NPASS drugs

Drug Information

Drug ID:	NPD3864
Drug Name:
Molecular Formula:	C20H20N2O
Canonical SMILES:	OC1CCCc2c1c(=NCc1ccccc1)c1c([nH]2)cccc1
Standard InCHI:	InChI=1S/C20H20N2O/c23-18-12-6-11-17-19(18)20(15-9-4-5-10-16(15)22-17)21-13-14-7-2-1-3-8-14/h1-5,7-10,18,23H,6,11-13H2,(H,21,22)
Standard InCHIKey:	HERUZAOANPGYSY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3864

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	161
0.1-0.2	989
0.2-0.3	5782
0.3-0.4	12669
0.4-0.5	7422
0.5-0.6	2991
0.6-0.7	825
0.7-0.8	51
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	0.7801	NPC476687
Intermediate Similarity	0.7801	NPC476689
Intermediate Similarity	0.7801	NPC476685
Intermediate Similarity	0.7692	NPC184437
Intermediate Similarity	0.7465	NPC197680
Intermediate Similarity	0.7465	NPC259098
Intermediate Similarity	0.7426	NPC313449
Intermediate Similarity	0.7405	NPC302790
Intermediate Similarity	0.7362	NPC34508
Intermediate Similarity	0.7325	NPC141353
Intermediate Similarity	0.7325	NPC285469
Intermediate Similarity	0.7317	NPC189812
Intermediate Similarity	0.7317	NPC329688
Intermediate Similarity	0.7289	NPC472443
Intermediate Similarity	0.7273	NPC476950
Intermediate Similarity	0.7261	NPC470507
Intermediate Similarity	0.7259	NPC187036
Intermediate Similarity	0.7254	NPC325013
Intermediate Similarity	0.7237	NPC472103
Intermediate Similarity	0.7229	NPC326575
Intermediate Similarity	0.7206	NPC205652
Intermediate Similarity	0.7186	NPC270009
Intermediate Similarity	0.7178	NPC317430
Intermediate Similarity	0.7174	NPC192209
Intermediate Similarity	0.716	NPC472444
Intermediate Similarity	0.7152	NPC472123
Intermediate Similarity	0.7143	NPC16667
Intermediate Similarity	0.7143	NPC264589
Intermediate Similarity	0.7124	NPC311330
Intermediate Similarity	0.7115	NPC318086
Intermediate Similarity	0.7115	NPC37548
Intermediate Similarity	0.7101	NPC147957
Intermediate Similarity	0.7101	NPC192270
Intermediate Similarity	0.7086	NPC243162
Intermediate Similarity	0.7073	NPC154293
Intermediate Similarity	0.7073	NPC63751
Intermediate Similarity	0.7068	NPC37584
Intermediate Similarity	0.7059	NPC139291
Intermediate Similarity	0.7059	NPC472110
Intermediate Similarity	0.7059	NPC472109
Intermediate Similarity	0.7059	NPC19679
Intermediate Similarity	0.7059	NPC472108
Intermediate Similarity	0.7055	NPC226662
Intermediate Similarity	0.7055	NPC470508
Intermediate Similarity	0.7044	NPC207726
Intermediate Similarity	0.7037	NPC476231
Intermediate Similarity	0.7024	NPC293472
Intermediate Similarity	0.7012	NPC54988
Intermediate Similarity	0.7007	NPC296163
Intermediate Similarity	0.7006	NPC472586
Intermediate Similarity	0.7	NPC469785
Remote Similarity	0.6986	NPC101372
Remote Similarity	0.6968	NPC242556
Remote Similarity	0.6957	NPC469762
Remote Similarity	0.6943	NPC300596
Remote Similarity	0.6943	NPC237649
Remote Similarity	0.6941	NPC198339
Remote Similarity	0.6937	NPC38736
Remote Similarity	0.6937	NPC471458
Remote Similarity	0.6928	NPC280548
Remote Similarity	0.6923	NPC151939
Remote Similarity	0.6914	NPC67056
Remote Similarity	0.6914	NPC230869
Remote Similarity	0.6909	NPC49954
Remote Similarity	0.6909	NPC474561
Remote Similarity	0.6899	NPC187951
Remote Similarity	0.689	NPC311276
Remote Similarity	0.6886	NPC158129
Remote Similarity	0.6884	NPC314141
Remote Similarity	0.6882	NPC72980
Remote Similarity	0.6871	NPC279918
Remote Similarity	0.6864	NPC24594
Remote Similarity	0.6864	NPC203754
Remote Similarity	0.6864	NPC150048
Remote Similarity	0.6864	NPC288785
Remote Similarity	0.6864	NPC472122
Remote Similarity	0.6855	NPC475763
Remote Similarity	0.6845	NPC97525
Remote Similarity	0.6842	NPC300688
Remote Similarity	0.6835	NPC470550
Remote Similarity	0.6829	NPC85651
Remote Similarity	0.6829	NPC282231
Remote Similarity	0.6824	NPC59269
Remote Similarity	0.6818	NPC95783
Remote Similarity	0.6815	NPC472100
Remote Similarity	0.6802	NPC314394
Remote Similarity	0.6792	NPC124005
Remote Similarity	0.679	NPC477156
Remote Similarity	0.679	NPC477157
Remote Similarity	0.6788	NPC102423
Remote Similarity	0.6788	NPC40779
Remote Similarity	0.6786	NPC288232
Remote Similarity	0.6784	NPC176199
Remote Similarity	0.6784	NPC133261
Remote Similarity	0.6784	NPC215795
Remote Similarity	0.6784	NPC232340
Remote Similarity	0.6778	NPC232130
