NPASS Natural Product

Natural Product: NPC1486

Natural Product ID:	NPC1486
Common Name:	2',4,4'-Trihydroxy-6'-Methoxy-3',5'-Diprenylchalcone
IUPAC Name:	(E)-1-[2,4-dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
Synonyms:	5'-prenylxanthohumol
Molecular Formula:	C26H30O5
Standard InCHIKey:	HOTYOZVURUOVTK-XNTDXEJSSA-N
Standard InCHI:	InChI=1S/C26H30O5/c1-16(2)6-13-20-24(29)21(14-7-17(3)4)26(31-5)23(25(20)30)22(28)15-10-18-8-11-19(27)12-9-18/h6-12,15,27,29-30H,13-14H2,1-5H3/b15-10+
Canonical SMILES:	COc1c(C(=O)/C=C/c2ccc(cc2)O)c(O)c(c(c1CC=C(C)C)O)CC=C(C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10783	Syncarpia hillii	Species	Myrtaceae	Eukaryota	UNPD*
NPO11848	Lemaireocereus griseus	Species	Cactaceae	Eukaryota	UNPD*
NPO12196	Buphane fischeri	NA	NA	NA	UNPD*
NPO12700	Diospyros eriantha	Species	Ebenaceae	Eukaryota	UNPD*
NPO12855	Alkanna cappadocica	Species	Boraginaceae	Eukaryota	UNPD*
NPO13030	Artemisia dentata	Species	Asteraceae	Eukaryota	UNPD*
NPO13281	Salvia hispanica	Species	Lamiaceae	Eukaryota	UNPD*
NPO13478	Scorzonera pseudodivaricata	Species	Asteraceae	Eukaryota	UNPD*
NPO13585	Rapanea lancifolia	Species	Primulaceae	Eukaryota	UNPD*
NPO13671	Ononis vaginalis	Species	Fabaceae	Eukaryota	UNPD*

Showing 1 to 10 of 24 entries

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Biological Activity

Activity Type	# Activity
IC50	1
Others	1

Activity Type	# Activity
Cell Line	1
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT165	Cell Line	HeLa	Homo sapiens	IC50	=	9700	nM	18611049
NPT2	Others	Unspecified		Activity	=	1.9		18611049

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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 NPC1486 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	233
0.1-0.2	1195
0.2-0.3	2375
0.3-0.4	5893
0.4-0.5	7281
0.5-0.6	2394
0.6-0.7	4385
0.7-0.8	4119
0.8-0.85	1539
0.85-0.9	854
0.9-0.95	513
0.95-1	108

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Similarity Score	Similarity Level	Natural Product ID
0.9416	High Similarity	NPC167624
0.9416	High Similarity	NPC76338
0.9416	High Similarity	NPC220998
0.9416	High Similarity	NPC228504
0.9416	High Similarity	NPC227579

Showing 1 to 5 of 200 entries

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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 NPC1486 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	267
0.1-0.2	945
0.2-0.3	1298
0.3-0.4	2349
0.4-0.5	2236
0.5-0.6	1318
0.6-0.7	520
0.7-0.8	166
0.8-0.85	41
0.85-0.9	13
0.9-0.95	7
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7081	Intermediate Similarity	NPD6280	Approved
0.7083	Intermediate Similarity	NPD4749	Approved
0.7097	Intermediate Similarity	NPD3295	Clinical (unspecified phase)
0.7097	Intermediate Similarity	NPD3887	Approved
0.7104	Intermediate Similarity	NPD7584	Approved

Showing 1 to 5 of 200 entries

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Structure

CID1486 OpenBabel06191715322D 31 32 0 0 0 0 0 0 0 0999 V2000 0.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 0.0000 -2.0000 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 -1.7321 -0.0000 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 0.8660 -1.5000 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 17 1 0 0 0 0 5 31 1 0 0 0 0 6 13 1 0 0 0 0 6 16 2 0 0 0 0 7 14 1 0 0 0 0 7 17 2 0 0 0 0 8 11 1 0 0 0 0 8 18 2 0 0 0 0 9 12 2 0 0 0 0 9 18 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 24 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 22 28 2 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	23250008
ChEMBL	CHEMBL471777
ZINC

Physicochemical Properties

Molecular Weight:	422.21
ALogP:	2.4194
MLogP:	3.77
XLogP:	5.26
# Rotatable Bonds:	16
Polar Surface Area:	86.99
# H-Bond Aceptor:	1
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	31

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