NPASS drugs

Drug Information

Drug ID:	NPD1771
Drug Name:
Molecular Formula:	C15H22N2O3
Canonical SMILES:	CCCCOc1cc(ccc1OC)CC1CN=C(N1)O
Standard InCHI:	InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)
Standard InCHIKey:	PDMUULPVBYQBBK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1771

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	137
0.1-0.2	1179
0.2-0.3	7007
0.3-0.4	6309
0.4-0.5	5811
0.5-0.6	8252
0.6-0.7	2036
0.7-0.8	157
0.8-0.85	2
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	0.8333	NPC298486
Intermediate Similarity	0.8	NPC13397
Intermediate Similarity	0.7899	NPC120075
Intermediate Similarity	0.7872	NPC211992
Intermediate Similarity	0.7862	NPC471306
Intermediate Similarity	0.7862	NPC471321
Intermediate Similarity	0.7808	NPC262641
Intermediate Similarity	0.78	NPC253429
Intermediate Similarity	0.7762	NPC140359
Intermediate Similarity	0.7762	NPC13020
Intermediate Similarity	0.7736	NPC292003
Intermediate Similarity	0.7671	NPC291847
Intermediate Similarity	0.7669	NPC247251
Intermediate Similarity	0.7655	NPC320242
Intermediate Similarity	0.7613	NPC294249
Intermediate Similarity	0.7609	NPC26524
Intermediate Similarity	0.7603	NPC301713
Intermediate Similarity	0.7595	NPC60538
Intermediate Similarity	0.7595	NPC207824
Intermediate Similarity	0.7584	NPC97870
Intermediate Similarity	0.7584	NPC307123
Intermediate Similarity	0.7584	NPC247018
Intermediate Similarity	0.7551	NPC153990
Intermediate Similarity	0.7533	NPC160692
Intermediate Similarity	0.7532	NPC323204
Intermediate Similarity	0.7531	NPC37205
Intermediate Similarity	0.7531	NPC160931
Intermediate Similarity	0.7517	NPC329595
Intermediate Similarity	0.7517	NPC326599
Intermediate Similarity	0.75	NPC277669
Intermediate Similarity	0.75	NPC76213
Intermediate Similarity	0.7466	NPC105513
Intermediate Similarity	0.7464	NPC21890
Intermediate Similarity	0.7434	NPC11147
Intermediate Similarity	0.7434	NPC237227
Intermediate Similarity	0.7415	NPC136112
Intermediate Similarity	0.7415	NPC141739
Intermediate Similarity	0.7351	NPC130595
Intermediate Similarity	0.7351	NPC214869
Intermediate Similarity	0.7351	NPC118419
Intermediate Similarity	0.7351	NPC93882
Intermediate Similarity	0.7343	NPC85276
Intermediate Similarity	0.7342	NPC130926
Intermediate Similarity	0.7338	NPC193528
Intermediate Similarity	0.7329	NPC274026
Intermediate Similarity	0.7315	NPC172403
Intermediate Similarity	0.7308	NPC204546
Intermediate Similarity	0.7308	NPC66518
Intermediate Similarity	0.7305	NPC124433
Intermediate Similarity	0.7305	NPC475393
Intermediate Similarity	0.7305	NPC293871
Intermediate Similarity	0.7303	NPC313737
Intermediate Similarity	0.7303	NPC6854
Intermediate Similarity	0.7303	NPC285078
Intermediate Similarity	0.7301	NPC2295
Intermediate Similarity	0.7301	NPC477564
Intermediate Similarity	0.7285	NPC476570
Intermediate Similarity	0.7285	NPC114102
Intermediate Similarity	0.7267	NPC469977
Intermediate Similarity	0.7267	NPC155838
Intermediate Similarity	0.7255	NPC218530
Intermediate Similarity	0.7251	NPC108434
Intermediate Similarity	0.7251	NPC475215
Intermediate Similarity	0.725	NPC277857
Intermediate Similarity	0.725	NPC115144
Intermediate Similarity	0.7246	NPC97811
Intermediate Similarity	0.7244	NPC314682
Intermediate Similarity	0.7239	NPC82285
Intermediate Similarity	0.7239	NPC133011
Intermediate Similarity	0.7233	NPC185838
Intermediate Similarity	0.7226	NPC318591
Intermediate Similarity	0.7226	NPC231163
Intermediate Similarity	0.7219	NPC160193
Intermediate Similarity	0.7219	NPC195749
Intermediate Similarity	0.7219	NPC470706
Intermediate Similarity	0.7219	NPC52029
Intermediate Similarity	0.7219	NPC35961
Intermediate Similarity	0.7214	NPC55300
Intermediate Similarity	0.72	NPC157740
Intermediate Similarity	0.72	NPC191302
Intermediate Similarity	0.72	NPC99798
Intermediate Similarity	0.7197	NPC213206
Intermediate Similarity	0.7197	NPC188163
Intermediate Similarity	0.7197	NPC474915
Intermediate Similarity	0.7197	NPC328750
Intermediate Similarity	0.7193	NPC164608
Intermediate Similarity	0.7174	NPC258171
Intermediate Similarity	0.7171	NPC308885
Intermediate Similarity	0.7171	NPC255550
Intermediate Similarity	0.7163	NPC165646
Intermediate Similarity	0.7162	NPC328267
Intermediate Similarity	0.7161	NPC42793
Intermediate Similarity	0.7161	NPC231884
Intermediate Similarity	0.7161	NPC167944
Intermediate Similarity	0.7152	NPC187022
Intermediate Similarity	0.7152	NPC147247
Intermediate Similarity	0.7152	NPC246974
Intermediate Similarity	0.7152	NPC80129
Intermediate Similarity	0.7143	NPC179825
Intermediate Similarity	0.7143	NPC321505
Intermediate Similarity	0.7143	NPC191376
