NPASS drugs

Drug Information

Drug ID:	NPD3014
Drug Name:
Molecular Formula:	C18H22N4O2
Canonical SMILES:	OC(=N)c1c[nH]c2c(c1NC1[C@@H]3CC4C[C@H]1CC(C3)(C4)O)ccn2
Standard InCHI:	InChI=1S/C18H22N4O2/c19-16(23)13-8-21-17-12(1-2-20-17)15(13)22-14-10-3-9-4-11(14)7-18(24,5-9)6-10/h1-2,8-11,14,24H,3-7H2,(H2,19,23)(H2,20,21,22)/t9?,10-,11+,14?,18?
Standard InCHIKey:	DREIJXJRTLTGJC-JQCLMNFQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3014

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	472
0.1-0.2	3004
0.2-0.3	10462
0.3-0.4	12140
0.4-0.5	2302
0.5-0.6	1546
0.6-0.7	902
0.7-0.8	61
0.8-0.85	1
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	0.8462	NPC130570
Intermediate Similarity	0.781	NPC471603
Intermediate Similarity	0.75	NPC171393
Intermediate Similarity	0.75	NPC295452
Intermediate Similarity	0.7475	NPC472289
Intermediate Similarity	0.7366	NPC99666
Intermediate Similarity	0.7361	NPC282247
Intermediate Similarity	0.7353	NPC95783
Intermediate Similarity	0.7344	NPC131718
Intermediate Similarity	0.7311	NPC475070
Intermediate Similarity	0.7309	NPC132631
Intermediate Similarity	0.7309	NPC103687
Intermediate Similarity	0.7273	NPC39092
Intermediate Similarity	0.7273	NPC265576
Intermediate Similarity	0.726	NPC242209
Intermediate Similarity	0.7245	NPC63751
Intermediate Similarity	0.7241	NPC314002
Intermediate Similarity	0.7228	NPC220765
Intermediate Similarity	0.7225	NPC77555
Intermediate Similarity	0.7206	NPC171171
Intermediate Similarity	0.72	NPC59269
Intermediate Similarity	0.7194	NPC49954
Intermediate Similarity	0.7194	NPC474561
Intermediate Similarity	0.7194	NPC160105
Intermediate Similarity	0.7192	NPC204717
Intermediate Similarity	0.7179	NPC102423
Intermediate Similarity	0.7178	NPC477891
Intermediate Similarity	0.7157	NPC15102
Intermediate Similarity	0.7143	NPC5145
Intermediate Similarity	0.7136	NPC314603
Intermediate Similarity	0.7129	NPC133366
Intermediate Similarity	0.7124	NPC6215
Intermediate Similarity	0.7116	NPC475288
Intermediate Similarity	0.7115	NPC477166
Intermediate Similarity	0.7115	NPC477167
Intermediate Similarity	0.7115	NPC473342
Intermediate Similarity	0.7115	NPC304187
Intermediate Similarity	0.7114	NPC184964
Intermediate Similarity	0.7104	NPC476041
Intermediate Similarity	0.7104	NPC304926
Intermediate Similarity	0.7087	NPC46580
Intermediate Similarity	0.7083	NPC166492
Intermediate Similarity	0.7083	NPC473362
Intermediate Similarity	0.7077	NPC279918
Intermediate Similarity	0.7059	NPC48938
Intermediate Similarity	0.7054	NPC473317
Intermediate Similarity	0.7054	NPC63109
Intermediate Similarity	0.7051	NPC314957
Intermediate Similarity	0.705	NPC313791
Intermediate Similarity	0.705	NPC208060
Intermediate Similarity	0.7041	NPC282231
Intermediate Similarity	0.7035	NPC164664
Intermediate Similarity	0.7033	NPC324149
Intermediate Similarity	0.701	NPC144114
Intermediate Similarity	0.701	NPC233936
Intermediate Similarity	0.7005	NPC317030
Intermediate Similarity	0.7005	NPC194640
Intermediate Similarity	0.7005	NPC162268
Intermediate Similarity	0.7	NPC476686
Intermediate Similarity	0.7	NPC476688
Intermediate Similarity	0.7	NPC474177
Intermediate Similarity	0.7	NPC105758
Remote Similarity	0.699	NPC163421
Remote Similarity	0.699	NPC188387
Remote Similarity	0.6987	NPC69843
Remote Similarity	0.6981	NPC156704
Remote Similarity	0.6972	NPC477111
Remote Similarity	0.6972	NPC476465
Remote Similarity	0.6968	NPC477610
Remote Similarity	0.6963	NPC249040
Remote Similarity	0.6961	NPC300688
Remote Similarity	0.696	NPC125597
Remote Similarity	0.6959	NPC477113
Remote Similarity	0.6957	NPC474707
Remote Similarity	0.6955	NPC74619
Remote Similarity	0.6951	NPC477114
Remote Similarity	0.695	NPC194411
Remote Similarity	0.6946	NPC151939
Remote Similarity	0.6943	NPC156003
Remote Similarity	0.6939	NPC230869
Remote Similarity	0.6937	NPC250835
Remote Similarity	0.6935	NPC49217
Remote Similarity	0.6935	NPC54988
Remote Similarity	0.6935	NPC98187
Remote Similarity	0.6931	NPC189812
