NPASS drugs

Drug Information

Drug ID:	NPD3004
Drug Name:
Molecular Formula:	C18H22N2O2
Canonical SMILES:	CCC(C(=O)c1onc(c1)c1ccccc1)CN1CCCC1
Standard InCHI:	InChI=1S/C18H22N2O2/c1-2-14(13-20-10-6-7-11-20)18(21)17-12-16(19-22-17)15-8-4-3-5-9-15/h3-5,8-9,12,14H,2,6-7,10-11,13H2,1H3
Standard InCHIKey:	GUASCDJSZHYNGR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3004

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	276
0.1-0.2	1841
0.2-0.3	8094
0.3-0.4	5673
0.4-0.5	11365
0.5-0.6	3061
0.6-0.7	578
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	0.7267	NPC264400
Intermediate Similarity	0.7258	NPC282103
Remote Similarity	0.685	NPC134848
Remote Similarity	0.6842	NPC276657
Remote Similarity	0.6829	NPC12344
Remote Similarity	0.6829	NPC219087
Remote Similarity	0.6806	NPC295158
Remote Similarity	0.6804	NPC138370
Remote Similarity	0.6759	NPC102593
Remote Similarity	0.6759	NPC196718
Remote Similarity	0.6758	NPC242116
Remote Similarity	0.6754	NPC46895
Remote Similarity	0.6738	NPC303225
Remote Similarity	0.6736	NPC278434
Remote Similarity	0.6735	NPC267343
Remote Similarity	0.6717	NPC90229
Remote Similarity	0.6686	NPC472243
Remote Similarity	0.6684	NPC61011
Remote Similarity	0.6683	NPC472284
Remote Similarity	0.6667	NPC183777
Remote Similarity	0.6667	NPC154339
Remote Similarity	0.6667	NPC53344
Remote Similarity	0.6651	NPC478078
Remote Similarity	0.6651	NPC322064
Remote Similarity	0.665	NPC81535
Remote Similarity	0.6634	NPC171787
Remote Similarity	0.6629	NPC144691
Remote Similarity	0.6615	NPC243058
Remote Similarity	0.6614	NPC84347
Remote Similarity	0.6612	NPC27904
Remote Similarity	0.6606	NPC101350
Remote Similarity	0.66	NPC474916
Remote Similarity	0.6598	NPC194040
Remote Similarity	0.6597	NPC73994
Remote Similarity	0.6591	NPC472242
Remote Similarity	0.6587	NPC472098
Remote Similarity	0.6587	NPC110182
Remote Similarity	0.658	NPC203635
Remote Similarity	0.6579	NPC83774
Remote Similarity	0.6576	NPC476231
Remote Similarity	0.6576	NPC177404
Remote Similarity	0.6573	NPC237649
Remote Similarity	0.6573	NPC300596
Remote Similarity	0.6569	NPC472259
Remote Similarity	0.6561	NPC235685
Remote Similarity	0.6557	NPC74360
Remote Similarity	0.6555	NPC207866
Remote Similarity	0.6552	NPC143977
Remote Similarity	0.6552	NPC471574
Remote Similarity	0.6548	NPC280807
Remote Similarity	0.6548	NPC314431
Remote Similarity	0.6546	NPC241025
Remote Similarity	0.6544	NPC194740
Remote Similarity	0.6541	NPC204867
Remote Similarity	0.654	NPC27041
Remote Similarity	0.6537	NPC472287
Remote Similarity	0.6537	NPC472286
Remote Similarity	0.6535	NPC121327
Remote Similarity	0.6533	NPC276517
Remote Similarity	0.6531	NPC183805
Remote Similarity	0.653	NPC207686
Remote Similarity	0.6526	NPC471743
Remote Similarity	0.6526	NPC323969
Remote Similarity	0.6522	NPC93653
Remote Similarity	0.6515	NPC67551
Remote Similarity	0.6515	NPC56170
Remote Similarity	0.6514	NPC472241
Remote Similarity	0.6513	NPC90415
Remote Similarity	0.6509	NPC264285
Remote Similarity	0.6507	NPC264176
Remote Similarity	0.6502	NPC471944
Remote Similarity	0.65	NPC472293
Remote Similarity	0.65	NPC472116
Remote Similarity	0.6493	NPC152768
Remote Similarity	0.6493	NPC148183
Remote Similarity	0.6492	NPC284775
Remote Similarity	0.649	NPC309845
Remote Similarity	0.649	NPC471304
Remote Similarity	0.6489	NPC471943
Remote Similarity	0.648	NPC206186
Remote Similarity	0.6479	NPC269270
Remote Similarity	0.6471	NPC295898
Remote Similarity	0.6471	NPC114637
Remote Similarity	0.6468	NPC227582
Remote Similarity	0.6468	NPC471762
Remote Similarity	0.6468	NPC473814
Remote Similarity	0.6468	NPC78767
Remote Similarity	0.6465	NPC220851
Remote Similarity	0.6459	NPC146418
Remote Similarity	0.6452	NPC189116
Remote Similarity	0.645	NPC93390
Remote Similarity	0.6449	NPC14686
Remote Similarity	0.6447	NPC221873
Remote Similarity	0.6441	NPC136002
Remote Similarity	0.6436	NPC44161
Remote Similarity	0.6435	NPC122436
Remote Similarity	0.6432	NPC178858
Remote Similarity	0.6432	NPC472292
Remote Similarity	0.6429	NPC473493
Remote Similarity	0.6425	NPC270918
Remote Similarity	0.6422	NPC157931
Remote Similarity	0.6417	NPC299582
Remote Similarity	0.6415	NPC330009
Remote Similarity	0.6415	NPC469928
Remote Similarity	0.6413	NPC470022
Remote Similarity	0.641	NPC258480
Remote Similarity	0.6406	NPC471615
Remote Similarity	0.6406	NPC474081
