NPASS drugs

Drug Information

Drug ID:	NPD3080
Drug Name:
Molecular Formula:	C18H24N4O2
Canonical SMILES:	CCn1c(=O)n(c2c1cccc2)C(=NC1CC2CC[C@@H](C1)N2C)O
Standard InCHI:	InChI=1S/C18H24N4O2/c1-3-21-15-6-4-5-7-16(15)22(18(21)24)17(23)19-12-10-13-8-9-14(11-12)20(13)2/h4-7,12-14H,3,8-11H2,1-2H3,(H,19,23)/t12?,13-,14?/m0/s1
Standard InCHIKey:	MZRKHUUDDHJVHS-MOKVOYLWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3080

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	195
0.1-0.2	5614
0.2-0.3	15912
0.3-0.4	5535
0.4-0.5	2643
0.5-0.6	914
0.6-0.7	75
0.7-0.8	2
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	0.7097	NPC474430
Intermediate Similarity	0.7049	NPC317642
Remote Similarity	0.6828	NPC471123
Remote Similarity	0.6797	NPC66936
Remote Similarity	0.6746	NPC291610
Remote Similarity	0.6735	NPC469560
Remote Similarity	0.6709	NPC68650
Remote Similarity	0.6667	NPC109787
Remote Similarity	0.6646	NPC276085
Remote Similarity	0.6644	NPC186284
Remote Similarity	0.6644	NPC22082
Remote Similarity	0.6599	NPC267508
Remote Similarity	0.6582	NPC222029
Remote Similarity	0.6565	NPC164802
Remote Similarity	0.6503	NPC476950
Remote Similarity	0.6503	NPC145754
Remote Similarity	0.6489	NPC20322
Remote Similarity	0.6477	NPC470787
Remote Similarity	0.6477	NPC472540
Remote Similarity	0.6477	NPC472539
Remote Similarity	0.6467	NPC130251
Remote Similarity	0.6441	NPC472542
Remote Similarity	0.6441	NPC472541
Remote Similarity	0.635	NPC288232
Remote Similarity	0.6338	NPC283130
Remote Similarity	0.6338	NPC328683
Remote Similarity	0.6336	NPC313362
Remote Similarity	0.6335	NPC471122
Remote Similarity	0.6325	NPC355
Remote Similarity	0.6304	NPC125416
Remote Similarity	0.6287	NPC242269
Remote Similarity	0.628	NPC471124
Remote Similarity	0.6279	NPC326792
Remote Similarity	0.6266	NPC154602
Remote Similarity	0.6216	NPC207428
Remote Similarity	0.6211	NPC94167
Remote Similarity	0.6211	NPC172937
Remote Similarity	0.6209	NPC301760
Remote Similarity	0.6202	NPC75496
Remote Similarity	0.6197	NPC475915
Remote Similarity	0.6194	NPC42483
Remote Similarity	0.6188	NPC106118
Remote Similarity	0.6167	NPC471199
Remote Similarity	0.6149	NPC307396
Remote Similarity	0.6143	NPC31651
Remote Similarity	0.6133	NPC316104
Remote Similarity	0.6133	NPC162417
Remote Similarity	0.6131	NPC85482
Remote Similarity	0.6129	NPC469537
Remote Similarity	0.6125	NPC117032
Remote Similarity	0.6111	NPC84317
Remote Similarity	0.6107	NPC53044
Remote Similarity	0.6104	NPC470301
Remote Similarity	0.6101	NPC473329
Remote Similarity	0.6101	NPC318086
Remote Similarity	0.6099	NPC264580
Remote Similarity	0.6098	NPC472102
Remote Similarity	0.6098	NPC309531
Remote Similarity	0.6096	NPC252794
Remote Similarity	0.6087	NPC296163
Remote Similarity	0.6081	NPC226662
Remote Similarity	0.6062	NPC243756
Remote Similarity	0.6061	NPC472120
Remote Similarity	0.6061	NPC472117
Remote Similarity	0.6061	NPC472101
Remote Similarity	0.6054	NPC295548
Remote Similarity	0.6049	NPC120070
Remote Similarity	0.6037	NPC154478
Remote Similarity	0.6028	NPC192209
Remote Similarity	0.6025	NPC285381
Remote Similarity	0.6013	NPC216159
Remote Similarity	0.6013	NPC204141
Remote Similarity	0.6013	NPC264589
Remote Similarity	0.6013	NPC324445
Remote Similarity	0.6012	NPC16659
Remote Similarity	0.6	NPC285622
Remote Similarity	0.6	NPC307456
Remote Similarity	0.5989	NPC225400
Remote Similarity	0.5988	NPC471132
Remote Similarity	0.5988	NPC472106
Remote Similarity	0.5988	NPC14849
Remote Similarity	0.5987	NPC300299
Remote Similarity	0.5976	NPC113946
Remote Similarity	0.5976	NPC104345
Remote Similarity	0.5971	NPC314141
Remote Similarity	0.5965	NPC470548
Remote Similarity	0.5957	NPC472538
Remote Similarity	0.5957	NPC470786
Remote Similarity	0.5957	NPC471155
Remote Similarity	0.5957	NPC313673
Remote Similarity	0.5954	NPC265710
Remote Similarity	0.5952	NPC300631
Remote Similarity	0.5951	NPC476297
Remote Similarity	0.5951	NPC476219
Remote Similarity	0.5946	NPC469949
Remote Similarity	0.5946	NPC478079
Remote Similarity	0.5935	NPC207554
Remote Similarity	0.5935	NPC315051
Remote Similarity	0.5926	NPC71238
Remote Similarity	0.5926	NPC469975
Remote Similarity	0.5926	NPC270241
Remote Similarity	0.5922	NPC128582
Remote Similarity	0.5912	NPC469735
Remote Similarity	0.5912	NPC470440
Remote Similarity	0.5906	NPC161861
Remote Similarity	0.5902	NPC134825
Remote Similarity	0.5902	NPC15839
Remote Similarity	0.5897	NPC471164
Remote Similarity	0.5894	NPC476685
Remote Similarity	0.5894	NPC476687
Remote Similarity	0.5894	NPC476689
Remote Similarity	0.589	NPC295021
Remote Similarity	0.5889	NPC276430
Remote Similarity	0.5875	NPC212799
Remote Similarity	0.5875	NPC469740
Remote Similarity	0.5872	NPC328611
Remote Similarity	0.5872	NPC317054
Remote Similarity	0.5871	NPC83214
Remote Similarity	0.5864	NPC475763
Remote Similarity	0.5862	NPC131450
