NP-MRD: Showing NP-Card for Amlodipine (NP0000546)

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Record Information

Version

1.0

Created at

2006-10-17 08:50:19 UTC

Updated at

2021-10-07 20:38:26 UTC

NP-MRD ID

NP0000546

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Amlodipine

Description

Amlodipine is a long-acting calcium channel blocker used as an anti-hypertensive and in the treatment of angina. As other calcium channel blockers, amlodipine acts by relaxing the smooth muscle in the arterial wall, decreasing peripheral resistance and hence improving blood pressure; in angina it improves blood flow to the myocardium. It was developed under the direction of Dr. Simon Campbell; A long acting dihydropyridine calcium channel blocker. It is effective in the treatment of angina pectoris and hypertension; in angina it improves blood flow to the myocardium. Amlodipine (as besylate, mesylate or maleate) is a long-acting calcium channel blocker used as an anti hypertensive and in the treatment of angina. Amlodipine is marketed as Norvasc in North America and as Istin in the United Kingdom as well as under various other names. As other calcium channel blockers, amlodipine acts by relaxing the smooth muscle in the arterial wall, decreasing peripheral resistance and hence improving blood pressure; Amlodipine (as besylate, mesylate or maleate) is a long-acting calcium channel blocker used as an anti-hypertensive and in the treatment of angina. Amlodipine is marketed as Norvasc in North America and as Istin in the United Kingdom as well as under various other names. As other calcium channel blockers, amlodipine acts by relaxing the smooth muscle in the arterial wall, decreasing peripheral resistance and hence improving blood pressure; in angina it improves blood flow to the myocardium. It was developed under the direction of Dr. Simon Campbell.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

381
  Mrv1652305271900022D          

 28 29  0  0  1  0            999 V2000
    6.7495    2.4615    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1818    1.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.0443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 15  1  0  0  0  0
  2 24  1  0  0  0  0
  3 16  1  0  0  0  0
  3 25  1  0  0  0  0
  4 18  1  0  0  0  0
  4 27  1  0  0  0  0
  5 16  2  0  0  0  0
  6 18  2  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 26  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  2  0  0  0  0
 10 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 18  1  0  0  0  0
 12 15  1  0  0  0  0
 13 17  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
M  END

HMDB0005018
     RDKit          3D
Amlodipine
 53 54  0  0  0  0  0  0  0  0999 V2000
    0.0624   -4.6651   -1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -3.5480   -2.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -2.3024   -1.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923   -1.6907   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.3691   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -0.3650   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5597    0.2111    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -0.4629    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701    0.2217   -0.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    1.3988   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0331    1.3944    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690    2.7163    1.5911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.4475    0.9279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    2.0422    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    3.3421    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    1.4996    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770    2.1809    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.2185    1.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.6361   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5514    2.2750   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7602    0.3151   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -0.5675   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -1.1397    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4016   -1.9991    0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387   -2.3202   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.7496   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.8834   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492   -0.1801   -3.0661 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4845   -4.6699   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532   -4.7093   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2325   -5.6239   -1.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -3.7861   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3755   -3.4813   -3.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -0.3558    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.5349    0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    2.3094   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    1.5704   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.0640    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.6544    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519    3.4005    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0710    3.0900    2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.8763    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581    3.5582    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787    4.1593    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    3.1400    2.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    3.3620   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    2.0007    0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    1.8968   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7881    0.7280   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.8761    1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6892   -2.4392    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -2.9981   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -1.9917   -2.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21  6  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
M  END

381
  Mrv1652305271900022D          

 28 29  0  0  1  0            999 V2000
    6.7495    2.4615    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.3943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659    0.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.9058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1818    1.7127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.0443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 15  1  0  0  0  0
  2 24  1  0  0  0  0
  3 16  1  0  0  0  0
  3 25  1  0  0  0  0
  4 18  1  0  0  0  0
  4 27  1  0  0  0  0
  5 16  2  0  0  0  0
  6 18  2  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 26  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  2  0  0  0  0
 10 16  1  0  0  0  0
 11 13  2  0  0  0  0
 11 18  1  0  0  0  0
 12 15  1  0  0  0  0
 13 17  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 22 23  2  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000546

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=CC=CC=C1Cl)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3

> <INCHI_KEY>
HTIQEAQVCYTUBX-UHFFFAOYSA-N

> <FORMULA>
C20H25ClN2O5

> <MOLECULAR_WEIGHT>
408.876

> <EXACT_MASS>
408.145199627

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.31141604801554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
1.6355954516666678

