NPASS drugs

Drug Information

Drug ID:	NPD2616
Drug Name:	Clamoxyquin
Molecular Formula:	C17H24ClN3O
Canonical SMILES:	CCN(CCCNCc1cc(Cl)c2c(c1O)nccc2)CC
Standard InCHI:	InChI=1S/C17H24ClN3O/c1-3-21(4-2)10-6-8-19-12-13-11-15(18)14-7-5-9-20-16(14)17(13)22/h5,7,9,11,19,22H,3-4,6,8,10,12H2,1-2H3
Standard InCHIKey:	HOFHLRCDGWSLHX-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2616

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	500
0.1-0.2	4290
0.2-0.3	8857
0.3-0.4	11419
0.4-0.5	3395
0.5-0.6	1550
0.6-0.7	827
0.7-0.8	50
0.8-0.85	2
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	0.8	NPC473764
Intermediate Similarity	0.8	NPC314940
Intermediate Similarity	0.7762	NPC477111
Intermediate Similarity	0.7751	NPC477113
Intermediate Similarity	0.7718	NPC476167
Intermediate Similarity	0.768	NPC252590
Intermediate Similarity	0.767	NPC192315
Intermediate Similarity	0.7525	NPC171171
Intermediate Similarity	0.7512	NPC477110
Intermediate Similarity	0.743	NPC18348
Intermediate Similarity	0.7426	NPC204717
Intermediate Similarity	0.7389	NPC314002
Intermediate Similarity	0.7376	NPC220765
Intermediate Similarity	0.7371	NPC124542
Intermediate Similarity	0.7371	NPC59779
Intermediate Similarity	0.7371	NPC471177
Intermediate Similarity	0.7343	NPC99666
Intermediate Similarity	0.7296	NPC471178
Intermediate Similarity	0.729	NPC475070
Intermediate Similarity	0.7264	NPC184964
Intermediate Similarity	0.7204	NPC77555
Intermediate Similarity	0.7202	NPC5145
Intermediate Similarity	0.72	NPC313791
Intermediate Similarity	0.7196	NPC470678
Intermediate Similarity	0.7177	NPC324149
Intermediate Similarity	0.7165	NPC476464
Intermediate Similarity	0.7163	NPC475774
Intermediate Similarity	0.715	NPC46580
Intermediate Similarity	0.7143	NPC42979
Intermediate Similarity	0.7136	NPC44161
Intermediate Similarity	0.713	NPC470500
Intermediate Similarity	0.7129	NPC224764
Intermediate Similarity	0.7117	NPC8022
Intermediate Similarity	0.7117	NPC470799
Intermediate Similarity	0.7115	NPC32771
Intermediate Similarity	0.7087	NPC156059
Intermediate Similarity	0.7083	NPC476138
Intermediate Similarity	0.7083	NPC245816
Intermediate Similarity	0.7075	NPC242209
Intermediate Similarity	0.7056	NPC131718
Intermediate Similarity	0.7044	NPC150048
Intermediate Similarity	0.7044	NPC203754
Intermediate Similarity	0.7042	NPC156704
Intermediate Similarity	0.704	NPC476161
Intermediate Similarity	0.7039	NPC48938
Intermediate Similarity	0.7033	NPC128751
Intermediate Similarity	0.7024	NPC478032
Intermediate Similarity	0.7023	NPC315957
Intermediate Similarity	0.7013	NPC476451
Intermediate Similarity	0.701	NPC96890
Intermediate Similarity	0.7	NPC106833
Intermediate Similarity	0.7	NPC469497
Remote Similarity	0.6987	NPC103687
Remote Similarity	0.6987	NPC132631
Remote Similarity	0.6981	NPC106937
Remote Similarity	0.6981	NPC307963
Remote Similarity	0.6978	NPC173080
Remote Similarity	0.6977	NPC476175
Remote Similarity	0.6972	NPC329708
Remote Similarity	0.6972	NPC264166
Remote Similarity	0.6972	NPC274291
Remote Similarity	0.6972	NPC165349
Remote Similarity	0.6972	NPC47059
Remote Similarity	0.6972	NPC118832
Remote Similarity	0.6967	NPC92111
Remote Similarity	0.6964	NPC142901
Remote Similarity	0.6946	NPC259545
Remote Similarity	0.6944	NPC315491
Remote Similarity	0.6944	NPC45459
Remote Similarity	0.6944	NPC19872
Remote Similarity	0.694	NPC477112
Remote Similarity	0.6938	NPC314573
Remote Similarity	0.6933	NPC469727
Remote Similarity	0.6919	NPC76748
Remote Similarity	0.6919	NPC95783
Remote Similarity	0.6906	NPC26679
Remote Similarity	0.6903	NPC477609
Remote Similarity	0.69	NPC167908
Remote Similarity	0.69	NPC118511
Remote Similarity	0.69	NPC102423
Remote Similarity	0.6893	NPC232340
Remote Similarity	0.689	NPC42591
Remote Similarity	0.6884	NPC324203
Remote Similarity	0.6884	NPC63338
Remote Similarity	0.6884	NPC322976
Remote Similarity	0.6878	NPC477861
Remote Similarity	0.6875	NPC133306
Remote Similarity	0.6875	NPC162530
Remote Similarity	0.6872	NPC246700
Remote Similarity	0.6872	NPC296527
Remote Similarity	0.6869	NPC326634
Remote Similarity	0.6866	NPC249040
Remote Similarity	0.6861	NPC208284
Remote Similarity	0.6858	NPC304926
Remote Similarity	0.6858	NPC476041
Remote Similarity	0.6853	NPC477607
Remote Similarity	0.6847	NPC185782
Remote Similarity	0.684	NPC3715
Remote Similarity	0.6837	NPC251090
Remote Similarity	0.6837	NPC472193
Remote Similarity	0.6822	NPC329541
Remote Similarity	0.6816	NPC309845
