UCSF

ZINC19796041

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
November 10th, 2008 28 Yes

Popular Name: Amlodipine Amlodipine

Find On: PubMed — Wikipedia — Google

CAS Numbers: , 103129-81-3 , 103129-82-4 , 111470-99-6 , 111470-99-6; 88150-42-9 , 246852-12-0 , 88150-42-9 , 88150-47-4 , 88150-62-3 , [111470-99-6] , [246852-12-0] , [88150-42-9] , [88150-47-4]

Other Names:

()-Amlodipine

(R)-Amlodipine

(R,S)-Amlodipine

(R,S,)3-ethyl-5-methyl-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate benzenesulphonate; 3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester,

3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridine

dipine

pin(e)

111470-99-6; Amlodipine besilate (JP16); Amlodipine besylate (USAN); D00615; Norvasc (TN)

2-[(2-Aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5- pyridinedicarboxylic acid 3-ethyl 5-methyl ester benzene sulfonate

2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)

3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester

3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (+-)-, (Z)-2-butenedioate (1:1); 3-Ethyl 5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridin

3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester; 3-Ethyl-5-methyl ( -)-2-((2-aminoethoxy)methyl)-4-(2-chlorphenyl)-1,4-dihydro-6-methyl-3,5-pyridindicarboxylat; 3-Ethyl-5-methyl ( -

3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester

3,5-pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, benzene sulfonate

3-Ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate methanesulfonate

3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate benzene sulfonate

3-ethyl 5-methyl 2-{[(2-aminoethyl)oxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

3-Ethyl-5-methyl ( -)-2-((2-aminoethoxy)methyl)-4-(2-chlorphenyl)-1,4-dihydro-6-methyl-3,5-pyridindicarboxylat

3-Ethyl-5-methyl ( -)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate; Amlodipine; Amlodipine Free Base

3-Ethyl-5-methyl (.+/-.)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate

3-Ethyl5-methyl2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylatemethanesulfonate

3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

88150-42-9

88150-42-9; Amlodipine (INN); D07450; Norvasc (TN)

88150-42-9; Amlodipine; C06825

88150-47-4 (maleate (1:1))

AC-4535

AC1L1D26

AC1Q32ZS

Ambap88150-42-9

Amlocard

Amlodipine (BAN

Amlodipine (INN)

Amlodipine base

AMLODIPINE BASE; CPD000469198; SAM001246705

AMLODIPINE BENZENESULFONATE

Amlodipine benzenesulphonate

Amlodipine Besilate

Amlodipine besilate;Amlodipine besylate;AMVAZ;Istin;Norvasc;Pelmec;Racemic Amlodipine

Amlodipine besylate

Amlodipine besylate (Norvasc)

Amlodipine besylate?

Amlodipine Free Base

Amlodipine Maleate

Amlodipine mesylate

Amlodipine [INN:BAN]

amlodipine; amlodipino; amlodipinum

Amlodipine; CPD000469198; SAM001246705

AMLODIPINEBESYLATE

AmlodipineMaleate

Amlodipino

Amlodipino [Spanish]

Amlodipinum

Amlodipinum [Latin]

Amlodis

Amlopres

Amlor

Amvaz

AMVAZ;Amlodipine besilate;Amlodipine besylate;Istin;Norvasc;Pelmec;Racemic Amlodipine

BIDD:GT0810

BRD-A22032524-074-02-4

BRD-A22032524-074-03-2

BSPBio_002727

C06825

CHEBI:2668

CHEMBL1491

CID2162

Coroval

CPD000469198

CPD000469198; AMLODIPINE BASE

D07450

DAP000139

DB00381

FDA

FDA); Amlodipine Besilate (JAN); Amlodipine Besylate (FDA

HMS2052N03

HMS2089H07

I14-0798

INN

INN); Amlodipine Besilate (JAN); Amlodipine Besylate (FDA

INN); Amlodipine Maleate (FDA

Intervask

Istin

KBio3_001947

KBioGR_001643

Levamlodipine besylate

Levoamlodipine Besylate

Lipinox

Lotrel

LS-131183

LS-189990

MFCD00864687

MFCD00887594

MFCD02259457

MFCD02682959

MLS001401409

MolPort-001-792-963

N/A

NCGC00165957-01

NCGC00165957-02

NCGC00165957-03

Norvasc

Norvasc (TN)

OR-5991

Phthaloyl Amlodipine

QA-5163

R,S)-Amlodipine

Racemic Amlodipine

SAM001246705

SMR000469198

SPBio_000351

Spectrum2_000486

Spectrum3_001004

Spectrum4_001132

Spectrum5_001550

UK-48340-11

UK-48340-26

UK-4834011

UK-4834026; UK-48340-26; UK-4834011; UK-48340-11

UNII-1J444QC288

USAN)

USAN); Amlodipine Besilate (JAN)

