NPASS drugs

Drug Information

Drug ID:	NPD2814
Drug Name:
Molecular Formula:	C18H17N3O2
Canonical SMILES:	Oc1c(N2CCCC2)c(=O)n(c2c1cccn2)c1ccccc1
Standard InCHI:	InChI=1S/C18H17N3O2/c22-16-14-9-6-10-19-17(14)21(13-7-2-1-3-8-13)18(23)15(16)20-11-4-5-12-20/h1-3,6-10,22H,4-5,11-12H2
Standard InCHIKey:	ULGABHCZIJXUFO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2814

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	328
0.1-0.2	3622
0.2-0.3	9357
0.3-0.4	12512
0.4-0.5	2321
0.5-0.6	1843
0.6-0.7	880
0.7-0.8	27
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	0.7513	NPC472289
Intermediate Similarity	0.7385	NPC212213
Intermediate Similarity	0.7381	NPC29702
Intermediate Similarity	0.7374	NPC200836
Intermediate Similarity	0.7374	NPC53144
Intermediate Similarity	0.7323	NPC211813
Intermediate Similarity	0.7255	NPC471603
Intermediate Similarity	0.7253	NPC471178
Intermediate Similarity	0.7234	NPC24864
Intermediate Similarity	0.7233	NPC177996
Intermediate Similarity	0.7233	NPC147983
Intermediate Similarity	0.7212	NPC212125
Intermediate Similarity	0.7208	NPC239954
Intermediate Similarity	0.7179	NPC198673
Intermediate Similarity	0.7157	NPC85273
Intermediate Similarity	0.7122	NPC242923
Intermediate Similarity	0.7121	NPC168911
Intermediate Similarity	0.7108	NPC306397
Intermediate Similarity	0.7104	NPC478182
Intermediate Similarity	0.7053	NPC16659
Intermediate Similarity	0.7049	NPC59779
Intermediate Similarity	0.7049	NPC471177
Intermediate Similarity	0.7049	NPC124542
Intermediate Similarity	0.7039	NPC54981
Intermediate Similarity	0.7033	NPC293487
Intermediate Similarity	0.7006	NPC165370
Intermediate Similarity	0.7	NPC265710
Remote Similarity	0.6995	NPC472259
Remote Similarity	0.6952	NPC164664
Remote Similarity	0.6943	NPC285923
Remote Similarity	0.6943	NPC470003
Remote Similarity	0.6935	NPC478183
Remote Similarity	0.6935	NPC98187
Remote Similarity	0.6919	NPC478184
Remote Similarity	0.6893	NPC71238
Remote Similarity	0.6893	NPC471323
Remote Similarity	0.689	NPC282247
Remote Similarity	0.6884	NPC93390
Remote Similarity	0.6879	NPC328029
Remote Similarity	0.6866	NPC474916
Remote Similarity	0.6865	NPC478185
Remote Similarity	0.6863	NPC143325
Remote Similarity	0.6862	NPC32534
Remote Similarity	0.686	NPC174758
Remote Similarity	0.686	NPC174672
Remote Similarity	0.6859	NPC473380
Remote Similarity	0.6859	NPC240088
Remote Similarity	0.6856	NPC207851
Remote Similarity	0.6854	NPC167400
Remote Similarity	0.6842	NPC471193
Remote Similarity	0.6842	NPC317054
Remote Similarity	0.6842	NPC471194
Remote Similarity	0.6837	NPC130570
Remote Similarity	0.6837	NPC17059
Remote Similarity	0.6835	NPC116622
Remote Similarity	0.6823	NPC248462
Remote Similarity	0.6823	NPC12649
Remote Similarity	0.6821	NPC295158
Remote Similarity	0.682	NPC107160
Remote Similarity	0.6818	NPC473763
Remote Similarity	0.6818	NPC117244
Remote Similarity	0.6816	NPC78767
Remote Similarity	0.6816	NPC473814
Remote Similarity	0.6814	NPC57398
Remote Similarity	0.6813	NPC312860
Remote Similarity	0.6813	NPC281094
Remote Similarity	0.6812	NPC82548
Remote Similarity	0.6806	NPC476419
Remote Similarity	0.6794	NPC72956
Remote Similarity	0.6793	NPC138018
Remote Similarity	0.6793	NPC129721
Remote Similarity	0.6791	NPC220851
Remote Similarity	0.6788	NPC73994
Remote Similarity	0.6782	NPC470499
Remote Similarity	0.6776	NPC272174
Remote Similarity	0.6772	NPC91895
Remote Similarity	0.6771	NPC326575
Remote Similarity	0.6769	NPC228835
Remote Similarity	0.6766	NPC242209
Remote Similarity	0.6762	NPC6865
Remote Similarity	0.6762	NPC153980
Remote Similarity	0.6753	NPC477891
Remote Similarity	0.675	NPC473821
Remote Similarity	0.6744	NPC474896
Remote Similarity	0.6738	NPC97367
Remote Similarity	0.6738	NPC162268
Remote Similarity	0.6737	NPC476688
Remote Similarity	0.6737	NPC476686
Remote Similarity	0.6737	NPC105758
Remote Similarity	0.6734	NPC129909
Remote Similarity	0.6733	NPC74153
Remote Similarity	0.6731	NPC287208
Remote Similarity	0.6729	NPC308906
Remote Similarity	0.6721	NPC471132
Remote Similarity	0.672	NPC131718
Remote Similarity	0.672	NPC278874
Remote Similarity	0.6719	NPC203754
Remote Similarity	0.6719	NPC150048
Remote Similarity	0.6713	NPC31097
Remote Similarity	0.6702	NPC208060
Remote Similarity	0.6701	NPC61011
