NPASS Natural Product

Natural Product: NPC295832

Natural Product ID:	NPC295832
Common Name:	Levocarnitine
IUPAC Name:	(3R)-3-hydroxy-4-(trimethylazaniumyl)butanoate
Synonyms:	Bicarnesine; Biocarn; Carnitine; Carnitor; Carnitor Sf; Levocarnitine; Levocarnitine Chloride; Vitamin Bt
Molecular Formula:	C7H15NO3
Standard InCHIKey:	PHIQHXFUZVPYII-ZCFIWIBFSA-N
Standard InCHI:	InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
Canonical SMILES:	O[C@@H](C[N+](C)(C)C)CC(=O)[O-]
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

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 serum	PMID[25518943]
NPO21658	Saccharomyces cerevisiae	Species	Saccharomycetaceae	Eukaryota		PMID[24678285]
NPO1596	Taraxacum borealisinense	Species	Asteraceae	Eukaryota		TM-MC*
NPO23327	Taraxacum coreanum	Species	Asteraceae	Eukaryota		TM-MC*
NPO26785	Taraxacum mongolicum	Species	Asteraceae	Eukaryota		TM-MC*
NPO26622	Taraxacum officinale	Species	Asteraceae	Eukaryota		TM-MC*
NPO13668	Taraxacum platycarpum	Species	Asteraceae	Eukaryota		TM-MC*

Biological Activity

Activity Type	# Activity
Ki	2
Others	24
Potency	6

Activity Type	# Activity
Cell Line	24
Individual Protein	7
Organism	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1376	Individual Protein	Carnitine palmitoyltransferase 1B	Rattus norvegicus	Ki	=	100000	nM	7932552
NPT1377	Individual Protein	Carnitine palmitoyltransferase 2	Rattus norvegicus	Ki	=	100000	nM	7932552
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	1.4	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	5.3	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	13.6	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	0	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	28.4	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	1.8	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	7.8	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	9.2	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	25.6	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	1.7	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	9.7	%	18529042
NPT116	Cell Line	HL-60	Homo sapiens	Activity	=	30	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	0	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	2.5	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	4.7	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	2.4	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	8.9	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	14.3	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	11.1	%	18529042
NPT111	Cell Line	K562	Homo sapiens	Activity	=	11.8	%	18529042
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	1412.5	nM	PubChem BioAssay data set
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency		20587.8	nM	PubChem BioAssay data set
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency		29081	nM	PubChem BioAssay data set
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency		1168.9	nM	PubChem BioAssay data set
NPT10	Individual Protein	Geminin	Homo sapiens	Potency		12995.3	nM	PubChem BioAssay data set
NPT535	Individual Protein	Parathyroid hormone receptor	Homo sapiens	Potency		44668.4	nM	PubChem BioAssay data set

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 NPC295832 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	204
0.1-0.2	15015
0.2-0.3	11975
0.3-0.4	2862
0.4-0.5	644
0.5-0.6	171
0.6-0.7	10
0.7-0.8	3
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC198398
1.0	High Similarity	NPC27359
0.8077	Intermediate Similarity	NPC35816
0.8077	Intermediate Similarity	NPC325180
0.8	Intermediate Similarity	NPC327542
0.7174	Intermediate Similarity	NPC229838
0.717	Intermediate Similarity	NPC93888
0.717	Intermediate Similarity	NPC270805
0.6957	Remote Similarity	NPC168052
0.6957	Remote Similarity	NPC191084
0.6957	Remote Similarity	NPC250870
0.6562	Remote Similarity	NPC325117
0.6562	Remote Similarity	NPC326651
0.6562	Remote Similarity	NPC322319
0.6406	Remote Similarity	NPC472609
0.6406	Remote Similarity	NPC160661
0.6338	Remote Similarity	NPC315780
0.62	Remote Similarity	NPC18188
0.5873	Remote Similarity	NPC473599
0.5849	Remote Similarity	NPC219143
0.5849	Remote Similarity	NPC35661
0.5849	Remote Similarity	NPC226265
0.5818	Remote Similarity	NPC329263
0.5806	Remote Similarity	NPC293551
0.58	Remote Similarity	NPC1591
0.58	Remote Similarity	NPC5505
0.5781	Remote Similarity	NPC177191
0.5763	Remote Similarity	NPC155156
0.5763	Remote Similarity	NPC202525
0.5763	Remote Similarity	NPC200550
0.5745	Remote Similarity	NPC325909
0.5741	Remote Similarity	NPC107645
0.5735	Remote Similarity	NPC135539
0.5735	Remote Similarity	NPC78312
0.5735	Remote Similarity	NPC196359
0.5735	Remote Similarity	NPC221764
0.5714	Remote Similarity	NPC93861
0.5714	Remote Similarity	NPC190385
0.5714	Remote Similarity	NPC112224
0.5714	Remote Similarity	NPC43169
0.5714	Remote Similarity	NPC327895
0.569	Remote Similarity	NPC17244
0.5667	Remote Similarity	NPC329495
0.5667	Remote Similarity	NPC189178
0.5667	Remote Similarity	NPC245768
0.5667	Remote Similarity	NPC263065
0.566	Remote Similarity	NPC168375
0.566	Remote Similarity	NPC326992
0.566	Remote Similarity	NPC121517
0.5652	Remote Similarity	NPC107224
0.5652	Remote Similarity	NPC136014
0.5636	Remote Similarity	NPC198301
0.5625	Remote Similarity	NPC59650
0.5625	Remote Similarity	NPC170172
0.5625	Remote Similarity	NPC471421
0.5625	Remote Similarity	NPC233364
0.5614	Remote Similarity	NPC181588
0.5614	Remote Similarity	NPC81384
0.56	Remote Similarity	NPC316242