Remote Similarity	0.6931	NPC317054
Remote Similarity	0.6931	NPC329688
Remote Similarity	0.6923	NPC204565
Remote Similarity	0.6923	NPC254762
Remote Similarity	0.6919	NPC307963
Remote Similarity	0.6919	NPC311276
Remote Similarity	0.6912	NPC176199
Remote Similarity	0.6912	NPC215795
Remote Similarity	0.6907	NPC469786
Remote Similarity	0.6907	NPC259644
Remote Similarity	0.6907	NPC469765
Remote Similarity	0.6907	NPC25008
Remote Similarity	0.6907	NPC73952
Remote Similarity	0.6907	NPC469760
Remote Similarity	0.6907	NPC469763
Remote Similarity	0.6906	NPC477110
Remote Similarity	0.6906	NPC251936
Remote Similarity	0.69	NPC278874
Remote Similarity	0.69	NPC201700
Remote Similarity	0.6898	NPC193761
Remote Similarity	0.6897	NPC203754
Remote Similarity	0.6897	NPC150048
Remote Similarity	0.6893	NPC19679
Remote Similarity	0.689	NPC173028
Remote Similarity	0.689	NPC65215
Remote Similarity	0.6889	NPC48317
Remote Similarity	0.6888	NPC469762
Remote Similarity	0.6884	NPC315491
Remote Similarity	0.6884	NPC45459
Remote Similarity	0.6883	NPC476451
Remote Similarity	0.6878	NPC54981
Remote Similarity	0.6872	NPC75540
Remote Similarity	0.6872	NPC80597
Remote Similarity	0.6872	NPC212376
Remote Similarity	0.6872	NPC211572
Remote Similarity	0.6872	NPC70922
Remote Similarity	0.6869	NPC470203
Remote Similarity	0.6864	NPC476116
Remote Similarity	0.6863	NPC68354
Remote Similarity	0.6853	NPC135141
Remote Similarity	0.6853	NPC92796
Remote Similarity	0.6851	NPC41679
Remote Similarity	0.6847	NPC37423
Remote Similarity	0.6847	NPC275305
Remote Similarity	0.6844	NPC473310
Remote Similarity	0.6837	NPC469785
Remote Similarity	0.6835	NPC470500
Remote Similarity	0.6834	NPC97367
Remote Similarity	0.6828	NPC471506
Remote Similarity	0.6827	NPC476319
Remote Similarity	0.6826	NPC107160
Remote Similarity	0.6822	NPC232130
Remote Similarity	0.6818	NPC470204
Remote Similarity	0.6816	NPC317430
Remote Similarity	0.6814	NPC250178
Remote Similarity	0.681	NPC321708
Remote Similarity	0.6808	NPC326634
Remote Similarity	0.6804	NPC24678
Remote Similarity	0.6804	NPC105818
Remote Similarity	0.6802	NPC212742
Remote Similarity	0.6802	NPC208284
Remote Similarity	0.6802	NPC72956
Remote Similarity	0.68	NPC41333
Remote Similarity	0.68	NPC471178
Remote Similarity	0.6793	NPC81175
Remote Similarity	0.6784	NPC224632
Remote Similarity	0.6783	NPC2497
Remote Similarity	0.678	NPC96890
Remote Similarity	0.678	NPC248454
Remote Similarity	0.6779	NPC472294
Remote Similarity	0.6777	NPC76748
Remote Similarity	0.6776	NPC251090
Remote Similarity	0.6774	NPC469308
Remote Similarity	0.6771	NPC159856
Remote Similarity	0.6771	NPC153980
Remote Similarity	0.6771	NPC6865
Remote Similarity	0.6771	NPC128084
Remote Similarity	0.677	NPC477609
Remote Similarity	0.6767	NPC116622
Remote Similarity	0.6758	NPC285558
Remote Similarity	0.6758	NPC473376
Remote Similarity	0.6758	NPC470505
Remote Similarity	0.6756	NPC469928
Remote Similarity	0.6753	NPC282531
Remote Similarity	0.6753	NPC476492
Remote Similarity	0.675	NPC40779
Remote Similarity	0.6749	NPC89562
Remote Similarity	0.6748	NPC213468
Remote Similarity	0.6745	NPC92111
Remote Similarity	0.6744	NPC229332
Remote Similarity	0.6742	NPC71238
Remote Similarity	0.6741	NPC475602
Remote Similarity	0.6741	NPC266931
Remote Similarity	0.674	NPC193267
Remote Similarity	0.674	NPC213530
Remote Similarity	0.6739	NPC476818
Remote Similarity	0.673	NPC32771
Remote Similarity	0.673	NPC296527
Remote Similarity	0.6728	NPC213308
Remote Similarity	0.6728	NPC303820
Remote Similarity	0.6728	NPC205254
Remote Similarity	0.6728	NPC23420
Remote Similarity	0.6728	NPC106771
Remote Similarity	0.6726	NPC320968
Remote Similarity	0.6724	NPC477608
Remote Similarity	0.6724	NPC477607
Remote Similarity	0.6716	NPC472123
Remote Similarity	0.6716	NPC34508
Remote Similarity	0.6714	NPC235684
Remote Similarity	0.6713	NPC131887
Remote Similarity	0.6713	NPC192315
Remote Similarity	0.6712	NPC80596
Remote Similarity	0.67	NPC471177
Remote Similarity	0.67	NPC59779
Remote Similarity	0.67	NPC124542