Remote Similarity	0.67	NPC477166
Remote Similarity	0.67	NPC304187
Remote Similarity	0.6699	NPC295548
Remote Similarity	0.6697	NPC132631
Remote Similarity	0.6697	NPC103687
Remote Similarity	0.6685	NPC263455
Remote Similarity	0.6684	NPC28848
Remote Similarity	0.6684	NPC65080
Remote Similarity	0.6684	NPC14325
Remote Similarity	0.6684	NPC165495
Remote Similarity	0.6684	NPC224632
Remote Similarity	0.6684	NPC88970
Remote Similarity	0.6683	NPC472539
Remote Similarity	0.6683	NPC471944
Remote Similarity	0.6683	NPC471155
Remote Similarity	0.6683	NPC472540
Remote Similarity	0.6683	NPC470787
Remote Similarity	0.6683	NPC243850
Remote Similarity	0.6681	NPC295452
Remote Similarity	0.6681	NPC171393
Remote Similarity	0.6667	NPC274982
Remote Similarity	0.6667	NPC41717
Remote Similarity	0.6667	NPC469938
Remote Similarity	0.6667	NPC472260
Remote Similarity	0.6667	NPC471192
Remote Similarity	0.6667	NPC144114
Remote Similarity	0.6651	NPC270241
Remote Similarity	0.665	NPC472542
Remote Similarity	0.665	NPC472541
Remote Similarity	0.665	NPC295898
Remote Similarity	0.6649	NPC11126
Remote Similarity	0.6649	NPC473057
Remote Similarity	0.6649	NPC273532
Remote Similarity	0.6649	NPC158129
Remote Similarity	0.6648	NPC114310
Remote Similarity	0.6647	NPC256893
Remote Similarity	0.6635	NPC225400
Remote Similarity	0.6634	NPC470497
Remote Similarity	0.6633	NPC48938
Remote Similarity	0.6632	NPC63751
Remote Similarity	0.6631	NPC25899
Remote Similarity	0.6622	NPC89987
Remote Similarity	0.6621	NPC2497
Remote Similarity	0.6617	NPC324149
Remote Similarity	0.6616	NPC94752
Remote Similarity	0.6615	NPC271792
Remote Similarity	0.6614	NPC471130
Remote Similarity	0.6614	NPC41333
Remote Similarity	0.6613	NPC212742
Remote Similarity	0.6611	NPC230085
Remote Similarity	0.6611	NPC159630
Remote Similarity	0.6608	NPC471313
Remote Similarity	0.6608	NPC471311
Remote Similarity	0.6607	NPC477549
Remote Similarity	0.6606	NPC470729
Remote Similarity	0.6606	NPC470730
Remote Similarity	0.6606	NPC477176
Remote Similarity	0.6606	NPC477175
Remote Similarity	0.6603	NPC472538
Remote Similarity	0.6603	NPC470786
Remote Similarity	0.6599	NPC46895
Remote Similarity	0.6598	NPC83774
Remote Similarity	0.6598	NPC64436
Remote Similarity	0.6596	NPC48192
Remote Similarity	0.6595	NPC120070
Remote Similarity	0.6589	NPC62995
Remote Similarity	0.6587	NPC473376
Remote Similarity	0.6587	NPC475070
Remote Similarity	0.658	NPC469529
Remote Similarity	0.6579	NPC49954
Remote Similarity	0.6579	NPC49217
Remote Similarity	0.6579	NPC474561
Remote Similarity	0.6578	NPC113812
Remote Similarity	0.6577	NPC477177
Remote Similarity	0.6577	NPC475969
Remote Similarity	0.6577	NPC475859
Remote Similarity	0.6577	NPC474877
Remote Similarity	0.6574	NPC313804
Remote Similarity	0.6574	NPC315804
Remote Similarity	0.657	NPC328596
Remote Similarity	0.657	NPC328318
Remote Similarity	0.6567	NPC314882
Remote Similarity	0.6561	NPC102423
Remote Similarity	0.6554	NPC65408
Remote Similarity	0.6552	NPC202812
Remote Similarity	0.6552	NPC471322
Remote Similarity	0.655	NPC61435
Remote Similarity	0.655	NPC213629
Remote Similarity	0.6547	NPC165743
Remote Similarity	0.6545	NPC319456
Remote Similarity	0.6543	NPC279918
Remote Similarity	0.6538	NPC302159
Remote Similarity	0.6536	NPC238499
Remote Similarity	0.6535	NPC99666
Remote Similarity	0.6533	NPC171171
Remote Similarity	0.6533	NPC311858
Remote Similarity	0.6531	NPC317010
Remote Similarity	0.653	NPC64216
Remote Similarity	0.6524	NPC299594

Drug Structure

NPD2814 OpenBabel08211702552D 24 27 0 0 0 0 0 0 0 0999 V2000 -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 4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 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 -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 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 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 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 1.7321 1.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 19 2 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 14 17 2 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011852
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.13
ALogP	-1.7165
MLogP	2.89
XLogP	4.499
HDA	5
HBD	1
Rotatable Bonds	3
TPSA	56.67
RO5 Violation	0