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 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2492

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	100873
0.1-0.2	105209
0.2-0.3	4841
0.3-0.4	578
0.4-0.5	106
0.5-0.6	44
0.6-0.7	19
0.7-0.8	38
0.8-0.85	0
0.85-0.9	2
0.9-0.95	10
0.95-1	9

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC118885
High Similarity	1.0	NPC255817
High Similarity	1.0	NPC136330
High Similarity	1.0	NPC277042
High Similarity	1.0	NPC302519
High Similarity	1.0	NPC611702
High Similarity	0.9778	NPC94280
High Similarity	0.9778	NPC172020
High Similarity	0.9778	NPC605510
High Similarity	0.9167	NPC205178
High Similarity	0.9167	NPC227218
High Similarity	0.9167	NPC138723
High Similarity	0.9167	NPC108221
High Similarity	0.9167	NPC137367
High Similarity	0.9167	NPC286253
High Similarity	0.9167	NPC235963
High Similarity	0.9167	NPC188183
High Similarity	0.9167	NPC582499
High Similarity	0.9167	NPC610772
High Similarity	0.8958	NPC95889
High Similarity	0.8958	NPC536250
Intermediate Similarity	0.7778	NPC73883
Intermediate Similarity	0.7778	NPC251454
Intermediate Similarity	0.7778	NPC3910
Intermediate Similarity	0.7778	NPC566277
Intermediate Similarity	0.7778	NPC606683
Intermediate Similarity	0.7593	NPC103947
Intermediate Similarity	0.7593	NPC45783
Intermediate Similarity	0.7593	NPC592643
Intermediate Similarity	0.7593	NPC609510
Intermediate Similarity	0.7551	NPC167096
Intermediate Similarity	0.7551	NPC534307
Intermediate Similarity	0.7551	NPC602935
Intermediate Similarity	0.7551	NPC605721
Intermediate Similarity	0.7547	NPC186694
Intermediate Similarity	0.7547	NPC568510
Intermediate Similarity	0.7358	NPC159150
Intermediate Similarity	0.7358	NPC555900
Intermediate Similarity	0.7358	NPC607053
Intermediate Similarity	0.7347	NPC217574
Intermediate Similarity	0.7347	NPC521210
Intermediate Similarity	0.7321	NPC283550
Intermediate Similarity	0.7321	NPC220923
Intermediate Similarity	0.7321	NPC285596
Intermediate Similarity	0.7321	NPC171872
Intermediate Similarity	0.7321	NPC196609
Intermediate Similarity	0.7321	NPC33991
Intermediate Similarity	0.7321	NPC566528
Intermediate Similarity	0.7143	NPC328419
Intermediate Similarity	0.7143	NPC576736
Intermediate Similarity	0.7091	NPC230698
Intermediate Similarity	0.7091	NPC99078
Intermediate Similarity	0.7091	NPC96406
Intermediate Similarity	0.7091	NPC254694
Intermediate Similarity	0.7091	NPC100163
Intermediate Similarity	0.7091	NPC498045
Intermediate Similarity	0.7091	NPC562544
Intermediate Similarity	0.7091	NPC589025
Intermediate Similarity	0.7091	NPC603553
Remote Similarity	0.6909	NPC193673
Remote Similarity	0.6909	NPC522309
Remote Similarity	0.6909	NPC607316
Remote Similarity	0.6875	NPC534786
Remote Similarity	0.6719	NPC91051
Remote Similarity	0.6415	NPC470707
Remote Similarity	0.6415	NPC493392
Remote Similarity	0.6154	NPC82704
Remote Similarity	0.614	NPC194359
Remote Similarity	0.614	NPC28641
Remote Similarity	0.614	NPC180647
Remote Similarity	0.614	NPC225745
Remote Similarity	0.614	NPC518237
Remote Similarity	0.614	NPC520488
Remote Similarity	0.614	NPC521333
Remote Similarity	0.614	NPC588843
Remote Similarity	0.614	NPC602427
Remote Similarity	0.6034	NPC281915
Remote Similarity	0.6034	NPC531724
Remote Similarity	0.5862	NPC145446
Remote Similarity	0.5862	NPC137172
Remote Similarity	0.5862	NPC563669
Remote Similarity	0.5797	NPC76268
Remote Similarity	0.5789	NPC252107
Remote Similarity	0.5789	NPC492193
Remote Similarity	0.5714	NPC268375
Remote Similarity	0.5667	NPC318862
Remote Similarity	0.5667	NPC194469
Remote Similarity	0.5667	NPC540872
Remote Similarity	0.5645	NPC95366
Remote Similarity	0.5645	NPC583868
Remote Similarity	0.5614	NPC566614
Remote Similarity	0.5556	NPC199209
Remote Similarity	0.5556	NPC584348
Remote Similarity	0.5439	NPC469808
Remote Similarity	0.5439	NPC577203
Remote Similarity	0.5417	NPC11350
Remote Similarity	0.5417	NPC127326
Remote Similarity	0.5417	NPC287170
Remote Similarity	0.5417	NPC556276
Remote Similarity	0.537	NPC292370
Remote Similarity	0.537	NPC273416
Remote Similarity	0.537	NPC532704
Remote Similarity	0.537	NPC549402
Remote Similarity	0.5357	NPC512957
Remote Similarity	0.5357	NPC561926
Remote Similarity	0.5357	NPC578231
Remote Similarity	0.5357	NPC593170
Remote Similarity	0.5333	NPC248505
Remote Similarity	0.5333	NPC571604
Remote Similarity	0.5323	NPC251466
Remote Similarity	0.5263	NPC266744
Remote Similarity	0.52	NPC111225
Remote Similarity	0.52	NPC539314
Remote Similarity	0.5167	NPC304010
Remote Similarity	0.5161	NPC497160
Remote Similarity	0.5161	NPC526588
Remote Similarity	0.5147	NPC194266
Remote Similarity	0.5147	NPC305799
Remote Similarity	0.5082	NPC182147
Remote Similarity	0.5082	NPC207541
Remote Similarity	0.5082	NPC246133
Remote Similarity	0.5079	NPC135155

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