UCSF

ZINC35342787

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2009 22 No

Popular Name: Entacapone Entacapone

Find On: PubMed — Wikipedia — Google

CAS Numbers: 116314-67-1 , 130929-57-6

Other Names:

(2E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide

(E)-2-cyano-3-(3,4-dihydroxy-5-nitro-phenyl)-N,N-diethyl-prop-2-enamide

(E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide

(E)-2-Cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide; (E)-alpha-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide; 2-Propenamide, 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-, (2E)-; Comtan; Entacapona [INN-Spanish]; Entacapone

(E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide

(E)-alpha-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide

(E)-alpha-Cyano-N,N-diethyl-3,4-dihydroxy-5-nitrocinnamamide; Comtess; Entacapone; N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl) acrylamide

116314-67-1

130929-57-6

130929-57-6; C07943; Entacapone

130929-57-6; Comtan (TN); D00781; Entacapone (JAN/USAN/INN)

2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethylprop-2-enamide

2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide

2-Cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide ;Comtan

2-Propenamide, 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-

2-Propenamide, 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-, (2E)-

2-Propenamide, 2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)-N,N-diethyl-; 2-cyano-N,N-diethyl-3-(3,4-dihydroxy-5-nitrophenyl)propenamide; C14H15N3O5; COMTAN; ENTACAPONE; LS-172316; OR 611; OR-611

AC-393

AC1NQY02

BAN

BIDD:GT0026

C071192

C07943

C14H15N3O5

CHEBI:4798

CHEMBL953

CID5281081

COM-998

Comtan

Comtan (TN)

Comtess

CONTAM

D00781

DAP000608

DB00494

Entacapona

Entacapona [INN-Spanish]

entacapona; entacapone; entacaponum

Entacapone (BAN

Entacapone (FDA

Entacapone (JAN/USAN/INN)

Entacapone [Usan:Inn]

Entacaponum

Entacaponum [INN-Latin]

FDA

HMS2089O16

INN

KB475572

LS-123327

LS-172316

MFCD00866580

MolPort-003-847-054

N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl) acrylamide

N/A

NCGC00164555-01

Novartis brand of entacapone

OR 611

OR-2900

OR-611

Orion brand of entacapone

UNII-4975G9NM6T

USAN)

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 1.64 3.92 -11.23 2 8 0 130 305.29 5 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 7.97e-02 g/l DrugBank-approved
Therapy antidyskinetic SMDC Pharmakon
Patent Database Links EP1541197; EP1970055; US2005054658; US2006020028; US2007203080; US2007225379; US2008076825; US2008255073; WO2005019221; WO2005019222; WO2005121069; WO2006017409; WO2006019673; WO2006091697; WO2007104907; WO2007109851; WO2007112581; WO2007113371; WO2007135 ChEBI
Target Histone Methyltransferase Selleck Chemicals
Target Others Selleck Chemicals

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
COMT-1-E Catechol O-methyltransferase (cluster #1 Of 1), Eukaryotic Eukaryotes 2320 0.36 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
COMT_RAT P22734 Catechol O-methyltransferase, Rat 12.8 0.50 Binding ≤ 1μM
COMT_RAT P22734 Catechol O-methyltransferase, Rat 12.8 0.50 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Enzymatic degradation of dopamine by COMT
Enzymatic degradation of Dopamine by monoamine oxidase
Methylation

Analogs ( Draw Identity 99% 90% 80% 70% )