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.12333262212675

> <JCHEM_PKA_STRONGEST_BASIC>
9.445646936621939

> <JCHEM_POLAR_SURFACE_AREA>
99.88

> <JCHEM_REFRACTIVITY>
108.63810000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+-)-amlodipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005018
     RDKit          3D
Amlodipine
 53 54  0  0  0  0  0  0  0  0999 V2000
    0.0624   -4.6651   -1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -3.5480   -2.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -2.3024   -1.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923   -1.6907   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.3691   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -0.3650   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5597    0.2111    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -0.4629    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701    0.2217   -0.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    1.3988   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0331    1.3944    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690    2.7163    1.5911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.4475    0.9279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    2.0422    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    3.3421    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    1.4996    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770    2.1809    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.2185    1.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.6361   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5514    2.2750   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7602    0.3151   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -0.5675   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -1.1397    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4016   -1.9991    0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387   -2.3202   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.7496   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.8834   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492   -0.1801   -3.0661 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4845   -4.6699   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532   -4.7093   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2325   -5.6239   -1.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -3.7861   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3755   -3.4813   -3.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -0.3558    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.5349    0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    2.3094   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    1.5704   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.0640    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.6544    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519    3.4005    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0710    3.0900    2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.8763    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581    3.5582    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787    4.1593    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    3.1400    2.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    3.3620   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    2.0007    0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    1.8968   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7881    0.7280   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.8761    1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6892   -2.4392    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -2.9981   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -1.9917   -2.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21  6  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 381                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1 Cl   UNK     0      12.599   4.595   0.000  0.00  0.00          Cl+0
HETATM    2  O   UNK     0       7.081  -2.603   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.748   1.247   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.750   1.247   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.081   3.557   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      13.406   3.197   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       9.748  -1.063   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       4.414  -5.683   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.748   2.017   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415   1.247   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082   1.247   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.415  -0.293   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.082  -0.293   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   3.557   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.081  -1.063   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081   2.017   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.416  -1.063   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.416   2.017   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.082   4.327   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.415   4.327   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   5.867   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.415   5.867   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.748   6.637   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.748  -3.373   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.414   2.017   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.748  -4.913   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.083   2.017   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.080   1.247   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   15   24                                                       
CONECT    3   16   25                                                       
CONECT    4   18   27                                                       
CONECT    5   16                                                            
CONECT    6   18                                                            
CONECT    7   12   13                                                       
CONECT    8   26                                                            
CONECT    9   10   11   14                                                  
CONECT   10    9   12   16                                                  
CONECT   11    9   13   18                                                  
CONECT   12    7   10   15                                                  
CONECT   13    7   11   17                                                  
CONECT   14    9   19   20                                                  
CONECT   15    2   12                                                       
CONECT   16    3    5   10                                                  
CONECT   17   13                                                            
CONECT   18    4    6   11                                                  
CONECT   19    1   14   21                                                  
CONECT   20   14   22                                                       
CONECT   21   19   23                                                       
CONECT   22   20   23                                                       
CONECT   23   21   22                                                       
CONECT   24    2   26                                                       
CONECT   25    3   28                                                       
CONECT   26    8   24                                                       
CONECT   27    4                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

