Nifedipine
| Internal ID | 74482f7b-29a3-44a2-bc4a-1bf8cd4c157c |
| Taxonomy | Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Dihydropyridines > Dihydropyridinecarboxylic acids and derivatives |
| IUPAC Name | dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate |
| SMILES (Canonical) | CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC |
| SMILES (Isomeric) | CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2[N+](=O)[O-])C(=O)OC |
| InChI | InChI=1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3 |
| InChI Key | HYIMSNHJOBLJNT-UHFFFAOYSA-N |
| Popularity | 34,196 references in papers |
| Molecular Formula | C17H18N2O6 |
| Molecular Weight | 346.30 g/mol |
| Exact Mass | 346.11648630 g/mol |
| Topological Polar Surface Area (TPSA) | 110.00 Ų |
| XlogP | 2.20 |
| Atomic LogP (AlogP) | 2.18 |
| H-Bond Acceptor | 7 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 4 |
| 21829-25-4 |
| Adalat |
| Procardia |
| Procardia XL |
| Cordipin |
| Corinfar |
| Adalat CC |
| Fenihidine |
| Citilat |
| Oxcord |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9737 | 97.37% |
| Caco-2 | + | 0.8396 | 83.96% |
| Blood Brain Barrier | - | 0.9500 | 95.00% |
| Human oral bioavailability | + | 0.7857 | 78.57% |
| Subcellular localzation | Mitochondria | 0.8676 | 86.76% |
| OATP2B1 inhibitior | - | 0.8597 | 85.97% |
| OATP1B1 inhibitior | + | 0.9414 | 94.14% |
| OATP1B3 inhibitior | + | 0.9480 | 94.80% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 0.9750 | 97.50% |
| BSEP inhibitior | + | 0.6410 | 64.10% |
| P-glycoprotein inhibitior | - | 0.4492 | 44.92% |
| P-glycoprotein substrate | - | 0.7239 | 72.39% |
| CYP3A4 substrate | + | 0.7156 | 71.56% |
| CYP2C9 substrate | - | 1.0000 | 100.00% |
| CYP2D6 substrate | - | 0.9021 | 90.21% |
| CYP3A4 inhibition | + | 0.7960 | 79.60% |
| CYP2C9 inhibition | - | 0.6122 | 61.22% |
| CYP2C19 inhibition | - | 0.6715 | 67.15% |
| CYP2D6 inhibition | - | 0.9231 | 92.31% |
| CYP1A2 inhibition | + | 0.9106 | 91.06% |
| CYP2C8 inhibition | + | 0.9817 | 98.17% |
| CYP inhibitory promiscuity | + | 0.9013 | 90.13% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.5651 | 56.51% |
| Carcinogenicity (trinary) | Non-required | 0.5432 | 54.32% |
| Eye corrosion | - | 0.9886 | 98.86% |
| Eye irritation | - | 0.9541 | 95.41% |
| Skin irritation | - | 0.7836 | 78.36% |
| Skin corrosion | - | 0.9482 | 94.82% |
| Ames mutagenesis | - | 0.5700 | 57.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.8014 | 80.14% |
| Micronuclear | + | 0.9400 | 94.00% |
| Hepatotoxicity | + | 0.8000 | 80.00% |
| skin sensitisation | - | 0.8694 | 86.94% |
| Respiratory toxicity | + | 0.9556 | 95.56% |
| Reproductive toxicity | + | 0.6333 | 63.33% |
| Mitochondrial toxicity | + | 0.9625 | 96.25% |
| Nephrotoxicity | - | 0.6473 | 64.73% |
| Acute Oral Toxicity (c) | III | 0.7271 | 72.71% |
| Estrogen receptor binding | + | 0.7164 | 71.64% |
| Androgen receptor binding | + | 0.6007 | 60.07% |
| Thyroid receptor binding | + | 0.5480 | 54.80% |
| Glucocorticoid receptor binding | + | 0.6860 | 68.60% |
| Aromatase binding | + | 0.6153 | 61.53% |
| PPAR gamma | + | 0.5632 | 56.32% |
| Honey bee toxicity | - | 0.9435 | 94.35% |
| Biodegradation | - | 0.8750 | 87.50% |
| Crustacea aquatic toxicity | - | 0.6000 | 60.00% |
| Fish aquatic toxicity | + | 0.9854 | 98.54% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL1293255 | P15428 | 15-hydroxyprostaglandin dehydrogenase [NAD+] |
11220.2 nM 15848.9 nM 28183.8 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL226 | P30542 | Adenosine A1 receptor |
7701 nM |
IC50 |
via CMAUP
|
| CHEMBL251 | P29274 | Adenosine A2a receptor |
22200 nM 22200 nM |
Ki Ki |
PMID: 9258366
PMID: 9258366 |
| CHEMBL256 | P0DMS8 | Adenosine A3 receptor |
7214 nM |
IC50 |
via CMAUP
|
| CHEMBL3577 | P00352 | Aldehyde dehydrogenase 1A1 |
15848.9 nM 7943.3 nM 31622.8 nM 8912.5 nM 12589.3 nM 25118.9 nM |
Potency Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL3687 | P18054 | Arachidonate 12-lipoxygenase |
22387.2 nM 31622.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293237 | P54132 | Bloom syndrome protein |
3981.1 nM 3981.1 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL4015 | P41597 | C-C chemokine receptor type 2 |
2191 nM |
IC50 |
via CMAUP
|
| CHEMBL4096 | P04637 | Cellular tumor antigen p53 |
31622.8 nM |
Potency |
via CMAUP
|
| CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
2300 nM 300 nM |
IC50 IC50 |
PMID: 23033255
via CMAUP |
| CHEMBL3622 | P33261 | Cytochrome P450 2C19 |
5420 nM |
IC50 |
PMID: 23033255
|
| CHEMBL3397 | P11712 | Cytochrome P450 2C9 |
4080 nM |
IC50 |
PMID: 23033255
|
| CHEMBL289 | P10635 | Cytochrome P450 2D6 |
39810.7 nM |
Potency |
via CMAUP
|
| CHEMBL3491 | P51589 | Cytochrome P450 2J2 |
3060 nM |
IC50 |
PMID: 23033255
|
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
10000 nM 11000 nM 5620 nM |
IC50 IC50 IC50 |
PMID: 14552748
PMID: 21256005 PMID: 23033255 |
| CHEMBL4159 | Q99714 | Endoplasmic reticulum-associated amyloid beta-peptide-binding protein |
10000 nM 7943.3 nM 12589.3 nM 31622.8 nM 25118.9 nM 31622.8 nM |
Potency Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL1293278 | O75496 | Geminin |
12589.3 nM |
Potency |
via CMAUP
|
| CHEMBL1293299 | Q03164 | Histone-lysine N-methyltransferase MLL |
39810.7 nM 50118.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL4261 | Q16665 | Hypoxia-inducible factor 1 alpha |
501.2 nM 501.2 nM 501.2 nM 501.2 nM 501.2 nM |
Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via Super-PRED |
| CHEMBL1293226 | B2RXH2 | Lysine-specific demethylase 4D-like |
22387.2 nM 25118.9 nM 14125.4 nM 28183.8 nM 15848.9 nM |
Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL4040 | P28482 | MAP kinase ERK2 |
25118.9 nM 39810.7 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
3548.1 nM 14125.4 nM 3981.1 nM 19952.6 nM 12589.3 nM 4466.8 nM 3548.1 nM 19952.6 nM 15848.9 nM 8912.5 nM 22387.2 nM 7943.3 nM |
Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL2428 | Q15746 | Myosin light chain kinase, smooth muscle |
2020 nM |
IC50 |
PMID: 26385444
|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit |
11220.2 nM 11220.2 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1293235 | P02545 | Prelamin-A/C |
1122 nM 22387.2 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2842 | P42345 | Serine/threonine-protein kinase mTOR |
16481.6 nM |
Potency |
via CMAUP
|
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor |
18273 nM |
IC50 |
via CMAUP
|
| CHEMBL1293232 | Q16637 | Survival motor neuron protein |
5623.4 nM 19952.6 nM 28183.8 nM |
Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP |
| CHEMBL1293256 | P40225 | Thrombopoietin |
1584.9 nM 1584.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1835 | P24557 | Thromboxane-A synthase |
18594 nM |
IC50 |
via CMAUP
|
| CHEMBL1963 | P16473 | Thyroid stimulating hormone receptor |
158.5 nM 158.5 nM |
Potency Potency |
via CMAUP
via Super-PRED |
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
44668.4 nM 56234.1 nM 44668.4 nM 50118.7 nM 22387.2 nM |
Potency Potency Potency Potency Potency |
via CMAUP
via CMAUP via CMAUP via CMAUP via CMAUP |
| CHEMBL1940 | Q13936 | Voltage-gated L-type calcium channel alpha-1C subunit |
50 nM 55 nM 22 nM |
IC50 IC50 IC50 |
PMID: 22761000
PMID: 22761000 via Super-PRED |
| CHEMBL4138 | Q01668 | Voltage-gated L-type calcium channel alpha-1D subunit |
1350 nM |
IC50 |
PMID: 24754640
|
| CHEMBL4306 | P22460 | Voltage-gated potassium channel subunit Kv1.5 |
6100 nM |
IC50 |
PMID: 19004630
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 95.77% | 96.09% |
| CHEMBL1293249 | Q13887 | Kruppel-like factor 5 | 89.92% | 86.33% |
| CHEMBL2581 | P07339 | Cathepsin D | 89.32% | 98.95% |
| CHEMBL3902 | P09211 | Glutathione S-transferase Pi | 88.17% | 93.81% |
| CHEMBL4203 | Q9HAZ1 | Dual specificity protein kinase CLK4 | 85.97% | 94.45% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 85.58% | 91.11% |
| CHEMBL2535 | P11166 | Glucose transporter | 84.98% | 98.75% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 84.79% | 95.56% |
| CHEMBL5028 | O14672 | ADAM10 | 84.36% | 97.50% |
| CHEMBL1907600 | Q00535 | Cyclin-dependent kinase 5/CDK5 activator 1 | 83.04% | 93.03% |
| CHEMBL1907605 | P24864 | Cyclin-dependent kinase 2/cyclin E1 | 82.98% | 92.88% |
| CHEMBL2007 | P16234 | Platelet-derived growth factor receptor alpha | 81.73% | 91.07% |
| CHEMBL221 | P23219 | Cyclooxygenase-1 | 81.22% | 90.17% |
| CHEMBL3137262 | O60341 | LSD1/CoREST complex | 81.13% | 97.09% |
| CHEMBL3038477 | P67870 | Casein kinase II alpha/beta | 80.99% | 99.23% |
| CHEMBL3401 | O75469 | Pregnane X receptor | 80.31% | 94.73% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| Asarum heterotropoides |
| Asarum sieboldii |