NPASS Natural Product

Natural Product: NPC22918

Natural Product ID:	NPC22918
Common Name:	(2R,3S,4R,5R,6S)-2-[[(1As,1Bs,2S,5Ar,6S,6As)-1A-(Hydroxymethyl)-6-Methoxy-2,5A,6,6A-Tetrahydro-1Bh-Oxireno[5,6]Cyclopenta[1,3-C]Pyran-2-Yl]Oxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol
IUPAC Name:	(2R,3S,4R,5R,6S)-2-[[(1aS,1bS,2S,5aR,6S,6aS)-1a-(hydroxymethyl)-6-methoxy-2,5a,6,6a-tetrahydro-1bH-oxireno[5,6]cyclopenta[1,3-c]pyran-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:
Molecular Formula:	C16H24O10
Standard InCHIKey:	CQHVYUDLQLYNAI-ZVQRBJDRSA-N
Standard InCHI:	InChI=1S/C16H24O10/c1-22-12-6-2-3-23-14(8(6)16(5-18)13(12)26-16)25-15-11(21)10(20)9(19)7(4-17)24-15/h2-3,6-15,17-21H,4-5H2,1H3/t6-,7+,8-,9+,10-,11+,12+,13+,14+,15-,16-/m1/s1
Canonical SMILES:	CO[C@H]1[C@@H]2C=CO[C@H]([C@@H]2[C@@]2([C@H]1O2)CO)O[C@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)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
NPO14980	Scrophularia nodosa	Species	Scrophulariaceae	Eukaryota				TCMSP*

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Biological Activity

Activity Type	# Activity
Potency	4

Activity Type	# Activity
Individual Protein	1
Organism	2
Others	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Potency	=	6513.1	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		4147.5	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		10417.9	nM	PubChem BioAssay data set
NPT803	Individual Protein	Flap endonuclease 1	Homo sapiens	Potency		89125.1	nM	PubChem BioAssay data set

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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 NPC22918 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	115
0.1-0.2	1439
0.2-0.3	4639
0.3-0.4	11352
0.4-0.5	7627
0.5-0.6	4372
0.6-0.7	1239
0.7-0.8	92
0.8-0.85	0
0.85-0.9	6
0.9-0.95	5
0.95-1	3

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Similarity Score	Similarity Level	Natural Product ID
0.6827	Remote Similarity	NPC306344
0.6847	Remote Similarity	NPC476546
0.6852	Remote Similarity	NPC476541
0.6852	Remote Similarity	NPC476539
0.6852	Remote Similarity	NPC472896

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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 NPC22918 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	132
0.1-0.2	2294
0.2-0.3	4243
0.3-0.4	1782
0.4-0.5	436
0.5-0.6	252
0.6-0.7	22
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.56	Remote Similarity	NPD6929	Approved
0.5607	Remote Similarity	NPD8522	Clinical (unspecified phase)
0.5635	Remote Similarity	NPD7492	Approved
0.5645	Remote Similarity	NPD8517	Approved
0.5645	Remote Similarity	NPD8515	Approved

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Structure

CID22918 OpenBabel06191715352D 26 29 0 0 1 0 0 0 0 0999 V2000 2.6418 -1.1873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2514 -3.3917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6146 -3.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 -1.8917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4062 -0.9470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2514 -2.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9448 -2.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6146 -1.8917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9448 -3.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0787 -3.8917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2127 -3.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9945 -1.7226 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4807 -2.3917 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2127 -2.3917 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6768 -2.3917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9349 -0.0982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8108 -3.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0787 -4.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 -3.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9727 -1.9305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4807 -3.3917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0787 -1.8917 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3467 -1.8917 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 22 1 0 0 0 0 2 3 2 0 0 0 0 3 23 1 0 0 0 0 4 17 1 0 0 0 0 5 18 1 0 0 0 0 6 2 1 6 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 4 1 6 0 0 0 7 9 1 0 0 0 0 7 24 1 0 0 0 0 8 14 1 0 0 0 0 8 16 1 6 0 0 0 9 10 1 0 0 0 0 9 19 1 1 0 0 0 10 11 1 0 0 0 0 10 20 1 6 0 0 0 11 15 1 0 0 0 0 11 21 1 1 0 0 0 12 13 1 0 0 0 0 12 22 1 1 0 0 0 13 16 1 6 0 0 0 13 26 1 0 0 0 0 14 23 1 0 0 0 0 14 25 1 1 0 0 0 15 24 1 0 0 0 0 15 25 1 6 0 0 0 16 5 1 6 0 0 0 16 26 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	44144291
ChEMBL	CHEMBL1608702
ZINC

Physicochemical Properties

Molecular Weight:	376.14
ALogP:	-3.9348
MLogP:	2.12
XLogP:	-2.188
# Rotatable Bonds:	11
Polar Surface Area:	150.6
# H-Bond Aceptor:	10
# H-Bond Donor:	5
# Rings:	4
# Heavy Atoms:	26

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