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Compound InformationSONAR Target prediction
Name:

(±)-3-(3,4-dihydroxyphenyl)-2-methyl-DL-alanine

Unique Identifier:LOPAC 01063
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:C10H13NO4
Molecular Weight:198.111 g/mol
X log p:4.691  (online calculus)
Lipinksi Failures0
TPSA17.07
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:5
Rotatable Bond Count:3
Canonical Smiles:CC(N)(Cc1ccc(O)c(O)c1)C(O)=O
Class:Neurotransmission
Action:Inhibitor
Selectivity:L-aromatic amino acid decarboxylase
Generic_name:Levodopa
Chemical_iupac_name:2-amino-3-(3,4-dihydroxyphenyl)-propanoic acid
Drug_type:Approved Drug
Pharmgkb_id:PA450213
Kegg_compound_id:C00355
Drugbank_id:APRD00309
Melting_point:276-278 oC
H2o_solubility:5000 mg/L
Logp:-2.244
Isoelectric_point:2.32
Cas_registry_number:59-92-7
Mass_spectrum:http://webbook.nist.gov/cgi/cbook.cgi?Spec=C59927&Index=0&Type=Mass&Large=on
Drug_category:Dopamine Agents; Antiparkinson Agents; Antidyskinetics; ATC:N04BA01; ATC:N04BA04
Indication:For the treatment of idiopathic Parkinson-s disease (Paralysis Agitans),
postencephalitic parkinsonism, symptomatic parkinsonism which may follow injury to
the nervous system by carbon monoxide intoxication, and manganese intoxication.
Pharmacology:Levodopa (L-dopa) is used to replace dopamine lost in Parkinson-s disease because
dopamine itself cannot cross the blood-brain barrier where its precursor can.
However, L-DOPA is converted to dopamine in the periphery as well as in the CNS, so
it is administered with a peripheral DDC (dopamine decarboxylase) inhibitor such as
carbidopa, without which 90% is metabolised in the gut wall, and with a COMT
inhibitor if possible; this prevents about a 5% loss. The form given therapeutically
is therefore a prodrug which avoids decarboxylation in the stomach and periphery,
can cross the blood-brain barrier, and once in the brain is converted to the
neurotransmitter dopamine by the enzyme aromatic-L-amino-acid decarboxylase.
Mechanism_of_action:Striatal dopamine levels in symptomatic Parkinson-s disease are decreased by 60 to
80%, striatal dopaminergic neurotransmission may be enhanced by exogenous
supplementation of dopamine through administration of dopamine-s precursor,
levodopa. A small percentage of each levodopa dose crosses the blood-brain barrier
and is decarboxylated to dopamine. This newly formed dopamine then is available to
stimulate dopaminergic receptors, thus compensating for the depleted supply of
endogenous dopamine.
Organisms_affected:Humans and other mammals

Found: 3 active | as graph: single | with analogs 2 3 Next >> 
Species: 4932
Condition: MRC1
Replicates: 2
Raw OD Value: r im 0.7557±0.0172534
Normalized OD Score: sc h 0.9145±0.000198407
Z-Score: -6.2484±0.577225
p-Value: 0.00000000262066
Z-Factor: 0.508951
Fitness Defect: 19.7598
Bioactivity Statement: Active
Experimental Conditions
Library:Lopac
Plate Number and Position:10|E11
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:25.50 Celcius
Date:2005-12-06 YYYY-MM-DD
Plate CH Control (+):0.038775000000000004±0.17255
Plate DMSO Control (-):0.824±0.01123
Plate Z-Factor:0.9546
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DBLink | Rows returned: 18<< Back 1 2 3 Next >> 
92222 (2R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
450581 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
450884 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
721860 (2R)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoic acid
3083659 (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoic acid hydrochloride
6914094 (2S)-2-amino-3-(2,3,6-trideuterio-4,5-dihydroxy-phenyl)propanoic acid

internal high similarity DBLink | Rows returned: 5
RJC 01671 0.9464
LOPAC 00283 1.0000
LOPAC 00613 1.0000
SPE01500403 1.0000
SPE02300205 1.0000

active | Cluster 10977 | Additional Members: 9 | Rows returned: 3
SPE01505384 0.307692307692308
LOPAC 00613 0
SPE01500403 0

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