UCSF

ZINC03782486

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 26th, 2005 36 Yes

Popular Name: Mibefradil Mibefradil

Find On: PubMed — Wikipedia — Google

CAS Numbers: 116644-53-2 , 116644-53-2; 116666-63-8 , 116666-63-8

Other Names:

(1S,2S)-(2-((3-(2-Benzimidazolyl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphthyl methoxyacetate, dihydrochloride; Acetic acid, methoxy-, 2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1

(1S,2S)-2-(2-{[3-(1H-benzimidazol-2-yl)propyl](methyl)amino}ethyl)-6-fluoro-1-(1-methylethyl)-1,2,3,4-tetrahydronaphthalen-2-yl (methyloxy)acetate

(1s,2s)-2-[2-[[3-(2-benzimidazolyl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphthyl methoxyacetate

(1S-cis)-2-(2-((3-(1H-Benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl methoxyacetate

(1S-cis)-2-(2-((3-(1H-Benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl methoxyacetate; 2-(2-((3-(1H-Benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphtha

dil

dil; -fradil

fradil

116644-53-2

116644-53-2; C07222; Mibefradil

116644-53-2; D08217; Mibefradil (INN)

116666-63-8 (dihydrochloride)

116666-63-8; D05024; Mibefradil dihydrochloride (USAN); Posicor (TN)

2-(2-((3-(1H-Benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl methoxyacetate (1S-cis)-

330

AC1L1TOE

AC1Q4NDV

Acetic acid, methoxy-, 2-(2-((3-(1H-benzimidazol-2-yl)propyl)methylamino)ethyl)-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenyl ester, (1S-cis)-

Acetic acid,2-methoxy-,(1S,2S)-2-[2-[[3-(1H-benzimidazol-2-yl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-(1-methylethyl)-2-naphthalenylester, hydrochloride (1:2)

BAN); Mibefradil Dihydrochloride (USAN)

BRD-K09549677-300-01-8

C07222

C29H38FN3O3

Cerate 50

CHEBI:172035

CHEMBL45816

CID60663

D08217

DB01388

DCL000341

INN); Mibefradil Dihydrochloride (USAN)

LS-172325

LS-189974

MFCD00881804

Mibefradil (BAN

Mibefradil (INN

Mibefradil (INN)

Mibefradil Dihydrochloride

Mibefradil hydrochloride

Mibefradil [INN:BAN]

MIBEFRADILDIHYDROCHLORIDE

NCGC00015683-01

NCGC00161420-01

NCGC00161420-03

NCGC00161420-04

Posicor

Ro-40-5967

Ro-40-5967/001

Ro-405967-001

[(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] 2-methoxyacetate

[(1S,2S)-2-[2-[3-(1H-benzimidazol-2-yl)propyl-methylamino]ethyl]-6-fluoro-1-propan-2-yl-3,4-dihydro-1H-naphthalen-2-yl] 2-methoxyacetate dihydrochloride

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) 5.56 14.86 -54.6 2 6 1 69 496.647 12 ↓

Vendor Notes

Note Type Comments Provided By
Molecular_Solubility 7.064 Bitter DB
ALOGPS_SOLUBILITY 1.04e-03 g/l DrugBank-withdrawn

