Verapamil

Athanor · official

C₂₇H₃₈N₂O₄ · 454.6 g/mol

IUPAC name: 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile

Also called Calan, Isoptin, calcium channel blocker

Drugs Rings

Open in Athanor

Drawn from its SMILES with RDKit

DangerToxic if swallowed · Toxic in contact with skin · Toxic if inhaled

Names and identifiers

IUPAC name: 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
Synonyms: Calan, Isoptin, calcium channel blocker
+ 38 more
Iproveratril, Dilacoran, Verapamilo, Cardibeltin, Verapamilum, Isoptine, Securon, D-365, Cardiagutt, Dignover, Veramex, Verpamil, Quasar, CP-16533-1, dl-Verapamil, Novo-Veramil, r,s-verapamil, Apo-Verap, Nu-Verap, 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile, Manidon, 5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile, Verapamil slow release, Cardiabeltin, Cardioprotect, Durasoptin, Hexasoptin, Veroptinstada, Calaptin, Caveril, Civicor, Coraver, Corpamil, Harteze, Hormitol, Ikapress, Inselon, Isoptino
Molecular formula: C₂₇H₃₈N₂O₄
Empirical formula: C₂₇H₃₈N₂O₄
Molecular weight: 454.6 g/mol
Exact mass: 454.28316
CAS number: 52-53-9
PubChem CID: 2520
Canonical SMILES: CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC
Isomeric SMILES: CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC
InChI: InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3
InChIKey: SGTNSNPWRIOYBX-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

log P: log Kow = 3.79 at pH 9.0[1]
2 values
Only one source reports it.
Value As written Source
–shown log Kow = 3.79 at pH 9.0 [1] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 187
– log Kow = 2.15 at pH 7.0 [1] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 187
pKa: pKa = 8.92[1]

Value	As written	Source
–shown	log Kow = 3.79 at pH 9.0	[1] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 187
–	log Kow = 2.15 at pH 7.0	[1] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 187

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 33
Rings: 2
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.52
H-bond donors: 0
H-bond acceptors: 6
Rotatable bonds: 13
TPSA (Å²): 64
Formal charge: 0
XLogP3: 3.8 PubChem
Complexity: 606 PubChem
Stereocenters: 0 defined, 1 undefinedCIP: C14: undefined
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C71.34%
H8.43%
N6.16%
O14.08%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 5.09 Crippen (Wildman and Crippen 1999)
log S (water solubility): -5.28 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.94 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 454.61
log P ≤ 5 (Crippen): 5.09
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 6

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 53 company reports to ECHA. Source [2].

Health hazard

H301Toxic if swallowed
H311Toxic in contact with skin
H331Toxic if inhaled

Precautionary statements: P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA) · 53 reports · DangerH301, H311, H331
[1] Hazardous Substances Data Bank (HSDB) · DangerH301, H311, H331

Storage

Keep container tightly closed in a dry and well-ventilated place. Light sensitive. (verapamil hydrochloride)[1]

Incompatibilities

Incompatible materials: Bases. (verapamil hydrochloride)[1]

Safety data sheets on the supplier’s page: Mcule, Matrix Scientific, 001Chemical.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[7]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.