NPASS Natural Product

Natural Product: NPC279537

Natural Product ID:	NPC279537
Common Name:	L-Prostaglandin E1
IUPAC Name:	7-[(1R,2R)-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]heptanoic acid
Synonyms:
Molecular Formula:	C20H34O4
Standard InCHIKey:	DPNOTBLPQOITGU-LDDQNKHRSA-N
Standard InCHI:	InChI=1S/C20H34O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,16-18,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t16-,17-,18+/m0/s1
Canonical SMILES:	CCCCC[C@@H](/C=C/[C@H]1CCC(=O)[C@@H]1CCCCCCC(=O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO10218	Gracilariopsis longissima	Species	Gracilariaceae	Eukaryota	UNPD*
NPO23535	Naganishia albida	Species	Filobasidiaceae	Eukaryota	UNPD*
NPO24	Gypsophila patrinii	Species	Caryophyllaceae	Eukaryota	UNPD*
NPO3722	Litoria subglandulosa	Species	Hylidae	Eukaryota	UNPD*
NPO4629	Angelica tschimganica	Species	Apiaceae	Eukaryota	UNPD*
NPO5554	Quercus lanceaefolia	Species	Fagaceae	Eukaryota	UNPD*
NPO6508	Dendrilla cactos	Species	Darwinellidae	Eukaryota	UNPD*
NPO932	Myrceugenia exsucca	Species	Myrtaceae	Eukaryota	UNPD*

Showing 1 to 8 of 8 entries

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Biological Activity

Activity Type	# Activity
ED50	3

Activity Type	# Activity
Organism	3

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Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT938	Organism	Cavia porcellus	Cavia porcellus	ED50	=	1.07	mg/kg	592319
NPT938	Organism	Cavia porcellus	Cavia porcellus	ED50	=	0.007	mg/kg	592319
NPT938	Organism	Cavia porcellus	Cavia porcellus	ED50	=	3.3	mg/kg	592319

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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 NPC279537 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	81
0.1-0.2	598
0.2-0.3	3195
0.3-0.4	9828
0.4-0.5	7251
0.5-0.6	4995
0.6-0.7	4108
0.7-0.8	804
0.8-0.85	19
0.85-0.9	5
0.9-0.95	5
0.95-1	0

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Similarity Score	Similarity Level	Natural Product ID
0.7442	Intermediate Similarity	NPC316426
0.7444	Intermediate Similarity	NPC474690
0.7444	Intermediate Similarity	NPC8993
0.7444	Intermediate Similarity	NPC7165
0.7444	Intermediate Similarity	NPC65829

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 NPC279537 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	105
0.1-0.2	1179
0.2-0.3	3717
0.3-0.4	2729
0.4-0.5	843
0.5-0.6	315
0.6-0.7	223
0.7-0.8	28
0.8-0.85	7
0.85-0.9	12
0.9-0.95	3
0.95-1	0

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Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6238	Remote Similarity	NPD5225	Approved
0.6238	Remote Similarity	NPD4633	Approved
0.6238	Remote Similarity	NPD7632	Discontinued
0.6238	Remote Similarity	NPD5224	Approved
0.625	Remote Similarity	NPD5781	Clinical (unspecified phase)

Showing 1 to 5 of 200 entries

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Structure

CID279537 OpenBabel06191716082D 24 24 0 0 1 0 0 0 0 0999 V2000 -6.8292 4.3568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8347 4.4613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2469 3.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2248 -1.3685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4328 -2.3467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2524 3.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -0.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6896 -3.0158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6646 2.9478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8975 -3.9939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 2.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 2.2433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6701 3.0523 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1544 -4.6631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2634 3.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7967 -4.3540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3623 -5.6412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 6 1 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 8 11 1 0 0 0 0 9 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 12 1 1 0 0 0 16 18 1 0 0 0 0 17 21 1 6 0 0 0 18 10 1 6 0 0 0 18 19 1 0 0 0 0 19 22 2 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	5283055
ChEMBL	CHEMBL3246389
ZINC

Physicochemical Properties

Molecular Weight:	338.25
ALogP:	-2.6692
MLogP:	3.22
XLogP:	4.336
# Rotatable Bonds:	16
Polar Surface Area:	74.6
# H-Bond Aceptor:	4
# H-Bond Donor:	2
# Rings:	1
# Heavy Atoms:	24

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