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC295832 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	187
0.1-0.2	4944
0.2-0.3	2824
0.3-0.4	728
0.4-0.5	356
0.5-0.6	108
0.6-0.7	8
0.7-0.8	2
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Drug ID	Developmental Stage
1.0	High Similarity	NPD9226	Approved
1.0	High Similarity	NPD9225	Phase 3
0.8654	High Similarity	NPD9659	Approved
0.8077	Intermediate Similarity	NPD9660	Approved
0.717	Intermediate Similarity	NPD8624	Approved
0.7097	Intermediate Similarity	NPD9442	Clinical (unspecified phase)
0.6471	Remote Similarity	NPD9457	Approved
0.6471	Remote Similarity	NPD9456	Approved
0.6393	Remote Similarity	NPD8951	Approved
0.6316	Remote Similarity	NPD2693	Approved
0.6316	Remote Similarity	NPD2692	Approved
0.62	Remote Similarity	NPD8623	Phase 1
0.6111	Remote Similarity	NPD9658	Clinical (unspecified phase)
0.6042	Remote Similarity	NPD8800	Approved
0.5938	Remote Similarity	NPD3192	Approved
0.5938	Remote Similarity	NPD3193	Approved
0.5893	Remote Similarity	NPD1458	Approved
0.5893	Remote Similarity	NPD1459	Approved
0.5849	Remote Similarity	NPD8217	Clinical (unspecified phase)
0.5849	Remote Similarity	NPD8216	Approved
0.58	Remote Similarity	NPD9236	Approved
0.58	Remote Similarity	NPD9235	Approved
0.5753	Remote Similarity	NPD11	Approved
0.5753	Remote Similarity	NPD376	Approved
0.5735	Remote Similarity	NPD8868	Approved
0.5714	Remote Similarity	NPD9023	Clinical (unspecified phase)
0.5694	Remote Similarity	NPD355	Phase 2
0.569	Remote Similarity	NPD9230	Discontinued
0.5667	Remote Similarity	NPD9204	Approved
0.5667	Remote Similarity	NPD9205	Approved
0.5652	Remote Similarity	NPD9262	Approved
0.5652	Remote Similarity	NPD8821	Approved
0.5652	Remote Similarity	NPD8818	Approved
0.5652	Remote Similarity	NPD8820	Approved
0.5652	Remote Similarity	NPD110	Approved
0.5652	Remote Similarity	NPD8817	Phase 3
0.5652	Remote Similarity	NPD8819	Approved
0.5636	Remote Similarity	NPD9229	Approved
0.5625	Remote Similarity	NPD8795	Approved
0.5625	Remote Similarity	NPD8796	Approved
0.5625	Remote Similarity	NPD8799	Approved
0.5614	Remote Similarity	NPD9462	Approved
0.5614	Remote Similarity	NPD9463	Phase 3
0.5614	Remote Similarity	NPD8810	Clinical (unspecified phase)
0.5606	Remote Similarity	NPD4283	Discontinued

Structure

External Identifiers

PubChem CID	10917
ChEMBL	CHEMBL1149
ZINC

Physicochemical Properties

Molecular Weight:	161.11
ALogP:	-2.5189
MLogP:	1.79
XLogP:	-1.741
# Rotatable Bonds:	9
Polar Surface Area:	60.36
# H-Bond Aceptor:	3
# H-Bond Donor:	1
# Rings:	0
# Heavy Atoms:	11

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