NPASS Natural Product

Natural Product: NPC165483

Natural Product ID:	NPC165483
Common Name:	3-(3,4-Dihydroxy-Phenyl)-3-[(2R,3R)-2-(3,4-Dihydroxy-Phenyl)-3,5,7-Trihydroxy-Chroman-8-Yl]-Propionic Acid Methyl Ester
IUPAC Name:	methyl (3R)-3-(3,4-dihydroxyphenyl)-3-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]propanoate
Synonyms:
Molecular Formula:	C25H24O10
Standard InCHIKey:	QNAHIWNQXWCADO-KTICBNGHSA-N
Standard InCHI:	InChI=1S/C25H24O10/c1-34-22(33)9-13(11-2-4-15(26)18(29)6-11)23-20(31)10-17(28)14-8-21(32)24(35-25(14)23)12-3-5-16(27)19(30)7-12/h2-7,10,13,21,24,26-32H,8-9H2,1H3/t13-,21-,24-/m1/s1
Canonical SMILES:	COC(=O)C[C@@H](c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)c1ccc(c(c1)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO32903	antirhea acutata	Species	Rubiaceae	Eukaryota	Aerial parts			PMID[11412982]

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Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Others	2

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	29100	nM	18955526
NPT2	Others	Unspecified		IC50	=	16300	nM	18955526

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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 NPC165483 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	268
0.1-0.2	1031
0.2-0.3	2185
0.3-0.4	4575
0.4-0.5	7195
0.5-0.6	3885
0.6-0.7	3440
0.7-0.8	5219
0.8-0.85	2623
0.85-0.9	435
0.9-0.95	25
0.95-1	8

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Similarity Score	Similarity Level	Natural Product ID
0.8679	High Similarity	NPC108456
0.8679	High Similarity	NPC291508
0.8679	High Similarity	NPC27337
0.8679	High Similarity	NPC63454
0.8679	High Similarity	NPC222689

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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 NPC165483 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	271
0.1-0.2	819
0.2-0.3	1559
0.3-0.4	2477
0.4-0.5	1994
0.5-0.6	1134
0.6-0.7	659
0.7-0.8	194
0.8-0.85	44
0.85-0.9	9
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7117	Intermediate Similarity	NPD2346	Discontinued
0.7118	Intermediate Similarity	NPD6502	Phase 2
0.7124	Intermediate Similarity	NPD1091	Approved
0.7125	Intermediate Similarity	NPD447	Suspended
0.7126	Intermediate Similarity	NPD7446	Clinical (unspecified phase)

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Structure

NPC165483 OpenBabel07101719132D 35 38 0 0 1 0 0 0 0 0999 V2000 -3.4641 4.0000 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 2.5981 -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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 -0.0000 -2.0000 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 -2.5981 -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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 2 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 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 -1.7321 -2.0000 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 2.5981 1.5000 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 0.8660 -1.5000 0.0000 C 0 0 2 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 -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 2 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 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 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 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 34 1 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 5 2 0 0 0 0 3 12 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 11 2 0 0 0 0 6 18 1 0 0 0 0 7 12 2 0 0 0 0 7 19 1 0 0 0 0 8 14 1 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 17 2 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 13 9 1 6 0 0 0 13 23 1 0 0 0 0 14 17 1 0 0 0 0 14 25 2 0 0 0 0 15 18 2 0 0 0 0 15 26 1 0 0 0 0 16 19 2 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 23 2 0 0 0 0 20 31 1 0 0 0 0 21 24 1 0 0 0 0 21 32 1 6 0 0 0 22 33 2 0 0 0 0 22 34 1 0 0 0 0 23 25 1 0 0 0 0 24 12 1 6 0 0 0 24 35 1 0 0 0 0 25 35 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	11755072
ChEMBL	CHEMBL2304274
ZINC

Physicochemical Properties

Molecular Weight:	484.14
ALogP:	-3.4995
MLogP:	3.11
XLogP:	0.966
# Rotatable Bonds:	14
Polar Surface Area:	177.14
# H-Bond Aceptor:	3
# H-Bond Donor:	7
# Rings:	4
# Heavy Atoms:	35

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