USAN); Amlodipine Besylate (FDA

USAN); Amlodipine Maleate (FDA

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) 2.58 7.61 -60.61 4 7 1 102 409.89 10 ↓
Hi High (pH 8-9.5) 2.58 7.17 -11.79 3 7 0 100 408.882 10 ↓
Hi High (pH 8-9.5) 1.83 6.31 -39.43 2 7 -1 106 407.874 9 ↓
Hi High (pH 8-9.5) 1.83 6.3 -37.5 2 7 -1 106 407.874 9 ↓
Hi High (pH 8-9.5) 1.83 6.17 -40.72 2 7 -1 106 407.874 9 ↓

Vendor Notes

Note Type Comments Provided By
MP 198-200° Matrix Scientific
ALOGPS_SOLUBILITY 7.40e-03 g/l DrugBank-approved
Purity 99% APIChem
Purity >95% Matrix Scientific
Indications antihypertensive KeyOrganics Bioactives
Therapy Ca channel blocker SMDC Iconix
Target Calcium Channel Selleck Chemicals
Warnings IRRITANT Matrix Scientific
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : Sequoia Research Products Ltd.; NCC_SUPPLIER_STRUCTURE_ID : SRP05624a NIH Clinical Collection via PubChem
Target Others Selleck Chemicals
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: Sequoia Research Products Ltd.; SUPPLIER_STRUCTURE_ID: SRP05624a NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
ADA1A-1-E Alpha-1a Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 2344 0.28 Binding ≤ 10μM
ADA1B-1-E Alpha-1b Adrenergic Receptor (cluster #1 Of 4), Eukaryotic Eukaryotes 7943 0.26 Binding ≤ 10μM
ADA1D-1-E Alpha-1d Adrenergic Receptor (cluster #1 Of 3), Eukaryotic Eukaryotes 5370 0.26 Binding ≤ 10μM
CAC1C-1-E Voltage-gated L-type Calcium Channel Alpha-1C Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 2 0.43 Binding ≤ 10μM
CAC1C-1-E Voltage-gated L-type Calcium Channel Alpha-1C Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 8 0.40 Functional ≤ 10μM
CAC1D-1-E Voltage-gated L-type Calcium Channel Alpha-1D Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 8 0.40 Functional ≤ 10μM
CAC1E-1-E Voltage-gated R-type Calcium Channel Alpha-1E Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 8 0.40 Functional ≤ 10μM
CAC1S-1-E Voltage-gated L-type Calcium Channel Alpha-1S Subunit (cluster #1 Of 1), Eukaryotic Eukaryotes 8 0.40 Functional ≤ 10μM
Z101865-1-O Leishmania Chagasi (cluster #1 Of 1), Other Other 5350 0.26 Functional ≤ 10μM
Z50457-1-O Leishmania Amazonensis (cluster #1 Of 3), Other Other 2930 0.28 Functional ≤ 10μM
Z50458-3-O Leishmania Braziliensis (cluster #3 Of 4), Other Other 3130 0.28 Functional ≤ 10μM
Z50460-3-O Leishmania Major (cluster #3 Of 4), Other Other 3350 0.27 Functional ≤ 10μM
Z50466-1-O Trypanosoma Cruzi (cluster #1 Of 8), Other Other 8070 0.25 Functional ≤ 10μM
Z50592-3-O Oryctolagus Cuniculus (cluster #3 Of 8), Other Other 3 0.43 Functional ≤ 10μM
Z50597-1-O Rattus Norvegicus (cluster #1 Of 12), Other Other 3 0.43 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CAC1C_RAT P22002 Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat 2 0.43 Binding ≤ 1μM
ADA1A_HUMAN P35348 Alpha-1a Adrenergic Receptor, Human 2344 0.28 Binding ≤ 10μM
ADA1B_HUMAN P35368 Alpha-1b Adrenergic Receptor, Human 7943 0.26 Binding ≤ 10μM
ADA1D_HUMAN P25100 Alpha-1d Adrenergic Receptor, Human 5370 0.26 Binding ≤ 10μM
CAC1C_RAT P22002 Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat 2 0.43 Binding ≤ 10μM
Z50457 Z50457 Leishmania Amazonensis 2930 0.28 Functional ≤ 10μM
Z50458 Z50458 Leishmania Braziliensis 3130 0.28 Functional ≤ 10μM
Z101865 Z101865 Leishmania Chagasi 2610 0.28 Functional ≤ 10μM
Z50460 Z50460 Leishmania Major 3350 0.27 Functional ≤ 10μM
Z50592 Z50592 Oryctolagus Cuniculus 3 0.43 Functional ≤ 10μM
Z50597 Z50597 Rattus Norvegicus 2.5 0.43 Functional ≤ 10μM
Z50466 Z50466 Trypanosoma Cruzi 8070 0.25 Functional ≤ 10μM
CAC1C_RAT P22002 Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat 1.99526231 0.44 Functional ≤ 10μM
CAC1D_RAT P27732 Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Rat 1.99526231 0.44 Functional ≤ 10μM
CAC1S_RAT Q02485 Voltage-gated L-type Calcium Channel Alpha-1S Subunit, Rat 1.99526231 0.44 Functional ≤ 10μM
CAC1E_RAT Q07652 Voltage-gated R-type Calcium Channel Alpha-1E Subunit, Rat 1.99526231 0.44 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Adrenoceptors
G alpha (12/13) signalling events
G alpha (q) signalling events

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