Picotamide

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Picotamide are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Picotamide?

The molecule Picotamide presents a molecular formula of C21H20N4O3 and its IUPAC name is 4-methoxy-1-N,3-N-bis(pyridin-3-ylmethyl)benzene-1,3-dicarboxamide.

Picotamide is a molecule that has been shown to be effective in the treatment of a number of conditions, including diabetes, obesity, and high blood pressure. It works by inhibiting the activity of an enzyme called DPP-4, which is responsible for the breakdown of a number of different hormones, including insulin..

In diabetes, picotamide can help to improve the body's sensitivity to insulin, and reduce the amount of sugar that is produced by the liver. In obesity, it can help to reduce the amount of fat that is stored in the body, and in high blood pressure, it can help to reduce the amount of salt that is retained in the body..

Picotamide is generally well tolerated, with the most common side effects being mild gastrointestinal upset. It is important to speak to a doctor before taking picotamide, as it can interact with a number of other medications..

3D structure

Cartesian coordinates

Geometry of Picotamide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Picotamide KYWCWBXGRWWINE-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Picotamide

 

Molecule descriptors

 
IUPAC name4-methoxy-1-N,3-N-bis(pyridin-3-ylmethyl)benzene-1,3-dicarboxamide
InChI codeInChI=1S/C21H20N4O3/c1-28-19-7-6-17(20(26)24-13-15-4-2-8-22-11-15)10-18(19)21(27)25-14-16-5-3-9-23-12-16/h2-12H,13-14H2,1H3,(H,24,26)(H,25,27)
InChI KeyKYWCWBXGRWWINE-UHFFFAOYSA-N
SMILESCOc1ccc(C(=O)NCc2cccnc2)cc1C(=O)NCc1cccnc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (S)-(-)-2-METHOXYPROPIONICACID
  • 1,3-BENZENEDICARBOXAMIDE, 4-METHOXY-N1,N3-BIS(3-PYRIDINYLMETHYL)-
  • 1,3-Benzenedicarboxamide, 4-methoxy-N,N'-bis(3-pyridinylmethyl)-
  • 1,3-Benzenedicarboxamide, N,N'-bis(3-pyridinylmethyl)-4-methoxy-
  • 1085306-93-9
  • 32828-81-2
  • 4-Methoxy-N,N'-bis(3-pyridinylmethyl)-1,3-benzenedicarboxamide
  • 4-Methoxy-N,N'-bis(3-pyridylmethyl)isophthalamide
  • 4-Methoxy-N,N'-bis(3-pyridylmethyl)isophthaldiamide
  • 4-methoxy-1-N,3-N-bis(pyridin-3-ylmethyl)benzene-1,3-dicarboxamide
  • 4-methoxy-N1,N3-bis(3-pyridinylmethyl)benzene-1,3-dicarboxamide
  • 4-methoxy-N1,N3-bis(pyridin-3-ylmethyl)isophthalamide
  • 654G2VCI4Q
  • 828P812
  • BDBM50103507
  • BPBio1_000152
  • BRN 0499268
  • BSPBio_000138
  • CCG-205083
  • D07140
  • DB-048275
  • DB13327
  • EU-0101003
  • FT-0630565
  • G 137
  • G-137
  • GTPL11379
  • HMS2090L18
  • HMS3263I07
  • Isophthalamide, 4-methoxy-N,N'-bis(3-pyridylmethyl)-
  • J-018896
  • L013375
  • LP01003
  • Lopac-P-8477
  • Lopac0_001003
  • N,N'-Bis(3-picolyl)-4-methoxyisophthalamide
  • N,N'-Bis(3-pyridinylmethyl)-4-methoxy-1,3-benzenedicarboxamide
  • N,N'-Bis(3-pyridylmethyl)-4-methoxyisophthalamide
  • NCGC00015847-01
  • NCGC00015847-02
  • NCGC00015847-03
  • NCGC00015847-04
  • NCGC00015847-05
  • NCGC00094297-01
  • NCGC00094297-02
  • NCGC00261688-01
  • NSC 304384
  • NSC-304384
  • NSC304384
  • P 8477
  • Picotamide
  • Picotamide (BAN)
  • Prestwick0_000119
  • Prestwick1_000119
  • Prestwick2_000119
  • Prestwick3_000119
  • Q1235921
  • SBI-0050976.P002
  • SDCCGSBI-0050976.P003
  • SR-01000076086
  • SR-01000076086-1
  • picotamide

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC538174
  • UNII-654G2VCI4Q
  • BRD-K67277431-002-03-0
  • DTXSID40186498
  • CHEMBL1257015
  • CHEBI:93175
  • Tox21_501003
  • EINECS 251-245-7
  • SPBio_002077
  • SCHEMBL137025

Physico-Chemical properties

IUPAC name4-methoxy-1-N,3-N-bis(pyridin-3-ylmethyl)benzene-1,3-dicarboxamide
Molecular formulaC21H20N4O3
Molecular weight376.408
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity103.49
LogP3.1
Topological polar surface area93.2

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.