UCSF

ZINC00155269

Substance Information

In ZINC since Heavy atoms Benign functionality
September 30th, 2005 20 Yes

Other Names:

(+-)-N,N-Dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)ethylamine citrate (1:1); Banflex; C18H23NO.C6H8O7; EINECS 225-137-5; Ethanamine, N,N-dimethyl-2-((2-methylphenyl)phenyl)methoxy)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1); Ethanamine, N,N-dimethyl

(+-)-N,N-dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)ethylamine citrate; N,N-dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)ethylamine citrate; orphenadrine dihydrogen citrate

130

2-(Phenyl-o-tolylmethoxy)ethyldimethylamine

2-(phenyl-o-tolylmethoxy)ethyldimethylamine; 2-methyldiphenhydramine; N,N-dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine; N,N-dimethyl-2-[(o-methyl-alpha-phenylbenzyl)oxy]ethylamine; Orphenadrine; beta-dimethylaminoethyl 2-methylbenzhydryl ether; o-methyl

2-Dimethylaminoethyl 2-methylbenzhydryl ether hydrochloride; BF 5930; BG 5930; BS 5930; Brocadisipal; C18H23NO.HCl; DISIPAL; EINECS 206-435-4; Ethanamine, N,N-dimethyl-2-((2-methylphenyl)phenylmethoxy)-, hydrochloride; Ethylamine, N,N-dimethyl-2-((o-methy

2-dimethylaminoethyl 2-methylbenzhydryl ether hydrochloride; N,N-dimethyl-2-(o-methyl-alpha-phenylbenzyloxy)ethylamine hydrochloride; mefenamin hydrochloride

2-Dimethylaminoethyl-2-methyl-benzhydryl ether citrate; Benhexal; Ethanamine, N,N-dimethyl-2-((2-methylphenyl)phenylmethoxy)-, 2-hydroxy-1,2,3-propanetricarboxylate; Ethylamine, N,N-dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)-, citrate; LS-68149; N,N-Di

2-hydroxypropane-1,2,3-tricarboxylic acid; dimethyl({2-[(2-methylphenyl)(phenyl)methoxy]ethyl})amine

2-Methyldiphenhydramine

341-69-5 (hydrochloride)

341-69-5; D02599; Disipal (TN); Orphenadrine hydrochloride

341-69-5; Orphenadrine hydrochloride; Prestwick_663

4-06-00-04727 (Beilstein Handbook Reference)

4682-36-4 (citrate)

4682-36-4; CPD000058817; Norflex; SAM002554918

4682-36-4; D00774; Norflex (TN); Orphenadrine citrate (USP)

83-98-7

83-98-7; C07935; Orphenadrine

83-98-7; D08305; Mialgin (TN); Orphenadrine (INN)

AB00053510

AC1L1IJ4

Antiflex

Banflex

Banflex; Flexon; Norflex; X-Otag

beta-Dimethylaminoethyl 2-methylbenzhydryl ether

beta-Dimethylaminoethyl-2-methylbenzhydryl ether

Biorphen

BPBio1_000349

BRD-A53576514-003-03-1

BRN 1885151

Brocadisipal

Brocasipal

BSPBio_000317

BSPBio_002141

C07935

CBDivE_006102

CHEBI:177779

CHEBI:7789

CHEMBL900

CID4601

CPD000058817; Norflex; SAM002554918

D08305

DAP000858

DB01173

Disipal

DivK1c_000853

EINECS 201-509-2

Ethanamine, N,N-dimethyl-2-((2-methylphenyl)phenylmethoxy)-

Ethanamine, N,N-dimethyl-2-[(2-methylphenyl)phenylmethoxy]-

Ethylamine, N,N-dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)-

Flexoject

HSDB 3139

IDI1_000853

INN); Orphenadrine HCl (FDA); Orphenadrine Citrate (FDA

INN); Orphenadrine Hydrochloride (FDA)

KBio1_000853

KBio2_001525

KBio2_004093

KBio2_006661

KBio3_001641

KBioGR_000880

KBioSS_001525

L001253

LS-189961

LS-68148

Lysantin

Mefenamine

Mephenamine

Mephenamine;O-Methyldiphenhydramine;Orphenadine;Orphenadrin;Orphenadrine Citrate;Orphenate;Orphenedrine

Methyldiphenylhydramine

MFCD00012480

MFCD00079197

MFCD18711367

Mialgin (TN)

Mio-Rel

MolPort-002-052-046

Myolin

Myotrol

N,N-Dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamin

N,N-dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine

N,N-Dimethyl-2-(o-methyl-alpha-phenylbenzyl)oxy)ethylamine

N,N-Dimethyl-2-(phenyl(o-tolyl)methoxy)ethanamine 2-hydroxypropane-1,2,3-tricarboxylate

