NPASS drugs

Drug Information

Drug ID:	NPD2492
Drug Name:	Piperine
Molecular Formula:	C17H19NO3
Canonical SMILES:	O=C(N1CCCCC1)/C=C/C=C/c1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+
Standard InCHIKey:	MXXWOMGUGJBKIW-YPCIICBESA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2492

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	155
0.1-0.2	1148
0.2-0.3	4607
0.3-0.4	8602
0.4-0.5	3708
0.5-0.6	9013
0.6-0.7	3214
0.7-0.8	391
0.8-0.85	15
0.85-0.9	8
0.9-0.95	16
0.95-1	13

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
High Similarity	1.0	NPC136330
High Similarity	1.0	NPC230698
High Similarity	1.0	NPC73883
High Similarity	1.0	NPC196609
High Similarity	1.0	NPC277042
High Similarity	1.0	NPC255817
High Similarity	1.0	NPC205178
High Similarity	1.0	NPC251454
High Similarity	0.9922	NPC99078
High Similarity	0.9921	NPC167096
High Similarity	0.9845	NPC252107
High Similarity	0.9845	NPC220923
High Similarity	0.9845	NPC470707
High Similarity	0.9462	NPC103947
High Similarity	0.9462	NPC94280
High Similarity	0.9462	NPC45783
High Similarity	0.9462	NPC159150
High Similarity	0.9462	NPC193673
High Similarity	0.9462	NPC328419
High Similarity	0.9389	NPC96406
High Similarity	0.9389	NPC180647
High Similarity	0.9318	NPC145446
High Similarity	0.9318	NPC137172
High Similarity	0.9308	NPC217574
High Similarity	0.9248	NPC95366
High Similarity	0.9248	NPC225745
High Similarity	0.9248	NPC248505
High Similarity	0.9173	NPC469808
High Similarity	0.9015	NPC318862
High Similarity	0.8881	NPC471073
High Similarity	0.8881	NPC270811
High Similarity	0.8824	NPC194359
High Similarity	0.8824	NPC28641
High Similarity	0.8759	NPC231572
High Similarity	0.8714	NPC244338
High Similarity	0.8521	NPC469978
High Similarity	0.8503	NPC169742
Intermediate Similarity	0.8345	NPC416184
Intermediate Similarity	0.8311	NPC470708
Intermediate Similarity	0.8288	NPC470088
Intermediate Similarity	0.8286	NPC113236
Intermediate Similarity	0.8286	NPC214036
Intermediate Similarity	0.8235	NPC231198
Intermediate Similarity	0.8214	NPC7018
Intermediate Similarity	0.8168	NPC69670
Intermediate Similarity	0.8108	NPC223125
Intermediate Similarity	0.8077	NPC111225
Intermediate Similarity	0.806	NPC256167
Intermediate Similarity	0.8043	NPC470706
Intermediate Similarity	0.8015	NPC199209
Intermediate Similarity	0.8015	NPC212643
Intermediate Similarity	0.8	NPC223124
Intermediate Similarity	0.7985	NPC114845
Intermediate Similarity	0.7974	NPC106786
Intermediate Similarity	0.7973	NPC475959
Intermediate Similarity	0.7956	NPC251466
Intermediate Similarity	0.7956	NPC218323
Intermediate Similarity	0.7935	NPC59567
Intermediate Similarity	0.7929	NPC118419
Intermediate Similarity	0.7899	NPC172403
Intermediate Similarity	0.7895	NPC57501
Intermediate Similarity	0.7883	NPC71105
Intermediate Similarity	0.7883	NPC152186
Intermediate Similarity	0.7883	NPC182147
Intermediate Similarity	0.7883	NPC170583
Intermediate Similarity	0.7883	NPC207541
Intermediate Similarity	0.7883	NPC246133
Intermediate Similarity	0.7848	NPC241055
Intermediate Similarity	0.7842	NPC469977
Intermediate Similarity	0.7826	NPC156944
Intermediate Similarity	0.7817	NPC473463
Intermediate Similarity	0.7812	NPC127326
Intermediate Similarity	0.781	NPC300955
Intermediate Similarity	0.7786	NPC160193
Intermediate Similarity	0.777	NPC157740
Intermediate Similarity	0.777	NPC191302
Intermediate Similarity	0.777	NPC64948
Intermediate Similarity	0.777	NPC41331
Intermediate Similarity	0.777	NPC291449
Intermediate Similarity	0.777	NPC99798
Intermediate Similarity	0.7763	NPC148898
Intermediate Similarity	0.7762	NPC11147
Intermediate Similarity	0.7752	NPC31279
Intermediate Similarity	0.7721	NPC193484
Intermediate Similarity	0.7714	NPC147247
Intermediate Similarity	0.7714	NPC246974
Intermediate Similarity	0.7697	NPC119669
Intermediate Similarity	0.7692	NPC284855
Intermediate Similarity	0.7692	NPC282477
Intermediate Similarity	0.7662	NPC41178
Intermediate Similarity	0.7662	NPC76079
Intermediate Similarity	0.7662	NPC78733
Intermediate Similarity	0.7662	NPC93593
Intermediate Similarity	0.7662	NPC138487
Intermediate Similarity	0.7662	NPC216459
Intermediate Similarity	0.7658	NPC306669
Intermediate Similarity	0.7658	NPC168409
Intermediate Similarity	0.7655	NPC193528
Intermediate Similarity	0.7651	NPC145304
Intermediate Similarity	0.7647	NPC233029
Intermediate Similarity	0.7647	NPC210148
Intermediate Similarity	0.7626	NPC85830
Intermediate Similarity	0.7622	NPC266425
Intermediate Similarity	0.7616	NPC37144
Intermediate Similarity	0.7616	NPC59907
Intermediate Similarity	0.7613	NPC31311
Intermediate Similarity	0.7613	NPC234392
