NPASS Natural Product

Natural Product: NPC141789

Natural Product ID:	NPC141789
Common Name:	Chamissonin Diacetate
IUPAC Name:	[(3aR,4R,5E,7R,9E,11aS)-4-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-7-yl] acetate
Synonyms:	Chamissonin diacetate
Molecular Formula:	C19H24O6
Standard InCHIKey:	DEBBYPCBXVYUCZ-WZLFHOKTSA-N
Standard InCHI:	InChI=1S/C19H24O6/c1-10-6-7-15(23-13(4)20)11(2)9-17(24-14(5)21)18-12(3)19(22)25-16(18)8-10/h6,9,15-18H,3,7-8H2,1-2,4-5H3/b10-6+,11-9+/t15-,16+,17-,18-/m1/s1
Canonical SMILES:	CC(=O)O[C@@H]1/C=C(C)/[C@@H](C/C=C(/C[C@H]2[C@H]1C(=C)C(=O)O2)C)OC(=O)C
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
NPO1753	Schisandrae chinensis fructus	NA	NA	NA				TCMSP*

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Biological Activity

Activity Type	# Activity
ED50	1

Activity Type	# Activity
Cell Line	1

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT91	Cell Line	KB	Homo sapiens	ED50	=	2.13	ug/ml	17336532

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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 NPC141789 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	104
0.1-0.2	790
0.2-0.3	3521
0.3-0.4	9613
0.4-0.5	8632
0.5-0.6	5338
0.6-0.7	2156
0.7-0.8	593
0.8-0.85	78
0.85-0.9	41
0.9-0.95	19
0.95-1	4

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Similarity Score	Similarity Level	Natural Product ID
0.7727	Intermediate Similarity	NPC150978
0.7727	Intermediate Similarity	NPC30515
0.7727	Intermediate Similarity	NPC70595
0.775	Intermediate Similarity	NPC10572
0.7753	Intermediate Similarity	NPC476596

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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 NPC141789 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	1328
0.2-0.3	3887
0.3-0.4	2627
0.4-0.5	837
0.5-0.6	281
0.6-0.7	65
0.7-0.8	11
0.8-0.85	1
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	NPD7515	Phase 2
0.56	Remote Similarity	NPD5281	Approved
0.56	Remote Similarity	NPD8034	Phase 2
0.56	Remote Similarity	NPD5694	Approved
0.56	Remote Similarity	NPD8035	Phase 2

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Structure

CID141789 OpenBabel06191715502D 25 26 0 0 1 0 0 0 0 0999 V2000 -2.0594 2.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5493 -2.0255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2319 -2.5772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3884 1.1752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1211 -3.3698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2618 1.2045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0050 0.5354 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9401 -1.8563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2673 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8061 -1.3563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7952 0.2617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1266 -3.4744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2129 -0.4428 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9456 -1.7518 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7897 0.1572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7199 -4.3879 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 -1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2074 -0.5473 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -2.6654 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 10 1 0 0 0 0 2 11 1 0 0 0 0 3 12 2 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 10 2 0 0 0 0 7 15 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 11 15 1 0 0 0 0 12 19 1 0 0 0 0 13 20 2 0 0 0 0 13 23 1 0 0 0 0 14 21 2 0 0 0 0 14 24 1 0 0 0 0 15 23 1 6 0 0 0 16 8 1 6 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 17 18 1 0 0 0 0 17 24 1 6 0 0 0 18 12 1 1 0 0 0 19 22 2 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5281433
ChEMBL	CHEMBL250348
ZINC

Physicochemical Properties

Molecular Weight:	348.16
ALogP:	1.9475
MLogP:	2.89
XLogP:	1.728
# Rotatable Bonds:	8
Polar Surface Area:	78.9
# H-Bond Aceptor:	6
# H-Bond Donor:	0
# Rings:	2
# Heavy Atoms:	25

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