COMPND    HMDB0005018
HETATM    1  C1  UNL     1       0.062  -4.665  -1.366  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.379  -3.548  -2.283  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.432  -2.302  -1.650  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.692  -1.691  -1.053  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.714  -2.369  -1.151  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.544  -0.365  -0.398  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.560   0.211   0.203  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.911  -0.463   0.243  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.870   0.222  -0.353  1.00  0.00           O  
HETATM   10  C7  UNL     1       4.376   1.399  -0.053  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.033   1.394   1.321  1.00  0.00           C  
HETATM   12  N1  UNL     1       5.569   2.716   1.591  1.00  0.00           N  
HETATM   13  N2  UNL     1       1.438   1.448   0.928  1.00  0.00           N  
HETATM   14  C9  UNL     1       0.139   2.042   0.965  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.065   3.342   1.757  1.00  0.00           C  
HETATM   16  C11 UNL     1      -0.864   1.500   0.367  1.00  0.00           C  
HETATM   17  C12 UNL     1      -2.177   2.181   0.469  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.301   3.218   1.097  1.00  0.00           O  
HETATM   19  O5  UNL     1      -3.293   1.636  -0.158  1.00  0.00           O  
HETATM   20  C13 UNL     1      -4.551   2.275  -0.069  1.00  0.00           C  
HETATM   21  C14 UNL     1      -0.760   0.315  -0.478  1.00  0.00           C  
HETATM   22  C15 UNL     1      -1.937  -0.567  -0.355  1.00  0.00           C  
HETATM   23  C16 UNL     1      -2.320  -1.140   0.845  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.402  -1.999   0.899  1.00  0.00           C  
HETATM   25  C18 UNL     1      -4.139  -2.320  -0.227  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.758  -1.750  -1.421  1.00  0.00           C  
HETATM   27  C20 UNL     1      -2.669  -0.883  -1.474  1.00  0.00           C  
HETATM   28 CL1  UNL     1      -2.349  -0.180  -3.066  1.00  0.00          CL  
HETATM   29  H1  UNL     1      -0.485  -4.670  -0.401  1.00  0.00           H  
HETATM   30  H2  UNL     1       1.153  -4.709  -1.227  1.00  0.00           H  
HETATM   31  H3  UNL     1      -0.233  -5.624  -1.876  1.00  0.00           H  
HETATM   32  H4  UNL     1      -1.381  -3.786  -2.650  1.00  0.00           H  
HETATM   33  H5  UNL     1       0.375  -3.481  -3.097  1.00  0.00           H  
HETATM   34  H6  UNL     1       3.132  -0.356   1.410  1.00  0.00           H  
HETATM   35  H7  UNL     1       2.876  -1.535   0.110  1.00  0.00           H  
HETATM   36  H8  UNL     1       3.750   2.309  -0.222  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.264   1.570  -0.757  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.340   1.064   2.106  1.00  0.00           H  
HETATM   39  H11 UNL     1       5.868   0.654   1.309  1.00  0.00           H  
HETATM   40  H12 UNL     1       5.352   3.401   0.837  1.00  0.00           H  
HETATM   41  H13 UNL     1       5.071   3.090   2.450  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.244   1.876   1.415  1.00  0.00           H  
HETATM   43  H15 UNL     1       1.058   3.558   2.237  1.00  0.00           H  
HETATM   44  H16 UNL     1      -0.279   4.159   1.141  1.00  0.00           H  
HETATM   45  H17 UNL     1      -0.635   3.140   2.583  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.364   3.362  -0.112  1.00  0.00           H  
HETATM   47  H19 UNL     1      -5.042   2.001   0.905  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.200   1.897  -0.863  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.788   0.728  -1.544  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.732  -0.876   1.709  1.00  0.00           H  
HETATM   51  H23 UNL     1      -3.689  -2.439   1.844  1.00  0.00           H  
HETATM   52  H24 UNL     1      -4.975  -2.998  -0.130  1.00  0.00           H  
HETATM   53  H25 UNL     1      -4.325  -1.992  -2.307  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   21
CONECT    7    8   13
CONECT    8    9   34   35
CONECT    9   10
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   40   41
CONECT   13   14   42
CONECT   14   15   16   16
CONECT   15   43   44   45
CONECT   16   17   21
CONECT   17   18   18   19
CONECT   19   20
CONECT   20   46   47   48
CONECT   21   22   49
CONECT   22   23   23   27
CONECT   23   24   50
CONECT   24   25   25   51
CONECT   25   26   52
CONECT   26   27   27   53
CONECT   27   28
END

HMDB0005018
     RDKit          3D
Amlodipine
 53 54  0  0  0  0  0  0  0  0999 V2000
    0.0624   -4.6651   -1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3786   -3.5480   -2.2826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -2.3024   -1.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923   -1.6907   -1.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7139   -2.3691   -1.1513 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -0.3650   -0.3984 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5597    0.2111    0.2030 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9111   -0.4629    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8701    0.2217   -0.3531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    1.3988   -0.0533 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0331    1.3944    1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5690    2.7163    1.5911 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376    1.4475    0.9279 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    2.0422    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    3.3421    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    1.4996    0.3669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1770    2.1809    0.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3008    3.2185    1.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2934    1.6361   -0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5514    2.2750   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7602    0.3151   -0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9369   -0.5675   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3195   -1.1397    0.8448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4016   -1.9991    0.8990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387   -2.3202   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7580   -1.7496   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.8834   -1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3492   -0.1801   -3.0661 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4845   -4.6699   -0.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1532   -4.7093   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2325   -5.6239   -1.8757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3809   -3.7861   -2.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3755   -3.4813   -3.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1323   -0.3558    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8761   -1.5349    0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7504    2.3094   -0.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2645    1.5704   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3404    1.0640    2.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.6544    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3519    3.4005    0.8374 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0710    3.0900    2.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2437    1.8763    1.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581    3.5582    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2787    4.1593    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6350    3.1400    2.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    3.3620   -0.1116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0416    2.0007    0.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    1.8968   -0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7881    0.7280   -1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -0.8761    1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6892   -2.4392    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -2.9981   -0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3247   -1.9917   -2.3072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 21  6  1  0
 27 22  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 23 50  1  0
 24 51  1  0
 25 52  1  0
 26 53  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(O-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate	ChEBI
Amlodipine free base	ChEBI
Amlodipino	ChEBI
Amlodipinum	ChEBI
Norvasc	Kegg
3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(O-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid	Generator
Amlodipine besilate	HMDB
Amlodipine besylate	HMDB
AMVAZ	HMDB
Istin	HMDB
Pelmec	HMDB
Racemic amlodipine	HMDB
Amlodipine, (+-)-isomer	HMDB
Amlodipine, (+-)-isomer, maleate (1:1)	HMDB
Amlodipine, (S)-isomer, maleate (1:1)	HMDB
Amlor	HMDB
Amlodipine, (R)-isomer	HMDB
Pfizer brand OF amlodipine besilate	HMDB
Amlodipine maleate	HMDB
Amlodipine maleate (1:1)	HMDB
Amlodis	HMDB
Astudal	HMDB
Mack brand OF amlodipine besilate	HMDB
Almirall brand OF amlodipine besilate	HMDB
Eczacibasi brand OF amlodipine besilate	HMDB