Intermediate Similarity	0.7613	NPC146288
Intermediate Similarity	0.7605	NPC471650
Intermediate Similarity	0.759	NPC116007
Intermediate Similarity	0.7582	NPC476579
Intermediate Similarity	0.7582	NPC474852
Intermediate Similarity	0.7574	NPC344161
Intermediate Similarity	0.7556	NPC277460
Intermediate Similarity	0.7551	NPC314682
Intermediate Similarity	0.7537	NPC268317
Intermediate Similarity	0.7536	NPC298486
Intermediate Similarity	0.7534	NPC254610
Intermediate Similarity	0.7517	NPC475828
Intermediate Similarity	0.7516	NPC329640
Intermediate Similarity	0.75	NPC477259
Intermediate Similarity	0.75	NPC169387
Intermediate Similarity	0.75	NPC213206
Intermediate Similarity	0.75	NPC328750
Intermediate Similarity	0.75	NPC474915
Intermediate Similarity	0.75	NPC188163
Intermediate Similarity	0.7485	NPC83511
Intermediate Similarity	0.7485	NPC4669
Intermediate Similarity	0.7483	NPC477694
Intermediate Similarity	0.7483	NPC477705
Intermediate Similarity	0.7481	NPC280001
Intermediate Similarity	0.7481	NPC185738
Intermediate Similarity	0.7481	NPC179309
Intermediate Similarity	0.7468	NPC215829
Intermediate Similarity	0.7468	NPC306902
Intermediate Similarity	0.7468	NPC85747
Intermediate Similarity	0.7468	NPC97072
Intermediate Similarity	0.7468	NPC160298
Intermediate Similarity	0.7468	NPC266753
Intermediate Similarity	0.7468	NPC477559
Intermediate Similarity	0.7468	NPC8337
Intermediate Similarity	0.7468	NPC232924
Intermediate Similarity	0.7464	NPC80241
Intermediate Similarity	0.7464	NPC301641
Intermediate Similarity	0.7451	NPC211296
Intermediate Similarity	0.7434	NPC95075
Intermediate Similarity	0.7434	NPC253883
Intermediate Similarity	0.7434	NPC90844
Intermediate Similarity	0.7431	NPC477706
Intermediate Similarity	0.7425	NPC102760
Intermediate Similarity	0.7423	NPC303581
Intermediate Similarity	0.7423	NPC67978
Intermediate Similarity	0.7419	NPC476580
Intermediate Similarity	0.7417	NPC130926
Intermediate Similarity	0.7407	NPC86469
Intermediate Similarity	0.7405	NPC118804
Intermediate Similarity	0.7405	NPC477080
Intermediate Similarity	0.7405	NPC111485
Intermediate Similarity	0.7394	NPC286683
Intermediate Similarity	0.7391	NPC471877
Intermediate Similarity	0.7388	NPC294941
Intermediate Similarity	0.7379	NPC160692
Intermediate Similarity	0.7376	NPC120066
Intermediate Similarity	0.7358	NPC26353
Intermediate Similarity	0.7358	NPC135006
Intermediate Similarity	0.7357	NPC249788
Intermediate Similarity	0.7353	NPC33271
Intermediate Similarity	0.7353	NPC120075
Intermediate Similarity	0.7347	NPC42793
Intermediate Similarity	0.7347	NPC131204
Intermediate Similarity	0.7347	NPC301050
Intermediate Similarity	0.7347	NPC307682
Intermediate Similarity	0.7347	NPC231884
Intermediate Similarity	0.7347	NPC167944
Intermediate Similarity	0.7346	NPC474324
Intermediate Similarity	0.7346	NPC57812
Intermediate Similarity	0.7338	NPC469540
Intermediate Similarity	0.7338	NPC219162
Intermediate Similarity	0.7338	NPC469539
Intermediate Similarity	0.7333	NPC181905
Intermediate Similarity	0.7333	NPC138438
Intermediate Similarity	0.7333	NPC308267
Intermediate Similarity	0.7333	NPC908
Intermediate Similarity	0.7329	NPC276944
Intermediate Similarity	0.7329	NPC232514
Intermediate Similarity	0.7329	NPC35345
Intermediate Similarity	0.7329	NPC238530
Intermediate Similarity	0.7329	NPC225774
Intermediate Similarity	0.7324	NPC301713
Intermediate Similarity	0.7315	NPC226005
Intermediate Similarity	0.7305	NPC27887
Intermediate Similarity	0.7303	NPC185838
Intermediate Similarity	0.7301	NPC475845
Intermediate Similarity	0.7297	NPC253429
Intermediate Similarity	0.7297	NPC230968
Intermediate Similarity	0.7297	NPC102260
Intermediate Similarity	0.7292	NPC200555
Intermediate Similarity	0.7292	NPC476748
Intermediate Similarity	0.7292	NPC196026
Intermediate Similarity	0.7285	NPC136860

Drug Structure

NPD2492 OpenBabel08211702172D 21 23 0 0 0 0 0 0 0 0999 V2000 7.0132 -3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 -1.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 0.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 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 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 1 0 0 0 0 2 6 2 0 0 0 0 3 7 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 17 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 16 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014176
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	638024
ChEBI
CAS Number

Drug Properties

Molecular Weight	285.14
ALogP	-0.9494
MLogP	2.89
XLogP	3.167
HDA	2
HBD	0
Rotatable Bonds	4
TPSA	38.77
RO5 Violation	0