NPASS Natural Product

Natural Product: NPC2766

Natural Product ID:	NPC2766
Common Name:	[2-[(6S,8S,9R,10S,11S,13S,14S,17R)-9-Fluoro-11,17-Dihydroxy-6,10,13-Trimethyl-3-Oxo-6,7,8,11,12,14,15,16-Octahydrocyclopenta[A]Phenanthren-17-Yl]-2-Oxoethyl] Acetate
IUPAC Name:	[2-[(6S,8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Synonyms:
Molecular Formula:	C24H31FO6
Standard InCHIKey:	KYVZRGYRHWSJFB-OOACPSMNSA-N
Standard InCHI:	InChI=1S/C24H31FO6/c1-13-9-18-16-6-8-23(30,20(29)12-31-14(2)26)22(16,4)11-19(28)24(18,25)21(3)7-5-15(27)10-17(13)21/h5,7,10,13,16,18-19,28,30H,6,8-9,11-12H2,1-4H3/t13-,16-,18-,19-,21-,22-,23-,24-/m0/s1
Canonical SMILES:	CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)C)F
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
NPO8101	Rehmannia glutinosa	Species	Orobanchaceae	Eukaryota				TM-MC*

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Biological Activity

Activity Type	# Activity
GI50	55

Activity Type	# Activity
Cell Line	55

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT111	Cell Line	K562	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	68706.84	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT139	Cell Line	HT-29	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	13.09	nM	PubChem BioAssay data set
NPT147	Cell Line	SK-MEL-2	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT308	Cell Line	CAKI-1	Homo sapiens	GI50	100000	nM	PubChem BioAssay data set
NPT323	Cell Line	SW-620	Homo sapiens	GI50	100000	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 NPC2766 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	159
0.1-0.2	822
0.2-0.3	3032
0.3-0.4	6148
0.4-0.5	9338
0.5-0.6	4486
0.6-0.7	4390
0.7-0.8	2340
0.8-0.85	144
0.85-0.9	27
0.9-0.95	2
0.95-1	1

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Similarity Score	Similarity Level	Natural Product ID
0.7963	Intermediate Similarity	NPC473424
0.7963	Intermediate Similarity	NPC473163
0.7963	Intermediate Similarity	NPC477915
0.7963	Intermediate Similarity	NPC204450
0.7965	Intermediate Similarity	NPC90769

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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 NPC2766 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	157
0.1-0.2	1258
0.2-0.3	3640
0.3-0.4	2672
0.4-0.5	890
0.5-0.6	216
0.6-0.7	138
0.7-0.8	80
0.8-0.85	26
0.85-0.9	38
0.9-0.95	27
0.95-1	19

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.687	Remote Similarity	NPD7632	Discontinued
0.688	Remote Similarity	NPD7503	Approved
0.6887	Remote Similarity	NPD1694	Approved
0.6903	Remote Similarity	NPD4225	Approved
0.6903	Remote Similarity	NPD5290	Discontinued

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Structure

CID2766 OpenBabel06191715322D 31 34 0 0 1 0 0 0 0 0999 V2000 2.4561 -4.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6919 1.8205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2734 -0.9090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8181 0.5070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9091 -1.8877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8167 -1.4169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0912 -1.4155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8170 -0.4726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6374 -2.8335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0918 -3.3052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6366 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8969 1.2361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4558 -3.3056 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9901 2.4516 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9094 -2.8325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8187 -1.4164 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2739 -2.8330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6371 -1.8886 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4550 -0.4717 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0006 0.9439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2737 -1.8882 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8184 -0.4722 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4552 -1.4160 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1376 -0.4441 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.1858 3.3750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7575 -3.3217 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3028 0.0181 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7024 1.5750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8414 0.4855 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0926 2.1594 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 14 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 21 1 0 0 0 0 8 23 1 0 0 0 0 9 13 1 0 0 0 0 9 18 1 0 0 0 0 10 15 1 0 0 0 0 10 17 2 0 0 0 0 11 19 1 0 0 0 0 11 22 1 0 0 0 0 12 20 1 0 0 0 0 12 31 1 0 0 0 0 13 1 1 1 0 0 0 13 17 1 0 0 0 0 14 26 2 0 0 0 0 14 31 1 0 0 0 0 15 27 2 0 0 0 0 16 18 1 0 0 0 0 16 22 1 6 0 0 0 17 21 1 0 0 0 0 18 24 1 1 0 0 0 19 24 1 6 0 0 0 19 28 1 0 0 0 0 20 23 1 0 0 0 0 20 29 2 0 0 0 0 21 24 1 1 0 0 0 22 23 1 1 0 0 0 23 30 1 1 0 0 0 24 25 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	247935
ChEMBL	CHEMBL1990679
ZINC

Physicochemical Properties

Molecular Weight:	434.21
ALogP:	-0.3717
MLogP:	3.33
XLogP:	1.656
# Rotatable Bonds:	11
Polar Surface Area:	100.9
# H-Bond Aceptor:	6
# H-Bond Donor:	2
# Rings:	4
# Heavy Atoms:	31

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