Chemical Formula

C₂₀H₂₅ClN₂O₅

Average Mass

408.8760 Da

Monoisotopic Mass

408.14520 Da

IUPAC Name

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

Traditional Name

(+-)-amlodipine

CAS Registry Number

88150-42-9

SMILES

CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=CC=CC=C1Cl)C(=O)OC

InChI Identifier

InChI=1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3

InChI Key

HTIQEAQVCYTUBX-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Animalia

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Dihydropyridinecarboxylic acid derivative
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Secondary aliphatic amine
Azacycle
Enamine
Ether
Secondary amine
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Amine
Primary amine
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Primary aliphatic amine
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ethyl ester (CHEBI:2668 )
primary amino compound (CHEBI:2668 )
methyl ester (CHEBI:2668 )
monochlorobenzenes (CHEBI:2668 )
dihydropyridine (CHEBI:2668 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.00	Austin, R. P., Davis, A. M., & Manners, C. N. (1995). Partitioning of ionizing molecules between aqueous buffers and phospholipid vesicles. Journal of pharmaceutical sciences, 84(10), 1180-1183.

Predicted Properties

Property	Value	Source
Water Solubility	0.0074 g/L	ALOGPS
logP	2.22	ALOGPS
logP	1.64	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	19.12	ChemAxon
pKa (Strongest Basic)	9.45	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.88 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	108.64 m³·mol⁻¹	ChemAxon
Polarizability	42.31 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0005018

DrugBank ID

DB00381

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023590

KNApSAcK ID

Not Available

Chemspider ID

2077

KEGG Compound ID

C06825

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amlodipine

METLIN ID

955

PubChem Compound

2162

PDB ID

Not Available

ChEBI ID

2668

Good Scents ID

Not Available

References

General References

Iabichella ML, Dell'Omo G, Melillo E, Pedrinelli R: Calcium channel blockers blunt postural cutaneous vasoconstriction in hypertensive patients. Hypertension. 1997 Mar;29(3):751-6. [PubMed:9052891 ]
Pedrinelli R, Dell'Omo G, Nuti M, Menegato A, Balbarini A, Mariani M: Heterogeneous effect of calcium antagonists on leg oedema: a comparison of amlodipine versus lercanidipine in hypertensive patients. J Hypertens. 2003 Oct;21(10):1969-73. [PubMed:14508205 ]
Meredith PA, Elliott HL: Clinical pharmacokinetics of amlodipine. Clin Pharmacokinet. 1992 Jan;22(1):22-31. doi: 10.2165/00003088-199222010-00003. [PubMed:1532771 ]
Pascual J: Hypertension control in the elderly with amlodipine. Curr Med Res Opin. 2000;16(1):33-6. doi: 10.1185/0300799009117005. [PubMed:16422032 ]
Burges RA: Amlodipine: a once daily calcium antagonist. J Hum Hypertens. 1991 Aug;5 Suppl 1:49-54. [PubMed:1834846 ]

Showing NP-Card for Amlodipine (NP0000546)

MOL for NP0000546 (Amlodipine)

3D MOL for NP0000546 (Amlodipine)

3D SDF for NP0000546 (Amlodipine)

3D-SDF for NP0000546 (Amlodipine)

PDB for NP0000546 (Amlodipine)

3D PDB for NP0000546 (Amlodipine)

SMILES for NP0000546 (Amlodipine)

INCHI for NP0000546 (Amlodipine)

Structure for NP0000546 (Amlodipine)

3D Structure for NP0000546 (Amlodipine)