Remote Similarity	0.6816	NPC97367
Remote Similarity	0.6816	NPC473057
Remote Similarity	0.6812	NPC72980
Remote Similarity	0.6802	NPC259644
Remote Similarity	0.6802	NPC469763
Remote Similarity	0.6802	NPC469765
Remote Similarity	0.6802	NPC25008
Remote Similarity	0.6802	NPC469760
Remote Similarity	0.6802	NPC469786
Remote Similarity	0.6802	NPC73952
Remote Similarity	0.68	NPC477610
Remote Similarity	0.68	NPC266931
Remote Similarity	0.68	NPC478074
Remote Similarity	0.68	NPC476287
Remote Similarity	0.6795	NPC300114
Remote Similarity	0.6793	NPC177056
Remote Similarity	0.6789	NPC213308
Remote Similarity	0.6777	NPC471891
Remote Similarity	0.6768	NPC212376
Remote Similarity	0.6768	NPC211572
Remote Similarity	0.6768	NPC80597
Remote Similarity	0.6768	NPC70922
Remote Similarity	0.6768	NPC75540
Remote Similarity	0.6767	NPC214980
Remote Similarity	0.6766	NPC315214
Remote Similarity	0.6766	NPC47298
Remote Similarity	0.6763	NPC208522
Remote Similarity	0.6762	NPC55038
Remote Similarity	0.6762	NPC190007
Remote Similarity	0.6762	NPC284678
Remote Similarity	0.6759	NPC222018
Remote Similarity	0.675	NPC473312
Remote Similarity	0.6749	NPC49954
Remote Similarity	0.6749	NPC474561
Remote Similarity	0.6738	NPC6215
Remote Similarity	0.6738	NPC473185
Remote Similarity	0.6737	NPC471312
Remote Similarity	0.6733	NPC32028
Remote Similarity	0.6733	NPC311276
Remote Similarity	0.6733	NPC159319
Remote Similarity	0.6731	NPC149402
Remote Similarity	0.673	NPC94943
Remote Similarity	0.6728	NPC267928
Remote Similarity	0.6728	NPC153042
Remote Similarity	0.6728	NPC474188
Remote Similarity	0.6728	NPC90229
Remote Similarity	0.6727	NPC211813
Remote Similarity	0.6726	NPC476157
Remote Similarity	0.6726	NPC61637
Remote Similarity	0.6716	NPC25899
Remote Similarity	0.6714	NPC230805
Remote Similarity	0.6712	NPC176538
Remote Similarity	0.6709	NPC477608
Remote Similarity	0.6701	NPC105818
Remote Similarity	0.6701	NPC24678
Remote Similarity	0.6699	NPC471294
Remote Similarity	0.6699	NPC474409
Remote Similarity	0.6697	NPC476098
Remote Similarity	0.6697	NPC200836
Remote Similarity	0.6696	NPC476116
Remote Similarity	0.6684	NPC60553
Remote Similarity	0.6683	NPC63562
Remote Similarity	0.6683	NPC256828
Remote Similarity	0.6683	NPC282231
Remote Similarity	0.6682	NPC13880
Remote Similarity	0.6682	NPC144381
Remote Similarity	0.6681	NPC112206
Remote Similarity	0.6681	NPC316981
Remote Similarity	0.6681	NPC202605
Remote Similarity	0.6667	NPC160105
Remote Similarity	0.6667	NPC470502
Remote Similarity	0.6667	NPC230403
Remote Similarity	0.6667	NPC285558
Remote Similarity	0.6667	NPC11464
Remote Similarity	0.6653	NPC184225
Remote Similarity	0.6651	NPC215795
Remote Similarity	0.6651	NPC88363
Remote Similarity	0.6651	NPC176199
Remote Similarity	0.6651	NPC476319
Remote Similarity	0.665	NPC469785
Remote Similarity	0.665	NPC141353
Remote Similarity	0.665	NPC158129
Remote Similarity	0.6638	NPC314552
Remote Similarity	0.6638	NPC470501
Remote Similarity	0.6637	NPC476124
Remote Similarity	0.6637	NPC476121
Remote Similarity	0.6635	NPC212535
Remote Similarity	0.6634	NPC63751
Remote Similarity	0.6634	NPC279918
Remote Similarity	0.6624	NPC469554
Remote Similarity	0.6624	NPC319232
Remote Similarity	0.6624	NPC24370
Remote Similarity	0.6624	NPC101543
Remote Similarity	0.6624	NPC60006
Remote Similarity	0.6624	NPC49547
Remote Similarity	0.6623	NPC132642
Remote Similarity	0.6622	NPC53144
Remote Similarity	0.6621	NPC212213

Drug Structure

NPD2616 OpenBabel08211702172D 24 25 0 0 0 0 0 0 0 0999 V2000 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -5.1962 1.0000 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 -4.3301 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 -6.0622 1.5000 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 -3.4641 -0.0000 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 -0.8660 -1.5000 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 -0.8660 -0.5000 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 -1.7321 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 -6.9282 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 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 21 1 0 0 0 0 4 21 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 1 0 0 0 0 6 10 1 0 0 0 0 7 14 1 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 0 0 0 0 22 24 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	321.16
ALogP	0.329
MLogP	2.78
XLogP	2.739
HDA	3
HBD	2
Rotatable Bonds	12
TPSA	48.39
RO5 Violation	0