Remote Similarity	0.6774	NPC477155
Remote Similarity	0.677	NPC469763
Remote Similarity	0.677	NPC469786
Remote Similarity	0.677	NPC73952
Remote Similarity	0.677	NPC259644
Remote Similarity	0.677	NPC25008
Remote Similarity	0.677	NPC469760
Remote Similarity	0.677	NPC469765
Remote Similarity	0.6768	NPC473320
Remote Similarity	0.6766	NPC201700
Remote Similarity	0.6763	NPC163055
Remote Similarity	0.6761	NPC46413
Remote Similarity	0.6759	NPC283130
Remote Similarity	0.6759	NPC328683
Remote Similarity	0.6752	NPC116519
Remote Similarity	0.6746	NPC259545
Remote Similarity	0.6746	NPC474409
Remote Similarity	0.6744	NPC187827
Remote Similarity	0.6744	NPC472105
Remote Similarity	0.674	NPC50503
Remote Similarity	0.6733	NPC53044
Remote Similarity	0.6728	NPC212376
Remote Similarity	0.6728	NPC75540
Remote Similarity	0.6728	NPC211572
Remote Similarity	0.6728	NPC80597
Remote Similarity	0.6728	NPC70922
Remote Similarity	0.6727	NPC472117
Remote Similarity	0.6726	NPC126481
Remote Similarity	0.6711	NPC9856
Remote Similarity	0.671	NPC22082
Remote Similarity	0.671	NPC186284
Remote Similarity	0.6707	NPC36495
Remote Similarity	0.6706	NPC475097
Remote Similarity	0.6702	NPC475422
Remote Similarity	0.6689	NPC256893
Remote Similarity	0.6688	NPC136002
Remote Similarity	0.6687	NPC288445
Remote Similarity	0.6687	NPC194640
Remote Similarity	0.6686	NPC15102
Remote Similarity	0.6686	NPC470498
Remote Similarity	0.6684	NPC87755
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6667	NPC255229
Remote Similarity	0.6667	NPC81229
Remote Similarity	0.6667	NPC249040
Remote Similarity	0.6667	NPC211551
Remote Similarity	0.6667	NPC472102
Remote Similarity	0.6667	NPC68650
Remote Similarity	0.6667	NPC249150
Remote Similarity	0.6667	NPC79129
Remote Similarity	0.6667	NPC81654
Remote Similarity	0.6667	NPC195461
Remote Similarity	0.6667	NPC313985
Remote Similarity	0.6667	NPC471132
Remote Similarity	0.6667	NPC49196
Remote Similarity	0.6667	NPC131718
Remote Similarity	0.6667	NPC129042
Remote Similarity	0.6667	NPC309531
Remote Similarity	0.6647	NPC313791
Remote Similarity	0.6646	NPC123241
Remote Similarity	0.6646	NPC129721
Remote Similarity	0.6646	NPC469428
Remote Similarity	0.6646	NPC24678
Remote Similarity	0.6646	NPC105818
Remote Similarity	0.6629	NPC469470
Remote Similarity	0.6629	NPC206967
Remote Similarity	0.6629	NPC97584
Remote Similarity	0.6629	NPC469501
Remote Similarity	0.6629	NPC190007
Remote Similarity	0.6628	NPC248454
Remote Similarity	0.6627	NPC47298
Remote Similarity	0.6627	NPC472121
Remote Similarity	0.6627	NPC315214
Remote Similarity	0.6627	NPC293458
Remote Similarity	0.6624	NPC60553
Remote Similarity	0.6623	NPC22079
Remote Similarity	0.6621	NPC475915
Remote Similarity	0.6609	NPC302191
Remote Similarity	0.6608	NPC275305
Remote Similarity	0.6608	NPC37423
Remote Similarity	0.6607	NPC160105
Remote Similarity	0.6606	NPC135141
Remote Similarity	0.6606	NPC92796
Remote Similarity	0.6605	NPC184161
Remote Similarity	0.6604	NPC159856
Remote Similarity	0.6591	NPC94943
Remote Similarity	0.6591	NPC52262
Remote Similarity	0.659	NPC218594
Remote Similarity	0.659	NPC99043
Remote Similarity	0.6588	NPC6982
Remote Similarity	0.6587	NPC476118
Remote Similarity	0.6587	NPC32028
Remote Similarity	0.6587	NPC159319
Remote Similarity	0.6587	NPC469541
Remote Similarity	0.6585	NPC184476
Remote Similarity	0.6573	NPC34271
Remote Similarity	0.6573	NPC175474
Remote Similarity	0.657	NPC473432
Remote Similarity	0.657	NPC134586
Remote Similarity	0.657	NPC471743
Remote Similarity	0.6569	NPC79618
Remote Similarity	0.6566	NPC477158
Remote Similarity	0.6566	NPC27904

Drug Structure

NPD3864 OpenBabel08211704332D 25 28 0 0 1 0 0 0 0 0999 V2000 4.3301 -1.5000 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 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 -1.7321 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 3 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 12 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 16 2 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 3 0 0 0 22 24 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012363
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	304.16
ALogP	-1.7443
MLogP	3.33
XLogP	4.984
HDA	3
HBD	2
Rotatable Bonds	3
TPSA	44.62
RO5 Violation	0