NPASS drugs

Drug Information

Drug ID:	NPD2638
Drug Name:
Molecular Formula:	C17H25N3O2
Canonical SMILES:	OC(CN1CCCC1=O)CN1CCN(CC1)c1ccccc1
Standard InCHI:	InChI=1S/C17H25N3O2/c21-16(14-20-8-4-7-17(20)22)13-18-9-11-19(12-10-18)15-5-2-1-3-6-15/h1-3,5-6,16,21H,4,7-14H2
Standard InCHIKey:	AFBKGQPVUQUMRC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2638

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	83
0.1-0.2	1809
0.2-0.3	11226
0.3-0.4	12844
0.4-0.5	3375
0.5-0.6	1404
0.6-0.7	144
0.7-0.8	5
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	0.7391	NPC470301
Intermediate Similarity	0.7266	NPC22082
Intermediate Similarity	0.7266	NPC186284
Intermediate Similarity	0.719	NPC20322
Intermediate Similarity	0.7034	NPC75496
Remote Similarity	0.6975	NPC326792
Remote Similarity	0.6954	NPC309531
Remote Similarity	0.6954	NPC472102
Remote Similarity	0.6908	NPC472117
Remote Similarity	0.6908	NPC472101
Remote Similarity	0.6908	NPC472120
Remote Similarity	0.6818	NPC472106
Remote Similarity	0.6781	NPC324445
Remote Similarity	0.6777	NPC291610
Remote Similarity	0.6769	NPC31651
Remote Similarity	0.6761	NPC469560
Remote Similarity	0.6753	NPC328270
Remote Similarity	0.6716	NPC283130
Remote Similarity	0.6716	NPC328683
Remote Similarity	0.6714	NPC162417
Remote Similarity	0.6714	NPC316104
Remote Similarity	0.6713	NPC315051
Remote Similarity	0.6622	NPC212799
Remote Similarity	0.662	NPC471123
Remote Similarity	0.6617	NPC316582
Remote Similarity	0.6601	NPC113946
Remote Similarity	0.6601	NPC104345
Remote Similarity	0.66	NPC66936
Remote Similarity	0.6597	NPC130251
Remote Similarity	0.6552	NPC471164
Remote Similarity	0.6536	NPC29285
Remote Similarity	0.6522	NPC476950
Remote Similarity	0.6497	NPC471124
Remote Similarity	0.6471	NPC474082
Remote Similarity	0.6471	NPC175726
Remote Similarity	0.6466	NPC228515
Remote Similarity	0.6458	NPC122553
Remote Similarity	0.6452	NPC471122
Remote Similarity	0.6442	NPC475094
Remote Similarity	0.6429	NPC187231
Remote Similarity	0.642	NPC129624
Remote Similarity	0.641	NPC68650
Remote Similarity	0.641	NPC315368
Remote Similarity	0.6382	NPC154602
Remote Similarity	0.6375	NPC472118
Remote Similarity	0.637	NPC204156
Remote Similarity	0.6352	NPC214960
Remote Similarity	0.6352	NPC279527
Remote Similarity	0.6349	NPC313362
Remote Similarity	0.6331	NPC322433
Remote Similarity	0.6329	NPC138293
Remote Similarity	0.6329	NPC113056
Remote Similarity	0.6327	NPC301760
Remote Similarity	0.6324	NPC475915
Remote Similarity	0.632	NPC474430
Remote Similarity	0.6316	NPC473329
Remote Similarity	0.6306	NPC474058
Remote Similarity	0.6296	NPC226143
Remote Similarity	0.6296	NPC285622
Remote Similarity	0.6296	NPC177684
Remote Similarity	0.6296	NPC291962
Remote Similarity	0.6287	NPC470003
Remote Similarity	0.6282	NPC222029
Remote Similarity	0.6277	NPC252878
Remote Similarity	0.6275	NPC243756
Remote Similarity	0.6266	NPC176983
Remote Similarity	0.6258	NPC470548
Remote Similarity	0.625	NPC161956
Remote Similarity	0.625	NPC112373
Remote Similarity	0.625	NPC258531
Remote Similarity	0.625	NPC302169
Remote Similarity	0.625	NPC472115
Remote Similarity	0.625	NPC472114
Remote Similarity	0.6242	NPC469537
Remote Similarity	0.6242	NPC276085
Remote Similarity	0.6241	NPC469666
Remote Similarity	0.6235	NPC471648
Remote Similarity	0.6232	NPC254698
Remote Similarity	0.6232	NPC46427
Remote Similarity	0.6232	NPC6975
Remote Similarity	0.6228	NPC477159
Remote Similarity	0.6224	NPC207428
Remote Similarity	0.6222	NPC220698
Remote Similarity	0.622	NPC473418
Remote Similarity	0.6214	NPC250476
Remote Similarity	0.6212	NPC57051
Remote Similarity	0.6207	NPC229477
Remote Similarity	0.6205	NPC11149
Remote Similarity	0.6204	NPC202521
Remote Similarity	0.6196	NPC96901
Remote Similarity	0.6196	NPC214626
Remote Similarity	0.6196	NPC251212
Remote Similarity	0.6196	NPC139085
Remote Similarity	0.6194	NPC315276
Remote Similarity	0.6194	NPC14672
Remote Similarity	0.6194	NPC285926
Remote Similarity	0.619	NPC65408
Remote Similarity	0.6174	NPC134825
Remote Similarity	0.6164	NPC286871
Remote Similarity	0.6164	NPC267508
Remote Similarity	0.6143	NPC470343
Remote Similarity	0.6143	NPC472244
Remote Similarity	0.614	NPC307456
Remote Similarity	0.6131	NPC476990
Remote Similarity	0.6129	NPC285381
