NPASS Natural Product

Natural Product: NPC79954

Natural Product ID:	NPC79954
Common Name:	Fr-900098
IUPAC Name:	3-[acetyl(hydroxy)amino]propylphosphonic acid
Synonyms:	FR-900098
Molecular Formula:	C5H12NO5P
Standard InCHIKey:	PKMNDDZSIHLLLI-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C5H12NO5P/c1-5(7)6(8)3-2-4-12(9,10)11/h8H,2-4H2,1H3,(H2,9,10,11)
Canonical SMILES:	CC(=O)N(CCCP(=O)(O)O)O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	BGC0000904 ;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Reference
NPO8775.1	Streptomyces rubellomurinus atcc 31215	Subspecies	Streptomycetaceae	Bacteria	StreptomeDB*
NPO8775	Streptomyces rubellomurinus	Species	Streptomycetaceae	Bacteria	StreptomeDB*
NPO32311	Streptomyces atcc 31215	Species	Streptomycetaceae	Bacteria	StreptomeDB*

Biological Activity

Activity Type	# Activity
IC50	25
Ki	7
Others	6
Potency	2

Activity Type	# Activity
Individual Protein	8
Organism	17
Others	15

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT3945	Individual Protein	1-deoxyxylulose-5-phosphate reductoisomerase	Escherichia coli K-12	IC50	=	28.18	nM	15887963
NPT3945	Individual Protein	1-deoxyxylulose-5-phosphate reductoisomerase	Escherichia coli K-12	IC50	=	58	nM	16610809
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	280	nM	16610809
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	240	nM	16610809
NPT3945	Individual Protein	1-deoxyxylulose-5-phosphate reductoisomerase	Escherichia coli K-12	IC50	=	30	nM	16439126
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	180	nM	16439126
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	320	nM	16439126
NPT2	Others	Unspecified		IC50	=	32	nM	17583502
NPT2	Others	Unspecified		IC50	=	62	nM	18158249
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	430	nM	18158249
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	420	nM	20568776
NPT474	Organism	Plasmodium berghei	Plasmodium berghei	Inhibition	=	93	%	20568776
NPT3945	Individual Protein	1-deoxyxylulose-5-phosphate reductoisomerase	Escherichia coli K-12	IC50	=	30	nM	21379374
NPT2	Others	Unspecified		Ki	=	19.05	nM	21561155
NPT2	Others	Unspecified		Ki	=	19	nM	21561155
NPT3946	Individual Protein	1-deoxy-D-xylulose 5-phosphate reductoisomerase	Mycobacterium tuberculosis	Ki	=	130	nM	21561155
NPT2	Others	Unspecified		IC50	=	160	nM	21678907
NPT3946	Individual Protein	1-deoxy-D-xylulose 5-phosphate reductoisomerase	Mycobacterium tuberculosis	IC50	=	160	nM	21824775
NPT3947	Individual Protein	1-deoxy-D-xylulose 5-phosphate reductoisomerase	Mycobacterium smegmatis (strain ATCC 700084 / mc(2)155)	IC50	=	320	nM	22405649
NPT2	Others	Unspecified		Ki	=	19	nM	23050057
NPT2	Others	Unspecified		Ki	=	11	nM	23050057
NPT2	Others	Unspecified		Ki	=	130	nM	23050057
NPT2	Others	Unspecified		IC50	=	15.11	nM	23215035
NPT485	Organism	Plasmodium falciparum (isolate K1 / Thailand)	Plasmodium falciparum K1	IC50	=	420	nM	23215035
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	320	nM	23215035
NPT2	Others	Unspecified		Ki	=	48	nM	23428849
NPT2	Others	Unspecified		IC50	=	18	nM	23819803
NPT2	Others	Unspecified		IC50	=	51	nM	23819803
NPT3946	Individual Protein	1-deoxy-D-xylulose 5-phosphate reductoisomerase	Mycobacterium tuberculosis	IC50	=	2390	nM	24360562
NPT2	Others	Unspecified		Potency		265.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified		IC50	=	15	nM	25633870
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	160	nM	25633870
NPT757	Organism	Plasmodium falciparum 3D7	Plasmodium falciparum 3D7	IC50	=	160	nM	25633870
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	350	nM	25633870
NPT1140	Organism	Escherichia coli ATCC 8739	Escherichia coli ATCC 8739	MIC50	=	7800	nM	25781377
NPT19	Organism	Escherichia coli	Escherichia coli	MIC50	=	62500	nM	25781377
NPT1466	Organism	Escherichia coli K12	Escherichia coli K-12	MIC50	=	15600	nM	25781377
NPT602	Organism	Mycobacterium smegmatis	Mycobacterium smegmatis	MIC50	>	250000	nM	25781377

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 NPC79954 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	5315
0.1-0.2	22711
0.2-0.3	2239
0.3-0.4	571
0.4-0.5	40
0.5-0.6	11
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC314567
0.8333	Intermediate Similarity	NPC314838
0.5625	Remote Similarity	NPC234196

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC79954 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	539
0.1-0.2	6914
0.2-0.3	1255
0.3-0.4	346
0.4-0.5	90
0.5-0.6	13
0.6-0.7	3
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8333	Intermediate Similarity	NPD8546	Phase 3
0.6	Remote Similarity	NPD9684	Clinical (unspecified phase)
0.6	Remote Similarity	NPD9682	Approved
0.6	Remote Similarity	NPD9683	Approved
0.5918	Remote Similarity	NPD9242	Discontinued

Structure

External Identifiers

PubChem CID	162204
ChEMBL	CHEMBL205338
ZINC

Physicochemical Properties

Molecular Weight:	197.05
ALogP:	-2.6222
MLogP:	1.24
XLogP:	-2.003
# Rotatable Bonds:	9
Polar Surface Area:	107.88
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	0
# Heavy Atoms:	12

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