NPASS Natural Product

Natural Product: NPC144258

Natural Product ID:	NPC144258
Common Name:	Hydroxyprogesterone
IUPAC Name:	(8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
Synonyms:	Hydroxyprogesterone
Molecular Formula:	C21H30O3
Standard InCHIKey:	DBPWSSGDRRHUNT-CEGNMAFCSA-N
Standard InCHI:	InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
Canonical SMILES:	O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Show entries

Search:

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota		DOI[10.1038/nbt.2488]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[7776113]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	urine	PMID[15249323]
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	saliva	PMID[16155259]
NPO20338	Mus musculus	Species	Muridae	Eukaryota		PMID[19425150]
NPO25114	Linum usitatissimum	Species	Linaceae	Eukaryota		TM-MC*

Showing 1 to 6 of 6 entries

Previous1Next

Biological Activity

Activity Type	# Activity
AC50	3
IC50	8
Kd	1
Ki	6
Others	14
Potency	69

Activity Type	# Activity
Cell Line	1
Individual Protein	53
Organism	8
Others	38
Protein-Protein Interaction	1

Show entries

Search:

Target ID	Target Type	Target Name	Target Organism	Activity Type	Value	Unit	Reference
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	517.4	nM	PubChem BioAssay data set
NPT104	Individual Protein	Cerebroside-sulfatase	Homo sapiens	Potency	47.8	nM	PubChem BioAssay data set
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	Potency	22387.2	nM	PubChem BioAssay data set
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	Potency	6309.6	nM	PubChem BioAssay data set
NPT135	Individual Protein	Chromobox protein homolog 1	Homo sapiens	Potency	79432.8	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	12995.3	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	68589.6	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	10870.7	nM	PubChem BioAssay data set
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	29847	nM	PubChem BioAssay data set
NPT153	Individual Protein	Androgen Receptor	Homo sapiens	Potency	2	nM	PubChem BioAssay data set

Showing 1 to 10 of 93 entries

Previous1 2 3 4 5…10Next

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 NPC144258 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	113
0.1-0.2	852
0.2-0.3	3761
0.3-0.4	10738
0.4-0.5	6235
0.5-0.6	4621
0.6-0.7	3123
0.7-0.8	1250
0.8-0.85	150
0.85-0.9	35
0.9-0.95	10
0.95-1	1

Show entries

Search:

Similarity Score	Similarity Level	Natural Product ID
0.7978	Intermediate Similarity	NPC193360
0.7978	Intermediate Similarity	NPC131470
0.7978	Intermediate Similarity	NPC471941
0.7978	Intermediate Similarity	NPC143767
0.8	Intermediate Similarity	NPC115023

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC144258 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	130
0.1-0.2	1320
0.2-0.3	3978
0.3-0.4	2558
0.4-0.5	680
0.5-0.6	183
0.6-0.7	116
0.7-0.8	101
0.8-0.85	57
0.85-0.9	21
0.9-0.95	10
0.95-1	7

Show entries

Search:

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6964	Remote Similarity	NPD5988	Approved
0.697	Remote Similarity	NPD7902	Approved
0.6977	Remote Similarity	NPD6926	Approved
0.6977	Remote Similarity	NPD6924	Approved
0.7	Intermediate Similarity	NPD6404	Discontinued

Showing 1 to 5 of 200 entries

Previous1 2 3 4 5…40Next

Structure

CID144258 OpenBabel06191715502D 24 27 0 0 1 0 0 0 0 0999 V2000 0.9204 1.2676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3576 -0.9324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8392 0.5200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5190 -3.3907 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6795 -2.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0354 -1.9363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5182 -0.4839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8377 -1.4534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1965 -1.4519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6787 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8380 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1971 -3.3902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 0.9682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3582 -2.9059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0357 -2.9054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6792 -1.9372 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5184 -1.4524 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8398 -1.4529 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3579 -1.9367 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8395 -0.4843 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 -0.7199 1.6158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9019 -3.4050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8662 0.4997 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 3 20 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 17 1 0 0 0 0 8 11 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 14 2 0 0 0 0 12 15 1 0 0 0 0 13 21 1 0 0 0 0 13 22 2 0 0 0 0 14 19 1 0 0 0 0 15 23 2 0 0 0 0 16 5 1 1 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 6 0 0 0 18 20 1 6 0 0 0 19 2 1 6 0 0 0 20 21 1 1 0 0 0 21 24 1 1 0 0 0 M END $$$$

External Identifiers

PubChem CID	6238
ChEMBL	CHEMBL1062
ZINC

Physicochemical Properties

Molecular Weight:	330.22
ALogP:	0.3167
MLogP:	3.44
XLogP:	3.035
# Rotatable Bonds:	5
Polar Surface Area:	54.37
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	24

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs