote Similarity	0.665	NPC476138
Remote Similarity	0.665	NPC245816
Remote Similarity	0.6649	NPC33902
Remote Similarity	0.6649	NPC171171
Remote Similarity	0.6649	NPC276674
Remote Similarity	0.6649	NPC287588
Remote Similarity	0.6648	NPC207824
Remote Similarity	0.6648	NPC60538
Remote Similarity	0.6635	NPC473041
Remote Similarity	0.6635	NPC469594
Remote Similarity	0.6634	NPC193777
Remote Similarity	0.6634	NPC478075
Remote Similarity	0.6634	NPC232727
Remote Similarity	0.6632	NPC283152
Remote Similarity	0.662	NPC157931
Remote Similarity	0.6619	NPC152768
Remote Similarity	0.6619	NPC148183
Remote Similarity	0.6618	NPC167860
Remote Similarity	0.6618	NPC476581
Remote Similarity	0.6618	NPC123976
Remote Similarity	0.6618	NPC36229
Remote Similarity	0.6618	NPC16452
Remote Similarity	0.6613	NPC238430
Remote Similarity	0.6601	NPC199277
Remote Similarity	0.6601	NPC135887
Remote Similarity	0.6598	NPC249405
Remote Similarity	0.6588	NPC305984
Remote Similarity	0.6585	NPC475841
Remote Similarity	0.6585	NPC474145
Remote Similarity	0.6584	NPC477019
Remote Similarity	0.6584	NPC234197
Remote Similarity	0.6575	NPC76213
Remote Similarity	0.6575	NPC277669
Remote Similarity	0.6573	NPC132642
Remote Similarity	0.657	NPC469589
Remote Similarity	0.657	NPC476116
Remote Similarity	0.657	NPC201697
Remote Similarity	0.6569	NPC475774
Remote Similarity	0.6567	NPC72211
Remote Similarity	0.6566	NPC99666
Remote Similarity	0.6562	NPC168486
Remote Similarity	0.6562	NPC222592
Remote Similarity	0.6561	NPC295228
Remote Similarity	0.6557	NPC80129
Remote Similarity	0.6557	NPC187022
Remote Similarity	0.6552	NPC31930
Remote Similarity	0.655	NPC70259
Remote Similarity	0.655	NPC184437
Remote Similarity	0.655	NPC13880
Remote Similarity	0.6546	NPC179704
Remote Similarity	0.6546	NPC204717
Remote Similarity	0.654	NPC469928
Remote Similarity	0.6535	NPC287437
Remote Similarity	0.6531	NPC232872
Remote Similarity	0.6522	NPC170503
Remote Similarity	0.6522	NPC203784
Remote Similarity	0.6522	NPC126519
Remote Similarity	0.6519	NPC13397
Remote Similarity	0.6517	NPC70956
Remote Similarity	0.6517	NPC185838
Remote Similarity	0.6517	NPC243834
Remote Similarity	0.6513	NPC42591
Remote Similarity	0.6513	NPC314002
Remote Similarity	0.651	NPC88363
Remote Similarity	0.6509	NPC471321
Remote Similarity	0.6509	NPC471306
Remote Similarity	0.6508	NPC471604
Remote Similarity	0.6505	NPC300156
Remote Similarity	0.6505	NPC45190
Remote Similarity	0.6503	NPC2295
Remote Similarity	0.6503	NPC477564
Remote Similarity	0.6503	NPC476464
Remote Similarity	0.6502	NPC138830
Remote Similarity	0.65	NPC205934
Remote Similarity	0.65	NPC43787
Remote Similarity	0.65	NPC230313
Remote Similarity	0.6497	NPC476567
Remote Similarity	0.6497	NPC136860
Remote Similarity	0.6497	NPC320088
Remote Similarity	0.6497	NPC128019
Remote Similarity	0.6497	NPC217294
Remote Similarity	0.6495	NPC220765
Remote Similarity	0.6494	NPC253429
Remote Similarity	0.6492	NPC288943
Remote Similarity	0.649	NPC473181
Remote Similarity	0.6488	NPC473460
Remote Similarity	0.6482	NPC79213
Remote Similarity	0.6477	NPC85613
Remote Similarity	0.6477	NPC283810
Remote Similarity	0.6476	NPC26679
Remote Similarity	0.6476	NPC316981
Remote Similarity	0.6476	NPC48353
Remote Similarity	0.6474	NPC66573
Remote Similarity	0.6473	NPC193238
Remote Similarity	0.6473	NPC313189
Remote Similarity	0.6473	NPC475816
Remote Similarity	0.6471	NPC267423
Remote Similarity	0.6465	NPC312531
Remote Similarity	0.6465	NPC474059
Remote Similarity	0.6465	NPC5630
Remote Similarity	0.6463	NPC53596
Remote Similarity	0.6463	NPC160120
Remote Similarity	0.6463	NPC17388
Remote Similarity	0.6463	NPC471308
Remote Similarity	0.6463	NPC289330
Remote Similarity	0.6459	NPC290689
Remote Similarity	0.6459	NPC199667
Remote Similarity	0.6456	NPC475147
Remote Similarity	0.6453	NPC128823
Remote Similarity	0.6453	NPC212163
Remote Similarity	0.6453	NPC313352

Drug Structure

NPD5670 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 -1.7321 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 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 2.5981 1.5000 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 1.7321 2.0000 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 -1.7321 6.0000 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 3 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 -2.5981 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 -0.8660 1.5000 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 0.8660 0.5000 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 3.4641 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 6.5000 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 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 16 1 0 0 0 0 4 28 1 0 0 0 0 5 27 1 0 0 0 0 6 27 1 0 0 0 0 7 8 1 0 0 0 0 7 13 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 13 27 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 25 1 0 0 0 0 17 24 1 0 0 0 0 18 28 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 23 25 2 3 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000825; DCL000015; DNC001181
DrugBank	DB01103
ChEMBL	CHEMBL7568
IUPHAR/BPS
PharmaGKB	PA164745551
KEGG Drug	D08179
PubChem CID	237
ChEBI	8711
CAS Number	83-89-6

Drug Properties

Molecular Weight	399.21
ALogP	0.2095
MLogP	3.44
XLogP	5.108
HDA	3
HBD	1
Rotatable Bonds	13
TPSA	36.86
RO5 Violation	1