Drug Structure

NPD3014 OpenBabel08211702562D 29 33 0 0 1 0 0 0 0 0999 V2000 0.6502 -1.5961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2380 -2.4051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3583 -0.5292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1993 -1.8164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8121 -1.1120 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3829 0.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9166 -1.4576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7243 0.5512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1504 -1.5073 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6152 0.1399 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.4562 -1.1472 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2380 -0.7871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7732 0.8602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6641 -0.1691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0301 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5653 1.8383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1891 -1.0961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9156 -0.3481 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6143 2.1473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1891 -2.0961 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9322 -0.4270 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0790 0.5001 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3085 2.5074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0021 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4064 3.1255 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8833 -0.7360 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1289 1.4782 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1006 3.4856 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 12 1 0 0 0 0 2 20 1 0 0 0 0 3 9 1 0 0 0 0 4 9 1 0 0 0 0 5 9 1 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 18 1 0 0 0 0 7 11 1 0 0 0 0 7 18 1 0 0 0 0 8 13 2 0 0 0 0 8 21 1 0 0 0 0 10 3 1 6 0 0 0 10 14 1 0 0 0 0 11 4 1 6 0 0 0 11 14 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 16 19 2 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009252
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	57928403
ChEBI
CAS Number

Drug Properties

Molecular Weight	326.17
ALogP	-2.3243
MLogP	2.78
XLogP	2.419
HDA	6
HBD	5
Rotatable Bonds	5
TPSA	105.02
RO5 Violation	0