Remote Similarity	0.6127	NPC150863
Remote Similarity	0.6121	NPC476441
Remote Similarity	0.6119	NPC101139
Remote Similarity	0.6118	NPC264589
Remote Similarity	0.6118	NPC470440
Remote Similarity	0.6111	NPC53044
Remote Similarity	0.6108	NPC286994
Remote Similarity	0.6105	NPC128582
Remote Similarity	0.6101	NPC143457
Remote Similarity	0.609	NPC478076
Remote Similarity	0.6087	NPC257490
Remote Similarity	0.6084	NPC472245
Remote Similarity	0.6084	NPC14325
Remote Similarity	0.6084	NPC28848
Remote Similarity	0.6084	NPC314431
Remote Similarity	0.6084	NPC280807
Remote Similarity	0.6078	NPC254798
Remote Similarity	0.6069	NPC287401
Remote Similarity	0.6065	NPC314223
Remote Similarity	0.6062	NPC194881
Remote Similarity	0.6062	NPC85651
Remote Similarity	0.6054	NPC325599
Remote Similarity	0.6053	NPC470824
Remote Similarity	0.6048	NPC472258
Remote Similarity	0.6043	NPC39818
Remote Similarity	0.6042	NPC231382
Remote Similarity	0.604	NPC207554
Remote Similarity	0.6039	NPC109787
Remote Similarity	0.6038	NPC154478
Remote Similarity	0.6037	NPC355
Remote Similarity	0.6034	NPC15839
Remote Similarity	0.6026	NPC117032
Remote Similarity	0.6026	NPC122106
Remote Similarity	0.6023	NPC478077
Remote Similarity	0.6014	NPC287358
Remote Similarity	0.6014	NPC200964
Remote Similarity	0.6014	NPC209389
Remote Similarity	0.6013	NPC94167
Remote Similarity	0.6013	NPC84317
Remote Similarity	0.6013	NPC172937
Remote Similarity	0.6012	NPC33507
Remote Similarity	0.6012	NPC166169
Remote Similarity	0.6	NPC225319
Remote Similarity	0.6	NPC302235
Remote Similarity	0.5988	NPC260075
Remote Similarity	0.5987	NPC314186
Remote Similarity	0.5977	NPC473763
Remote Similarity	0.5977	NPC129909
Remote Similarity	0.5977	NPC117244
Remote Similarity	0.5972	NPC226662
Remote Similarity	0.5971	NPC314192
Remote Similarity	0.597	NPC296163
Remote Similarity	0.5966	NPC305602
Remote Similarity	0.5966	NPC17497
Remote Similarity	0.5965	NPC259626
Remote Similarity	0.5963	NPC476231
Remote Similarity	0.5962	NPC475763
Remote Similarity	0.5956	NPC313673
Remote Similarity	0.5956	NPC470544
Remote Similarity	0.5954	NPC284706
Remote Similarity	0.5954	NPC164802
Remote Similarity	0.5952	NPC131450
Remote Similarity	0.5952	NPC182057
Remote Similarity	0.5952	NPC147298
Remote Similarity	0.5952	NPC218594
Remote Similarity	0.5952	NPC99043
Remote Similarity	0.5951	NPC182131
Remote Similarity	0.5949	NPC474236
Remote Similarity	0.5944	NPC478079
Remote Similarity	0.5944	NPC319766
Remote Similarity	0.5938	NPC36495
Remote Similarity	0.5935	NPC476483
Remote Similarity	0.5935	NPC474974
Remote Similarity	0.5931	NPC130309
Remote Similarity	0.593	NPC311858
Remote Similarity	0.5923	NPC471447
Remote Similarity	0.5921	NPC308197
Remote Similarity	0.5921	NPC168750
Remote Similarity	0.5921	NPC471680
Remote Similarity	0.592	NPC105055
Remote Similarity	0.592	NPC22689
Remote Similarity	0.592	NPC473298
Remote Similarity	0.5918	NPC313352
Remote Similarity	0.5918	NPC248283
Remote Similarity	0.5917	NPC91179
Remote Similarity	0.5917	NPC15840
Remote Similarity	0.5915	NPC475248
Remote Similarity	0.5915	NPC63047
Remote Similarity	0.5912	NPC469536
Remote Similarity	0.5912	NPC470545
Remote Similarity	0.5912	NPC315257
Remote Similarity	0.5912	NPC192209
Remote Similarity	0.5909	NPC472100
Remote Similarity	0.5906	NPC2933
Remote Similarity	0.5904	NPC242269

Drug Structure

NPD2638 OpenBabel08211702172D 23 25 0 0 1 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 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -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 -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 1.7321 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 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 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 1.6637 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 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 8 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 17 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013720
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3035813
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.19
ALogP	-1.2911
MLogP	2.78
XLogP	1.197
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	47.02
RO5 Violation	0