N,N-Dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine

N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine

N,N-Dimethyl-2-[(o-methyl-alpha-phenylbenzyl)oxy]ethylamine

N,N-dimethyl-2-{[(2-methylphenyl)(phenyl)methyl]oxy}ethanamine

N/A

NCGC00015771-09

NCGC00089814-02

NCGC00089814-03

NINDS_000853

Norflex

Norflex Orphenadrine Citrate

O-Methyldiphenhydramine

o-Monomethyldiphenhydramine

Oprea1_476547

Orfenadrina

Orfenadrina [INN-Spanish]

orfenadrina; orphenadrine; orphenadrinum

Orfro

ORP

Orphenadine

Orphenadinum

Orphenadrin

Orphenadrine

Orphenadrine (BAN

Orphenadrine (Chloride)

Orphenadrine (citrate)

Orphenadrine (INN)

Orphenadrine Citrate (FDA

Orphenadrine citrate (Norflex)

Orphenadrine hydrochloride

Orphenadrine [INN:BAN]

Orphenadrine, Orphenadrine (Citrate)

Orphenadrine-d3 hydrochloride

Orphenadrinum

Orphenadrinum [INN-Latin]

Orphenate

Orphenedrine

Phenyl-o-tolylmethyl dimethyaminoethyl ether

Prestwick0_000239

Prestwick1_000239

Prestwick2_000239

Prestwick3_000239

Sodium Mefenamine

SPBio_001255

SPBio_002238

Spectrum2_001038

Spectrum3_000531

Spectrum4_000460

Spectrum5_001036

Spectrum_001045

ST50406606

UNII-AL805O9OG9

USP)

USP); Orphenadrine (BAN

WS 2434

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

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) 3.90 10.97 -34.54 1 2 1 14 270.396 6

Vendor Notes

Note Type Comments Provided By
Molecular_Solubility 4.778 Bitter DB
MP 137 - 139 Enamine Building Blocks
MP 137...139 Enamine Building Blocks
ALOGPS_SOLUBILITY 3.00e-02 g/l DrugBank-approved
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Target AChR Selleck Chemicals
Therapy muscle relaxant (skeletal), antihistaminic SMDC Iconix
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : O-3697; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE POWDER; 1 citric acid NIH Clinical Collection via PubChem
Indications pain management, parkinsons KeyOrganics Bioactives
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: O-3697; SALT: 1 citric acid; SUPPLIER_COMMENTS: WHITE POWDER NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
KCNH2-5-E HERG (cluster #5 Of 5), Eukaryotic Eukaryotes 851 0.42 Binding ≤ 10μM
NMD3A-3-E Glutamate [NMDA] Receptor Subunit 3A (cluster #3 Of 6), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMD3B-3-E Glutamate [NMDA] Receptor Subunit 3B (cluster #3 Of 6), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMDE1-2-E Glutamate [NMDA] Receptor Subunit Epsilon 1 (cluster #2 Of 5), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMDE2-1-E Glutamate [NMDA] Receptor Subunit Epsilon 2 (cluster #1 Of 5), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMDE3-1-E Glutamate [NMDA] Receptor Subunit Epsilon 3 (cluster #1 Of 4), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMDE4-3-E Glutamate [NMDA] Receptor Subunit Epsilon 4 (cluster #3 Of 6), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
NMDZ1-2-E Glutamate (NMDA) Receptor Subunit Zeta 1 (cluster #2 Of 6), Eukaryotic Eukaryotes 6000 0.37 Binding ≤ 10μM
Z50425-9-O Plasmodium Falciparum (cluster #9 Of 22), Other Other 631 0.43 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
KCNH2_HUMAN Q12809 HERG, Human 851.138038 0.42 Binding ≤ 1μM
NMDZ1_HUMAN Q05586 Glutamate (NMDA) Receptor Subunit Zeta 1, Human 6000 0.37 Binding ≤ 10μM
NMD3A_HUMAN Q8TCU5 Glutamate [NMDA] Receptor Subunit 3A, Human 6000 0.37 Binding ≤ 10μM
NMD3B_HUMAN O60391 Glutamate [NMDA] Receptor Subunit 3B, Human 6000 0.37 Binding ≤ 10μM
NMDE1_HUMAN Q12879 Glutamate [NMDA] Receptor Subunit Epsilon 1, Human 6000 0.37 Binding ≤ 10μM
NMDE2_HUMAN Q13224 Glutamate [NMDA] Receptor Subunit Epsilon 2, Human 6000 0.37 Binding ≤ 10μM
NMDE3_HUMAN Q14957 Glutamate [NMDA] Receptor Subunit Epsilon 3, Human 6000 0.37 Binding ≤ 10μM
NMDE4_HUMAN O15399 Glutamate [NMDA] Receptor Subunit Epsilon 4, Human 6000 0.37 Binding ≤ 10μM
KCNH2_HUMAN Q12809 HERG, Human 851.138038 0.42 Binding ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 2511.88643 0.39 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
CREB phosphorylation through the activation of CaMKII
EPHB-mediated forward signaling
Ras activation uopn Ca2+ infux through NMDA receptor
Unblocking of NMDA receptor, glutamate binding and activation
Voltage gated Potassium channels

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