Remote Similarity	0.6406	NPC219848
Remote Similarity	0.6404	NPC472296
Remote Similarity	0.6404	NPC74413
Remote Similarity	0.6404	NPC472297
Remote Similarity	0.64	NPC472210
Remote Similarity	0.64	NPC81802
Remote Similarity	0.64	NPC269886
Remote Similarity	0.64	NPC472295
Remote Similarity	0.64	NPC247735
Remote Similarity	0.6398	NPC214106
Remote Similarity	0.6393	NPC66777
Remote Similarity	0.6392	NPC28368
Remote Similarity	0.6391	NPC150863
Remote Similarity	0.6389	NPC16352
Remote Similarity	0.6387	NPC470548
Remote Similarity	0.6385	NPC305984
Remote Similarity	0.6382	NPC476460
Remote Similarity	0.6381	NPC23294
Remote Similarity	0.638	NPC473186
Remote Similarity	0.6377	NPC82053
Remote Similarity	0.6373	NPC252338
Remote Similarity	0.6373	NPC475761
Remote Similarity	0.6373	NPC256268
Remote Similarity	0.6372	NPC472099
Remote Similarity	0.6364	NPC265100
Remote Similarity	0.6364	NPC61038
Remote Similarity	0.6355	NPC473041
Remote Similarity	0.6355	NPC306376
Remote Similarity	0.6355	NPC96321
Remote Similarity	0.6355	NPC303658
Remote Similarity	0.6354	NPC475607
Remote Similarity	0.6353	NPC472245
Remote Similarity	0.6352	NPC478083
Remote Similarity	0.6351	NPC329631
Remote Similarity	0.6347	NPC257851
Remote Similarity	0.6346	NPC193238
Remote Similarity	0.6346	NPC243850
Remote Similarity	0.6346	NPC4687
Remote Similarity	0.6346	NPC249583
Remote Similarity	0.6345	NPC150308
Remote Similarity	0.634	NPC39822
Remote Similarity	0.634	NPC475685
Remote Similarity	0.634	NPC85613
Remote Similarity	0.6339	NPC26872
Remote Similarity	0.6338	NPC85702
Remote Similarity	0.6338	NPC62995
Remote Similarity	0.6333	NPC470020
Remote Similarity	0.6333	NPC303951
Remote Similarity	0.6333	NPC269367
Remote Similarity	0.6333	NPC85273
Remote Similarity	0.6332	NPC144381
Remote Similarity	0.633	NPC115232
Remote Similarity	0.6327	NPC472119
Remote Similarity	0.6327	NPC477003
Remote Similarity	0.6324	NPC280714
Remote Similarity	0.6323	NPC39370
Remote Similarity	0.6321	NPC234987
Remote Similarity	0.6321	NPC74562
Remote Similarity	0.6321	NPC316181
Remote Similarity	0.6321	NPC151781
Remote Similarity	0.6318	NPC45850
Remote Similarity	0.6318	NPC246381
Remote Similarity	0.6316	NPC39679
Remote Similarity	0.6311	NPC260900
Remote Similarity	0.631	NPC191863
Remote Similarity	0.631	NPC199737
Remote Similarity	0.631	NPC289776
Remote Similarity	0.631	NPC133470
Remote Similarity	0.6308	NPC288305
Remote Similarity	0.6308	NPC472285
Remote Similarity	0.6308	NPC270301
Remote Similarity	0.6307	NPC315051
Remote Similarity	0.6305	NPC74153
Remote Similarity	0.6305	NPC470021
Remote Similarity	0.6304	NPC91868
Remote Similarity	0.6304	NPC63971
Remote Similarity	0.6303	NPC9894
Remote Similarity	0.6302	NPC475594
Remote Similarity	0.6302	NPC469529
Remote Similarity	0.63	NPC92803
Remote Similarity	0.6298	NPC300156
Remote Similarity	0.6298	NPC45190
Remote Similarity	0.6298	NPC175602
Remote Similarity	0.6295	NPC473187
Remote Similarity	0.6295	NPC477549
Remote Similarity	0.6293	NPC213308
Remote Similarity	0.6291	NPC237740
Remote Similarity	0.6287	NPC198401
Remote Similarity	0.6281	NPC473666
Remote Similarity	0.6281	NPC18890
Remote Similarity	0.628	NPC317572
Remote Similarity	0.6278	NPC141053

Drug Structure

NPD3004 OpenBabel08211702562D 22 24 0 0 1 0 0 0 0 0999 V2000 -0.6810 -0.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6756 -0.7520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 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 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5662 2.3820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6527 2.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4617 1.3875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9836 2.0456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.9487 1.7024 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 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 12 17 2 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 19 2 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 21 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014000
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132640
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.17
ALogP	-1.3273
MLogP	3
XLogP	4.496
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	46.34
RO5 Violation	0