NPASS Natural Product

Natural Product: NPC235077

Natural Product ID:	NPC235077
Common Name:	Triamcinolone
IUPAC Name:	(8S,9R,10S,11S,13S,14S,16R,17S)-9-fluoro-11,16,17-trihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Synonyms:	Aristocort; Aristocort A; Delphicort; Fluoxiprednisolone; Kenacort; Kenalog; Triamcinolone; Volon
Molecular Formula:	C21H27FO6
Standard InCHIKey:	GFNANZIMVAIWHM-OBYCQNJPSA-N
Standard InCHI:	InChI=1S/C21H27FO6/c1-18-6-5-12(24)7-11(18)3-4-13-14-8-15(25)21(28,17(27)10-23)19(14,2)9-16(26)20(13,18)22/h5-7,13-16,23,25-26,28H,3-4,8-10H2,1-2H3/t13-,14-,15+,16-,18-,19-,20-,21-/m0/s1
Canonical SMILES:	OCC(=O)[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)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
NPO17770	Herba solani lyrati	NA	NA	NA				TCMSP*

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Biological Activity

Activity Type	# Activity
AC50	3
GI50	59
IC50	7
Ki	1
Others	2
Potency	69

Activity Type	# Activity
Cell Line	59
Individual Protein	48
Organism	2
Others	32

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		562.3	nM	PubChem BioAssay data set
NPT101	Individual Protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency		1000	nM	PubChem BioAssay data set
NPT104	Individual Protein	Cerebroside-sulfatase	Homo sapiens	Potency		1069.1	nM	PubChem BioAssay data set
NPT105	Individual Protein	Muscleblind-like protein 1	Homo sapiens	Potency		1122	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	Potency	=	19952.6	nM	PubChem BioAssay data set
NPT109	Individual Protein	Cytochrome P450 3A4	Homo sapiens	IC50	=	49100	nM	23033255
NPT110	Individual Protein	Cytochrome P450 2D6	Homo sapiens	IC50	>	50000	nM	23033255
NPT111	Cell Line	K562	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50		100000	nM	PubChem BioAssay data set
NPT116	Cell Line	HL-60	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 NPC235077 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	168
0.1-0.2	915
0.2-0.3	3174
0.3-0.4	6308
0.4-0.5	9276
0.5-0.6	4922
0.6-0.7	4393
0.7-0.8	1622
0.8-0.85	82
0.85-0.9	28
0.9-0.95	1
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7843	Intermediate Similarity	NPC90652
0.7845	Intermediate Similarity	NPC207217
0.7845	Intermediate Similarity	NPC266728
0.7845	Intermediate Similarity	NPC148458
0.7845	Intermediate Similarity	NPC49492

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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 NPC235077 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	168
0.1-0.2	1435
0.2-0.3	3827
0.3-0.4	2489
0.4-0.5	749
0.5-0.6	188
0.6-0.7	156
0.7-0.8	55
0.8-0.85	37
0.85-0.9	43
0.9-0.95	13
0.95-1	1

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6573	Remote Similarity	NPD7236	Approved
0.6587	Remote Similarity	NPD7328	Approved
0.6587	Remote Similarity	NPD7327	Approved
0.6604	Remote Similarity	NPD4139	Approved
0.6604	Remote Similarity	NPD4692	Approved

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Structure

CID235077 OpenBabel06191716032D 28 31 0 0 1 0 0 0 0 0999 V2000 3.2548 -0.9039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 0.5041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4419 -3.2869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6281 -2.8174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8812 -1.8770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0680 -1.4075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0686 -3.2864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8121 -1.4089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6273 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7584 1.4906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2554 -2.8169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8815 -2.8164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6278 -1.8779 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8140 -1.4084 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8124 -0.4700 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4410 -0.4690 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0006 0.9385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2551 -1.8774 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8138 -0.4695 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4413 -1.4079 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 4.1190 -0.4387 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.6597 2.4239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7249 -3.3029 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6557 0.0165 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2841 0.0180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8582 1.3197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8391 0.4841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 4 1 0 0 0 0 3 11 1 0 0 0 0 4 13 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 18 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 19 1 0 0 0 0 10 17 1 0 0 0 0 10 23 1 0 0 0 0 11 18 1 0 0 0 0 12 24 2 0 0 0 0 13 14 1 0 0 0 0 13 20 1 1 0 0 0 14 19 1 6 0 0 0 15 21 1 1 0 0 0 15 25 1 0 0 0 0 16 20 1 6 0 0 0 16 26 1 0 0 0 0 17 21 1 0 0 0 0 17 27 2 0 0 0 0 18 20 1 1 0 0 0 19 21 1 1 0 0 0 20 22 1 1 0 0 0 21 28 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	31307
ChEMBL	CHEMBL1451
ZINC

Physicochemical Properties

Molecular Weight:	394.18
ALogP:	-1.3949
MLogP:	3
XLogP:	0.669
# Rotatable Bonds:	9
Polar Surface Area:	115.06
# H-Bond Aceptor:	6
# H-Bond Donor:	4
# Rings:	4
# Heavy Atoms:	28

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