NPASS Natural Product

Natural Product: NPC224624

Natural Product ID:	NPC224624
Common Name:	(3R,4S)-3,4-Dihydroxypiperidin-2-One
IUPAC Name:	(3R,4S)-3,4-dihydroxypiperidin-2-one
Synonyms:
Molecular Formula:	C5H9NO3
Standard InCHIKey:	HVIVBJVEAQHMTG-IUYQGCFVSA-N
Standard InCHI:	InChI=1S/C5H9NO3/c7-3-1-2-6-5(9)4(3)8/h3-4,7-8H,1-2H2,(H,6,9)/t3-,4+/m0/s1
Canonical SMILES:	O[C@@H]1[C@@H](O)CCN=C1O
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO26237	Piper longum	Species	Piperaceae	Eukaryota				PMID[23434420]

Biological Activity

Activity Type	# Activity
IC50	2
Others	1

Activity Type	# Activity
Organism	2
Others	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified		CC50	>	1220000	nM	16038562
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	1220000	nM	22280816
NPT963	Organism	Hepatitis B virus	Hepatitis B virus	IC50	>	1220000	nM	3373220

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 NPC224624 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	83
0.1-0.2	17308
0.2-0.3	11340
0.3-0.4	1496
0.4-0.5	506
0.5-0.6	141
0.6-0.7	14
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7391	Intermediate Similarity	NPC150560
0.6727	Remote Similarity	NPC321394
0.6727	Remote Similarity	NPC326283
0.6667	Remote Similarity	NPC41429
0.6613	Remote Similarity	NPC145627
0.6491	Remote Similarity	NPC137327
0.6338	Remote Similarity	NPC329077
0.625	Remote Similarity	NPC325902
0.6176	Remote Similarity	NPC327753
0.6176	Remote Similarity	NPC223174
0.6176	Remote Similarity	NPC327486
0.6133	Remote Similarity	NPC319753
0.6119	Remote Similarity	NPC195165
0.6102	Remote Similarity	NPC270041
0.6	Remote Similarity	NPC275727
0.5968	Remote Similarity	NPC204709
0.5968	Remote Similarity	NPC328447
0.5915	Remote Similarity	NPC315806
0.5882	Remote Similarity	NPC316445
0.5882	Remote Similarity	NPC111686
0.5873	Remote Similarity	NPC143809
0.5873	Remote Similarity	NPC170172
0.5873	Remote Similarity	NPC193593
0.5873	Remote Similarity	NPC76726
0.5873	Remote Similarity	NPC290106
0.5857	Remote Similarity	NPC477200
0.5806	Remote Similarity	NPC311668
0.5806	Remote Similarity	NPC293551
0.5806	Remote Similarity	NPC10262
0.5806	Remote Similarity	NPC65832
0.5789	Remote Similarity	NPC87359
0.5789	Remote Similarity	NPC180402
0.5696	Remote Similarity	NPC325723
0.5694	Remote Similarity	NPC126186
0.5686	Remote Similarity	NPC25237
0.5672	Remote Similarity	NPC233034
0.5641	Remote Similarity	NPC106780
0.5614	Remote Similarity	NPC319709
0.5614	Remote Similarity	NPC289484
0.5606	Remote Similarity	NPC306462
0.5606	Remote Similarity	NPC22774
0.5606	Remote Similarity	NPC150680
0.5606	Remote Similarity	NPC218150
0.5606	Remote Similarity	NPC69669
0.5606	Remote Similarity	NPC2432

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC224624 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	60
0.1-0.2	5235
0.2-0.3	2968
0.3-0.4	547
0.4-0.5	262
0.5-0.6	83
0.6-0.7	6
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6727	Remote Similarity	NPD9678	Approved
0.6727	Remote Similarity	NPD9677	Phase 3
0.6364	Remote Similarity	NPD362	Phase 1
0.625	Remote Similarity	NPD9211	Clinical (unspecified phase)
0.6176	Remote Similarity	NPD9445	Approved
0.6	Remote Similarity	NPD9405	Approved
0.5968	Remote Similarity	NPD9661	Approved
0.5938	Remote Similarity	NPD9024	Phase 2
0.5938	Remote Similarity	NPD9022	Phase 2
0.5921	Remote Similarity	NPD2691	Clinical (unspecified phase)
0.5915	Remote Similarity	NPD9653	Clinical (unspecified phase)
0.5857	Remote Similarity	NPD9446	Approved
0.5781	Remote Similarity	NPD9240	Approved
0.5781	Remote Similarity	NPD9239	Approved
0.5781	Remote Similarity	NPD9455	Approved
0.5775	Remote Similarity	NPD3187	Discontinued
0.5753	Remote Similarity	NPD9407	Approved
0.5714	Remote Similarity	NPD1152	Phase 2
0.5692	Remote Similarity	NPD393	Approved
0.5672	Remote Similarity	NPD1831	Phase 3
0.5672	Remote Similarity	NPD9440	Discontinued
0.5614	Remote Similarity	NPD3211	Approved
0.5606	Remote Similarity	NPD9029	Phase 3
0.5606	Remote Similarity	NPD5375	Phase 3
0.5606	Remote Similarity	NPD9027	Phase 3
0.5606	Remote Similarity	NPD9028	Phase 2
0.5606	Remote Similarity	NPD9026	Phase 2

Structure

External Identifiers

PubChem CID	71720812
ChEMBL	CHEMBL2347642
ZINC

Physicochemical Properties

Molecular Weight:	131.06
ALogP:	-1.7103
MLogP:	1.57
XLogP:	-0.472
# Rotatable Bonds:	3
Polar Surface Area:	73.05
# H-Bond Aceptor:	4
# H-Bond Donor:	3
# Rings:	1
# Heavy Atoms:	9

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