Intermediate Similarity	0.7143	NPC137685
Intermediate Similarity	0.7134	NPC203424
Intermediate Similarity	0.7134	NPC206372
Intermediate Similarity	0.7133	NPC236347
Intermediate Similarity	0.7133	NPC251466
Intermediate Similarity	0.7133	NPC323775
Intermediate Similarity	0.7133	NPC156944
Intermediate Similarity	0.7123	NPC263835
Intermediate Similarity	0.7115	NPC312770
Intermediate Similarity	0.7115	NPC204848
Intermediate Similarity	0.7115	NPC41473
Intermediate Similarity	0.7115	NPC160607
Intermediate Similarity	0.7115	NPC14600
Intermediate Similarity	0.7114	NPC300955
Intermediate Similarity	0.7108	NPC126519
Intermediate Similarity	0.7108	NPC203784
Intermediate Similarity	0.7108	NPC323443
Intermediate Similarity	0.7108	NPC180756
Intermediate Similarity	0.7108	NPC170503
Intermediate Similarity	0.7099	NPC147390
Intermediate Similarity	0.7099	NPC135538
Intermediate Similarity	0.7099	NPC476571
Intermediate Similarity	0.7099	NPC24233
Intermediate Similarity	0.7099	NPC246587
Intermediate Similarity	0.7099	NPC428
Intermediate Similarity	0.7086	NPC251571
Intermediate Similarity	0.7086	NPC291449
Intermediate Similarity	0.7086	NPC41331
Intermediate Similarity	0.7086	NPC186898
Intermediate Similarity	0.707	NPC299583
Intermediate Similarity	0.7067	NPC170583
Intermediate Similarity	0.7067	NPC246133
Intermediate Similarity	0.7067	NPC182147
Intermediate Similarity	0.7067	NPC207541
Intermediate Similarity	0.7067	NPC152186
Intermediate Similarity	0.7067	NPC71105
Intermediate Similarity	0.7062	NPC138083
Intermediate Similarity	0.7059	NPC284183
Intermediate Similarity	0.7059	NPC4138
Intermediate Similarity	0.7059	NPC121275
Intermediate Similarity	0.7051	NPC131204
Intermediate Similarity	0.7051	NPC301050
Intermediate Similarity	0.7037	NPC476151
Intermediate Similarity	0.703	NPC148898
Intermediate Similarity	0.7029	NPC42383
Intermediate Similarity	0.7029	NPC32064
Intermediate Similarity	0.7024	NPC59028
Intermediate Similarity	0.7024	NPC92191
Intermediate Similarity	0.7018	NPC81247
Intermediate Similarity	0.7018	NPC476573
Intermediate Similarity	0.7018	NPC124657
Intermediate Similarity	0.7018	NPC35627
Intermediate Similarity	0.7006	NPC247639
Intermediate Similarity	0.7006	NPC147091
Intermediate Similarity	0.7006	NPC25084
Intermediate Similarity	0.7	NPC128019
Intermediate Similarity	0.7	NPC476567
Intermediate Similarity	0.7	NPC136860
Remote Similarity	0.6994	NPC475959
Remote Similarity	0.6994	NPC109925
Remote Similarity	0.6994	NPC470935
Remote Similarity	0.6994	NPC471032
Remote Similarity	0.6987	NPC475828
Remote Similarity	0.6982	NPC158900
Remote Similarity	0.6975	NPC473934
Remote Similarity	0.6971	NPC181905
Remote Similarity	0.6964	NPC78359
Remote Similarity	0.6964	NPC315707
Remote Similarity	0.6964	NPC65490
Remote Similarity	0.6964	NPC40389
Remote Similarity	0.6964	NPC129603
Remote Similarity	0.6964	NPC148014
Remote Similarity	0.6959	NPC39103
Remote Similarity	0.6959	NPC2770
Remote Similarity	0.6959	NPC183262
Remote Similarity	0.6957	NPC292792
Remote Similarity	0.6951	NPC477565
Remote Similarity	0.6951	NPC103379
Remote Similarity	0.6943	NPC7018
Remote Similarity	0.6933	NPC51957
Remote Similarity	0.6933	NPC217277
Remote Similarity	0.6933	NPC16107
Remote Similarity	0.6933	NPC476144
Remote Similarity	0.6933	NPC210437
Remote Similarity	0.6933	NPC106295
Remote Similarity	0.6929	NPC227894
Remote Similarity	0.6928	NPC114124
Remote Similarity	0.6927	NPC276120
Remote Similarity	0.6923	NPC146422
Remote Similarity	0.6919	NPC86144
Remote Similarity	0.6919	NPC317272
Remote Similarity	0.6919	NPC304659
Remote Similarity	0.6919	NPC42549
Remote Similarity	0.6919	NPC250846
Remote Similarity	0.6919	NPC256012
Remote Similarity	0.6919	NPC268503
Remote Similarity	0.6919	NPC240841
Remote Similarity	0.6918	NPC83289
Remote Similarity	0.6918	NPC212850

Drug Structure

NPD1771 OpenBabel08211701082D 22 23 0 0 1 0 0 0 0 0999 V2000 6.9757 -3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 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 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 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 -1.6637 0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -0.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2514 1.4476 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 4 7 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 20 1 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004221; DNC001219
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5087
ChEBI
CAS Number

Drug Properties

Molecular Weight	278.16
ALogP	-0.9941
MLogP	2.56
XLogP	2.952
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	63.08
RO5 Violation	0