NPASS Natural Product

Natural Product: NPC133922

Natural Product ID:	NPC133922
Common Name:	(3S,5R,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-Dimethyl-2,3,4,5,6,8,9,11,12,14,15,16-Dodecahydro-1H-Cyclopenta[A]Phenanthrene-7,17-Dione
IUPAC Name:	(3S,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-7,17-dione
Synonyms:
Molecular Formula:	C19H28O3
Standard InCHIKey:	ONVVZSHYQMOXLN-ZVMDJWLLSA-N
Standard InCHI:	InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h11-14,17,20H,3-10H2,1-2H3/t11-,12+,13+,14+,17+,18+,19+/m1/s1
Canonical SMILES:	O[C@H]1CC[C@]2([C@H](C1)CC(=O)[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	Reference
NPO10093	Castanopsis hystrix	Species	Fagaceae	Eukaryota	UNPD*
NPO10595	Othonna cylindrica	Species	Asteraceae	Eukaryota	UNPD*
NPO11261	Euclea natalensis	Species	Ebenaceae	Eukaryota	UNPD*
NPO1159	Artemisia laciniata	Species	Asteraceae	Eukaryota	UNPD*
NPO11598	Callitris macleayana	Species	Cupressaceae	Eukaryota	UNPD*
NPO11796	Morus australis	Species	Moraceae	Eukaryota	UNPD*
NPO12029	Sicana odorifera	Species	Cucurbitaceae	Eukaryota	UNPD*
NPO12291	Rhodococcus ruber	Species	Nocardiaceae	Bacteria	UNPD*
NPO12505	Stigmodera macularia	Species	Buprestidae	Eukaryota	UNPD*
NPO12805	Othonna intermedia	Species	Asteraceae	Eukaryota	UNPD*

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Biological Activity

Activity Type	# Activity
IC50	2
Potency	2

Activity Type	# Activity
Individual Protein	1
Others	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		Potency		5623.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	>	67514	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	=	33758	nM	PubChem BioAssay data set
NPT444	Individual Protein	Ubiquitin carboxyl-terminal hydrolase 1	Homo sapiens	Potency		50118.7	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 NPC133922 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	175
0.1-0.2	1782
0.2-0.3	7367
0.3-0.4	10579
0.4-0.5	4424
0.5-0.6	3858
0.6-0.7	2134
0.7-0.8	483
0.8-0.85	51
0.85-0.9	20
0.9-0.95	16
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.75	Intermediate Similarity	NPC161035
0.75	Intermediate Similarity	NPC264317
0.75	Intermediate Similarity	NPC473350
0.75	Intermediate Similarity	NPC224060
0.75	Intermediate Similarity	NPC478128

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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 NPC133922 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	258
0.1-0.2	3008
0.2-0.3	3957
0.3-0.4	1262
0.4-0.5	296
0.5-0.6	212
0.6-0.7	126
0.7-0.8	20
0.8-0.85	12
0.85-0.9	5
0.9-0.95	5
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5804	Remote Similarity	NPD7101	Approved
0.581	Remote Similarity	NPD6412	Phase 2
0.5814	Remote Similarity	NPD6926	Approved
0.5814	Remote Similarity	NPD6924	Approved
0.5816	Remote Similarity	NPD7900	Approved

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Structure

CID133922 OpenBabel06191715492D 22 25 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 -1.6700 -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 1.6722 -2.8938 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 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 0.8364 -2.4116 0.0000 C 0 0 0 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 0.8361 -1.4466 0.0000 C 0 0 1 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 -0.0295 -2.9118 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 13 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 14 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 18 1 6 0 0 0 12 20 1 6 0 0 0 13 17 1 0 0 0 0 13 19 1 6 0 0 0 14 17 1 0 0 0 0 14 18 1 6 0 0 0 15 21 2 0 0 0 0 16 19 1 0 0 0 0 16 22 2 0 0 0 0 17 15 1 1 0 0 0 18 1 1 6 0 0 0 19 2 1 6 0 0 0 M END $$$$

External Identifiers

PubChem CID	11954160
ChEMBL	CHEMBL3391757
ZINC

Physicochemical Properties

Molecular Weight:	304.20
ALogP:	-0.3401
MLogP:	3.22
XLogP:	2.013
# Rotatable Bonds:	3
Polar Surface Area:	54.37
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	4
# Heavy Atoms:	22

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