Remote Similarity	0.5862	NPC147298
Remote Similarity	0.5862	NPC182057
Remote Similarity	0.5857	NPC187036
Remote Similarity	0.5855	NPC471322
Remote Similarity	0.5852	NPC143516
Remote Similarity	0.5852	NPC256288
Remote Similarity	0.5846	NPC471319
Remote Similarity	0.5846	NPC471320
Remote Similarity	0.5844	NPC325599
Remote Similarity	0.5843	NPC36495
Remote Similarity	0.5838	NPC136441
Remote Similarity	0.5833	NPC54981
Remote Similarity	0.5829	NPC40530
Remote Similarity	0.5829	NPC314281
Remote Similarity	0.5828	NPC122106
Remote Similarity	0.5824	NPC63047
Remote Similarity	0.5824	NPC475248
Remote Similarity	0.5819	NPC2933
Remote Similarity	0.5814	NPC476483
Remote Similarity	0.5809	NPC474804
Remote Similarity	0.5809	NPC130898
Remote Similarity	0.5809	NPC474973
Remote Similarity	0.5808	NPC225319
Remote Similarity	0.5806	NPC229477
Remote Similarity	0.5806	NPC122553
Remote Similarity	0.5805	NPC473380
Remote Similarity	0.5805	NPC240088
Remote Similarity	0.5804	NPC313449
Remote Similarity	0.5799	NPC471130
Remote Similarity	0.5793	NPC316582
Remote Similarity	0.5789	NPC472118
Remote Similarity	0.5787	NPC476341
Remote Similarity	0.5787	NPC259626
Remote Similarity	0.5778	NPC469974
Remote Similarity	0.5775	NPC143156
Remote Similarity	0.5774	NPC230942
Remote Similarity	0.5774	NPC315498
Remote Similarity	0.5769	NPC108339
Remote Similarity	0.5769	NPC65408
Remote Similarity	0.5767	NPC206592
Remote Similarity	0.5765	NPC214960
Remote Similarity	0.5765	NPC279527
Remote Similarity	0.5764	NPC228515
Remote Similarity	0.5762	NPC9856
Remote Similarity	0.5762	NPC187231
Remote Similarity	0.5759	NPC285192
Remote Similarity	0.5754	NPC473615
Remote Similarity	0.5741	NPC114209
Remote Similarity	0.5741	NPC321617
Remote Similarity	0.574	NPC113056
Remote Similarity	0.574	NPC138293
Remote Similarity	0.5739	NPC91179
Remote Similarity	0.5739	NPC286994
Remote Similarity	0.5732	NPC243162
Remote Similarity	0.5731	NPC33507
Remote Similarity	0.5725	NPC473676
Remote Similarity	0.5723	NPC469536
Remote Similarity	0.5723	NPC473743
Remote Similarity	0.5722	NPC229484
Remote Similarity	0.5714	NPC265605
Remote Similarity	0.5714	NPC474058
Remote Similarity	0.5714	NPC313352
Remote Similarity	0.5714	NPC184437
Remote Similarity	0.5714	NPC48564
Remote Similarity	0.5714	NPC182570
Remote Similarity	0.5706	NPC2165
Remote Similarity	0.5706	NPC195507
Remote Similarity	0.5703	NPC78154
Remote Similarity	0.5697	NPC478076
Remote Similarity	0.5696	NPC104483
Remote Similarity	0.5695	NPC150863
Remote Similarity	0.5692	NPC322040
Remote Similarity	0.5691	NPC292675
Remote Similarity	0.569	NPC248862
Remote Similarity	0.5689	NPC469428
Remote Similarity	0.5689	NPC61013
Remote Similarity	0.5687	NPC20144
Remote Similarity	0.5682	NPC472258
Remote Similarity	0.568	NPC88970
Remote Similarity	0.568	NPC470203

Drug Structure

NPD3080 OpenBabel08211702562D 25 28 0 0 1 0 0 0 0 0999 V2000 -1.2357 2.6660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4517 -1.4562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2967 2.4664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5758 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5758 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7444 1.7367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7444 -0.1833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2118 0.4406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7996 -0.3684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7870 -0.4107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5496 -1.4604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9155 -1.1192 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.2607 0.1316 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2118 -1.1774 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9130 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9130 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2967 -0.9130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5643 0.7767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2357 -1.1126 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2607 -0.8684 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.5533 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 0.3457 -1.6265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5243 0.7767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2587 -1.3298 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 9 1 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 8 1 1 0 0 0 13 20 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 3 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012206
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9929033
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.19
ALogP	-1.138
MLogP	2.78
XLogP	3.324
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	59.38
RO5 Violation	0