NICARDIPINE

Search structure
Synonyms:
Status: Approved (1988)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C08CA04
UNII: CZ5312222S

Structure
InChI Key ZBBHBTPTTSWHBA-UHFFFAOYSA-N
Smile COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)Cc2ccccc2)C1c1cccc([N+](=O)[O-])c1
InChI
InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C26H29N3O6
Molecular Weight 479.53
AlogP 3.68
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 9.0
Polar Surface Area 111.01
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 35.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 13300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 560-3300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C8
- 1560 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 378-660 - 280 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 1590-1780 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 380-420 - - -
Enzyme Hydrolase
- 20000-20000 - - 32-81
Enzyme Oxidoreductase
- 50000 - - -
Enzyme
- 20000-20000 - 280 32-81
Ion channel Voltage-gated ion channel Transient receptor potential channel
500 - - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 250-24100 - 1 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 1400 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- - - 11000 27
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 10
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC28 and SLC29 families of nucleoside transporters SLC29 Facilitative nucleoside transporter family
- - - 5360 -
Transporter Electrochemical transporter
- 22800 - 5360 10
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 950-5129 - - 100
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 88000 - - -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 16596 - - -
Unclassified protein
- - - - 0-88

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hypertension 3 D006973 ClinicalTrials
Pre-Eclampsia 3 D011225 ClinicalTrials
Muscle Cramp 3 D009120 ClinicalTrials
Aortic Aneurysm, Thoracic 2 D017545 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Subarachnoid Hemorrhage 2 D013345 ClinicalTrials
Brain Neoplasms 1 D001932 ClinicalTrials
Coronary Disease 0 D003327 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 55985-32-5
ChEBI 7550
ChEMBL CHEMBL1484
DrugBank DB00622
DrugCentral 1909
EPA CompTox DTXSID6023363
FDA SRS CZ5312222S
Human Metabolome Database HMDB0014760
Guide to Pharmacology 2559
KEGG C07264
PharmGKB PA450620
PubChem 4474
SureChEMBL SCHEMBL34277
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