NPASS Natural Product

Natural Product: NPC213178

Natural Product ID:	NPC213178
Common Name:	Etiocholanolone
IUPAC Name:	(3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
Synonyms:	Etiocholanolone; Etiocholanone
Molecular Formula:	C19H30O2
Standard InCHIKey:	QGXBDMJGAMFCBF-BNSUEQOYSA-N
Standard InCHI:	InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1
Canonical SMILES:	O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)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	Reference
NPO12246	Moschus chrysogaster	Species	Moschidae	Eukaryota		TCMID*
NPO15187	Aloe marlothii	Species	Asphodelaceae	Eukaryota		HerDing*
NPO15187	Aloe marlothii	Species	Asphodelaceae	Eukaryota		TCMID*
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota		DOI[10.1038/nbt.2488]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[11085621]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[4886315]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]
NPO2646	Moschus moschiferus	Species	Moschidae	Eukaryota		TCMID*
NPO463	Moschus berezovskii	Species	Moschidae	Eukaryota		TCMID*

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Biological Activity

Activity Type	# Activity
EC50	1
ED50	1
IC50	6
Kd	1
Ki	1
Others	21
Potency	20

Activity Type	# Activity
Individual Protein	30
Organism	2
Others	14
Protein Complex	5

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	5.2	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	29092.9	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	501.2	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	206	nM	PubChem BioAssay data set
NPT11	Individual Protein	Guanine nucleotide-binding protein G(s), subunit alpha	Homo sapiens	Potency	8912.5	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	89125.1	nM	PubChem BioAssay data set
NPT1474	Individual Protein	ATP-dependent Clp protease proteolytic subunit	Bacillus subtilis (strain 168)	Potency	25118.9	nM	PubChem BioAssay data set
NPT1474	Individual Protein	ATP-dependent Clp protease proteolytic subunit	Bacillus subtilis (strain 168)	Potency	31622.8	nM	PubChem BioAssay data set
NPT154	Individual Protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	6309.6	nM	PubChem BioAssay data set
NPT160	Individual Protein	TAR DNA-binding protein 43	Homo sapiens	Potency	11220.2	nM	PubChem BioAssay data set

Showing 1 to 10 of 47 entries

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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 NPC213178 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	153
0.1-0.2	1618
0.2-0.3	7249
0.3-0.4	10653
0.4-0.5	4251
0.5-0.6	3871
0.6-0.7	2261
0.7-0.8	685
0.8-0.85	86
0.85-0.9	32
0.9-0.95	21
0.95-1	9

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Similarity Score	Similarity Level	Natural Product ID
0.7778	Intermediate Similarity	NPC269396
0.7778	Intermediate Similarity	NPC254037
0.7778	Intermediate Similarity	NPC241085
0.7778	Intermediate Similarity	NPC107919
0.7778	Intermediate Similarity	NPC2783

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 NPC213178 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	236
0.1-0.2	2851
0.2-0.3	3995
0.3-0.4	1357
0.4-0.5	297
0.5-0.6	230
0.6-0.7	147
0.7-0.8	24
0.8-0.85	3
0.85-0.9	11
0.9-0.95	6
0.95-1	4

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.597	Remote Similarity	NPD344	Approved
0.597	Remote Similarity	NPD343	Approved
0.5974	Remote Similarity	NPD7909	Approved
0.5978	Remote Similarity	NPD7285	Clinical (unspecified phase)
0.5979	Remote Similarity	NPD5290	Discontinued

Showing 1 to 5 of 200 entries

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Structure

CID213178 OpenBabel06191716002D 21 24 0 0 1 0 0 0 0 0999 V2000 2.5073 -0.4461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6722 -2.8938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8364 -2.4116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6700 -0.9648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6703 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1778 -1.4457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6714 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3425 -0.9634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8356 0.4827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3431 -2.8933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5078 -2.4111 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1781 -2.4106 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8361 -1.4466 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0003 -0.9644 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6717 -0.9639 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8358 0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5075 -1.4461 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 5.0443 -2.9102 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 1.4822 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 4 1 0 0 0 0 3 12 1 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 18 1 1 0 0 0 13 20 1 1 0 0 0 14 4 1 1 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 19 1 6 0 0 0 16 18 1 6 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 18 1 1 6 0 0 0 19 2 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	5880
ChEMBL	CHEMBL85799
ZINC

Physicochemical Properties

Molecular Weight:	290.22
ALogP:	0.2387
MLogP:	3.33
XLogP:	4.3
# Rotatable Bonds:	3
Polar Surface Area:	37.3
# H-Bond Aceptor:	2
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	21

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