Metoclopramide

C₁₄H₂₂ClN₃O₂ — CID 4168

About Metoclopramide

Metoclopramide (PubChem CID 4168) has the molecular formula C₁₄H₂₂ClN₃O₂ and a molecular weight of 299.80 g/mol. Its IUPAC name is 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide.

Molecular Properties

• Compound Name: Metoclopramide
• PubChem CID: 4168
• Molecular Formula: C₁₄H₂₂ClN₃O₂
• Molecular Weight: 299.80 g/mol
• Exact Mass: 299.14
• IUPAC Name: 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide
• SMILES: CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC
• InChI: InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)
• InChIKey: TTWJBBZEZQICBI-UHFFFAOYSA-N
• XLogP: 2.00
• TPSA: 67.59 Ų
• H-Bond Donors: 2
• H-Bond Acceptors: 4
• Rotatable Bonds: 7
• Heavy Atoms: 20
• Complexity: —

Lipinski Rule of Five

Passes Rule of Five

Rule	Value
MW ≤ 500	299.80
LogP ≤ 5	2.00
H-Bond Donors ≤ 5	2
H-Bond Acceptors ≤ 10	4

Computed Properties (RDKit)

• Structural Alerts: {'alert_name': 'aniline', 'substructure': 'N/A'}

Frequently Asked Questions

What is the IUPAC name of Metoclopramide?

The IUPAC name of Metoclopramide (CID 4168) is 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide.

What is the SMILES notation for Metoclopramide?

The canonical SMILES for Metoclopramide is CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC.

What is the InChIKey of Metoclopramide?

The InChIKey is TTWJBBZEZQICBI-UHFFFAOYSA-N. The full InChI is InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19).

What are the key properties of Metoclopramide?

Metoclopramide has a molecular weight of 299.80 g/mol, XLogP of 2.00, 7 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.

Where does this data come from?

All data for Metoclopramide is sourced from PubChem (CID 4168), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

Sources

• PubChem CID 4168 — identifiers, structure, computed properties (public domain)
• DrugCentral drug card 1782 — approved-drug record (CC BY-SA 4.0)

How this page is built: methodology · editorial policy & corrections.