NPASS Natural Product

Natural Product: NPC8817

Natural Product ID:	NPC8817
Common Name:	4'-Hydroxy Mycophenolic Acid
IUPAC Name:	(E,3S)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
Synonyms:	4'-Hydroxy Mycophenolic Acid
Molecular Formula:	C17H20O7
Standard InCHIKey:	OGJCZLOIKMTMKF-GXWOQWCDSA-N
Standard InCHI:	InChI=1S/C17H20O7/c1-8(12(18)6-13(19)20)4-5-10-15(21)14-11(7-24-17(14)22)9(2)16(10)23-3/h4,12,18,21H,5-7H2,1-3H3,(H,19,20)/b8-4+/t12-/m0/s1
Canonical SMILES:	COc1c(C/C=C(/[C@H](CC(=O)O)O)C)c(O)c2c(c1C)COC2=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
NPO33088	penicillium sp. sof07	Species	Aspergillaceae	Eukaryota				PMID[22464133]
NPO33263	eupenicillium parvum	Species	Aspergillaceae	Eukaryota				PMID[18991460]

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Biological Activity

Activity Type	# Activity
IC50	2

Activity Type	# Activity
Individual Protein	1
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		IC50	=	1100	nM	20696876
NPT2817	Individual Protein	Inosine-5'-monophosphate dehydrogenase 2	Homo sapiens	IC50	=	1790	nM	15711537

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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 NPC8817 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	988
0.2-0.3	2105
0.3-0.4	4310
0.4-0.5	7541
0.5-0.6	4640
0.6-0.7	4342
0.7-0.8	5194
0.8-0.85	1256
0.85-0.9	253
0.9-0.95	23
0.95-1	4

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Similarity Score	Similarity Level	Natural Product ID
0.8627	High Similarity	NPC40356
0.8627	High Similarity	NPC167903
0.8627	High Similarity	NPC470340
0.8627	High Similarity	NPC470338
0.8627	High Similarity	NPC154683

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 NPC8817 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	239
0.1-0.2	852
0.2-0.3	1781
0.3-0.4	2501
0.4-0.5	2036
0.5-0.6	1167
0.6-0.7	399
0.7-0.8	169
0.8-0.85	11
0.85-0.9	3
0.9-0.95	0
0.95-1	3

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6936	Remote Similarity	NPD3787	Discontinued
0.6937	Remote Similarity	NPD1471	Phase 3
0.6954	Remote Similarity	NPD4749	Approved
0.6957	Remote Similarity	NPD4360	Phase 2
0.6957	Remote Similarity	NPD4363	Phase 3

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Structure

NPC8817 OpenBabel07101719242D 24 25 0 0 1 0 0 0 0 0999 V2000 -5.8690 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0029 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7350 -0.5000 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 -5.8690 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7350 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6010 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 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 -7.6010 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6010 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4670 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 -1.0000 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 8 1 0 0 0 0 2 9 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 8 2 0 0 0 0 5 10 1 0 0 0 0 6 12 1 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 24 1 0 0 0 0 8 12 1 0 0 0 0 9 11 1 0 0 0 0 9 16 2 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 12 18 1 6 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	26196040
ChEMBL	CHEMBL584604
ZINC

Physicochemical Properties

Molecular Weight:	336.12
ALogP:	0.5701
MLogP:	2.56
XLogP:	0.324
# Rotatable Bonds:	12
Polar Surface Area:	113.29
# H-Bond Aceptor:	5
# H-Bond Donor:	3
# Rings:	2
# Heavy Atoms:	24

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