NPASS Natural Product

Natural Product: NPC218530

Natural Product ID:	NPC218530
Common Name:	Dihydrocapsaicin
IUPAC Name:	N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnonanamide
Synonyms:	Dihydrocapsaicin
Molecular Formula:	C18H29NO3
Standard InCHIKey:	XJQPQKLURWNAAH-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C18H29NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h10-12,14,20H,4-9,13H2,1-3H3,(H,19,21)
Canonical SMILES:	COc1cc(CN=C(CCCCCCC(C)C)O)ccc1O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO16501	Capsicum annuum	Species	Solanaceae	Eukaryota	TM-MC*
NPO18790	Streptomyces roseofulvus	Species	Streptomycetaceae	Bacteria	UNPD*
NPO19468	Madia sativa	Species	Asteraceae	Eukaryota	UNPD*
NPO24552	Capsicum frutescens	Species	Solanaceae	Eukaryota	TCM_Taiwan*
NPO29545	Capsici fructus	NA	NA	NA	TCMSP*

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Biological Activity

Activity Type	# Activity
AC50	5
EC50	8
Others	1
Potency	60

Activity Type	# Activity
Individual Protein	43
Organism	1
Others	28
Protein Family	1
Protein-Protein Interaction	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		6513.1	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		23109.3	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	25118.9	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	12589.3	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	AC50	=	12589.25	nM	PubChem BioAssay data set
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	39810.7	nM	PubChem BioAssay data set
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	Potency	=	31622.8	nM	PubChem BioAssay data set
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	AC50	=	39810.72	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency		31622.8	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency		89125.1	nM	PubChem BioAssay data set

Showing 1 to 10 of 63 entries

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Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC218530 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	127
0.1-0.2	1012
0.2-0.3	3574
0.3-0.4	9315
0.4-0.5	3384
0.5-0.6	7701
0.6-0.7	4502
0.7-0.8	1150
0.8-0.85	91
0.85-0.9	22
0.9-0.95	4
0.95-1	7

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Similarity Score	Similarity Level	Natural Product ID
0.7778	Intermediate Similarity	NPC231705
0.7778	Intermediate Similarity	NPC211992
0.7778	Intermediate Similarity	NPC127389
0.7778	Intermediate Similarity	NPC37205
0.7786	Intermediate Similarity	NPC476570

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Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC218530 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	124
0.1-0.2	682
0.2-0.3	922
0.3-0.4	1926
0.4-0.5	2593
0.5-0.6	1844
0.6-0.7	871
0.7-0.8	190
0.8-0.85	4
0.85-0.9	2
0.9-0.95	0
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6993	Remote Similarity	NPD7258	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD950	Clinical (unspecified phase)
0.7006	Intermediate Similarity	NPD4210	Discontinued
0.7006	Intermediate Similarity	NPD4003	Phase 3
0.7007	Intermediate Similarity	NPD7157	Approved

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Structure

CID218530 OpenBabel06191716012D 22 22 0 0 0 0 0 0 0 0999 V2000 9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 -1.5000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -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 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 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 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 3 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	107982
ChEMBL	CHEMBL311158
ZINC

Physicochemical Properties

Molecular Weight:	307.21
ALogP:	-1.095
MLogP:	3
XLogP:	5.171
# Rotatable Bonds:	15
Polar Surface Area:	62.05
# H-Bond Aceptor:	2
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	22

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