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CAC1B-1-E Voltage-gated N-type Calcium Channel Alpha-1B Subunit (cluster #1 Of 2), Eukaryotic Eukaryotes 1340 0.23 Binding ≤ 10μM
CAC1G-1-E Voltage-gated T-type Calcium Channel Alpha-1G Subunit (cluster #1 Of 2), Eukaryotic Eukaryotes 860 0.24 Binding ≤ 10μM
CAC1H-1-E Voltage-gated T-type Calcium Channel Alpha-1H Subunit (cluster #1 Of 2), Eukaryotic Eukaryotes 1000 0.23 Binding ≤ 10μM
CAC1I-1-E Voltage-gated T-type Calcium Channel Alpha-1I Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 126 0.27 Binding ≤ 10μM
KCNH2-4-E HERG (cluster #4 Of 5), Eukaryotic Eukaryotes 806 0.24 Binding ≤ 10μM
CAC1B-1-E Voltage-gated N-type Calcium Channel Alpha-1B Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 416 0.25 Functional ≤ 10μM
CAC1G-1-E Voltage-gated T-type Calcium Channel Alpha-1G Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 840 0.24 Functional ≤ 10μM
CAC1H-1-E Voltage-gated T-type Calcium Channel Alpha-1H Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 32 0.29 Functional ≤ 10μM
KCNH2-1-E HERG (cluster #1 Of 2), Eukaryotic Eukaryotes 1430 0.23 Functional ≤ 10μM
MDR1-2-E P-glycoprotein 1 (cluster #2 Of 2), Eukaryotic Eukaryotes 1800 0.22 Functional ≤ 10μM
MDR3-2-E P-glycoprotein 3 (cluster #2 Of 2), Eukaryotic Eukaryotes 7400 0.20 Functional ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 130 0.27 ADME/T ≤ 10μM
Z50038-1-O Plasmodium Yoelii Yoelii (cluster #1 Of 2), Other Other 1 0.35 Functional ≤ 10μM
Z50425-3-O Plasmodium Falciparum (cluster #3 Of 22), Other Other 398 0.25 Functional ≤ 10μM
Z80107-2-O COS-7 (Kidney Cells) (cluster #2 Of 2), Other Other 1430 0.23 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
KCNH2_HUMAN Q12809 HERG, Human 190 0.26 Binding ≤ 1μM
CAC1G_HUMAN O43497 Voltage-gated T-type Calcium Channel Alpha-1G Subunit, Human 1000 0.23 Binding ≤ 1μM
CAC1H_HUMAN O95180 Voltage-gated T-type Calcium Channel Alpha-1H Subunit, Human 1000 0.23 Binding ≤ 1μM
CAC1I_HUMAN Q9P0X4 Voltage-gated T-type Calcium Channel Alpha-1I Subunit, Human 1000 0.23 Binding ≤ 1μM
KCNH2_HUMAN Q12809 HERG, Human 1340 0.23 Binding ≤ 10μM
CAC1B_HUMAN Q00975 Voltage-gated N-type Calcium Channel Alpha-1B Subunit, Human 1340 0.23 Binding ≤ 10μM
CAC1G_HUMAN O43497 Voltage-gated T-type Calcium Channel Alpha-1G Subunit, Human 1000 0.23 Binding ≤ 10μM
CAC1H_HUMAN O95180 Voltage-gated T-type Calcium Channel Alpha-1H Subunit, Human 1000 0.23 Binding ≤ 10μM
CAC1I_HUMAN Q9P0X4 Voltage-gated T-type Calcium Channel Alpha-1I Subunit, Human 1000 0.23 Binding ≤ 10μM
Z80107 Z80107 COS-7 (Kidney Cells) 1430 0.23 Functional ≤ 10μM
KCNH2_HUMAN Q12809 HERG, Human 1430 0.23 Functional ≤ 10μM
MDR1_HUMAN P08183 P-glycoprotein 1, Human 1500 0.23 Functional ≤ 10μM
MDR1_MOUSE P06795 P-glycoprotein 1, Mouse 10000 0.19 Functional ≤ 10μM
MDR3_MOUSE P21447 P-glycoprotein 3, Mouse 7400 0.20 Functional ≤ 10μM
Z50425 Z50425 Plasmodium Falciparum 398.107171 0.25 Functional ≤ 10μM
Z50038 Z50038 Plasmodium Yoelii Yoelii 0.873 0.35 Functional ≤ 10μM
CAC1B_HUMAN Q00975 Voltage-gated N-type Calcium Channel Alpha-1B Subunit, Human 416 0.25 Functional ≤ 10μM
CAC1G_HUMAN O43497 Voltage-gated T-type Calcium Channel Alpha-1G Subunit, Human 1340 0.23 Functional ≤ 10μM
CAC1H_HUMAN O95180 Voltage-gated T-type Calcium Channel Alpha-1H Subunit, Human 130 0.27 Functional ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 130 0.27 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Abacavir transmembrane transport
ABC-family proteins mediated transport
Aflatoxin activation and detoxification
Depolarization of the Presynaptic Terminal Triggers the Opening of Calcium Chann
NCAM1 interactions
Voltage gated Potassium channels
Xenobiotics

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