What is the molecular formula of Cephalexin?

Cephalexin has a molecular formula of C 16 H 17 N 3 O 4 S

What is the InChI Key of Cephalexin molecule?

The InChI Key of Cephalexin is: ZAIPMKNFIOOWCQ-UEKVPHQBSA-N.

What is the molecular weight of Cephalexin?

Cephalexin presents a molecular weight of 347.389 g/mol.

Cephalexin

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

Table of Contents

1. What is Cephalexin?
2. 3D Structure
3. Cartesian coordinates
4. 2D Drawing
5. Molecule descriptors
6. Physico-Chemical properties

What is the Cephalexin?

The molecule Cephalexin presents a molecular formula of C₁₆H₁₇N₃O₄S and its IUPAC name is (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.

Cephalexin is a cephalosporin (SEF a low spor in) antibiotic. It works by fighting bacteria in your body. Cephalexin is used to treat many different types of infections caused by bacteria. Cephalexin may also be used for purposes not listed in this medication guide..

3D structure

Cartesian coordinates

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

2D drawing

Cephalexin ZAIPMKNFIOOWCQ-UEKVPHQBSA-N chemical compound 2D structure molecule svg — Cephalexin

Molecule descriptors

IUPAC name	(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChI code	InChI=1S/C16H17N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChI Key	ZAIPMKNFIOOWCQ-UEKVPHQBSA-N
SMILES	CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1

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.

(6R,7R)-7-((R)-2-AMINO-2-PHENYLACETAMIDO)-3-METHYL-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID
(6R,7R)-7-((R)-2-Amino-2-phenyl-acetylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-2-carbonsaeure
(6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
15686-71-2
34632-04-7
5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((AMINOPHENYLACETYL)AMINO)-3-METHYL-8-OXO-,(6R-(6.ALPHA.,7.BETA.(R*)))-
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2R)-aminophenylacetyl)amino)-3-methyl-8-oxo-, (6R,7R)-
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((aminophenylacetyl)amino)-3-methyl-8-oxo-, (6R-(6alpha,7beta(R*)))-
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(2-amino-2-phenylacetamido)-3-methyl-8-oxo-, D-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-aminophenylacetyl]amino]-3-methyl-8-oxo-, (6R,7R)-
5SFF1W6677
7-(D-.ALPHA.-AMINO-.ALPHA.-PHENYLACETAMIDO)-3-METHYL-3-CEPHEM-4-CARBOXYLIC ACID
7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta (sup 3)-cephem-4- carboxylic acid
7-(D-2-Amino-2-phenylacetamido)-3-methyl-delta3-cephem-4-carboxylic acid
7-(D-alpha-Aminophenylacetamido)desacetoxycephalosporanic acid
7-beta-(D-alpha-Amino-alpha-phenylacetylamino)-3-methyl-3-cephem-4-carboxylic acid
7beta-[(2R)-2-amino-2-phenylacetamido]-3-methyl-3,4-didehydrocepham-4-carboxylic acid
Alcephin
Alexin
Alsporin
Amplex
Anhydrous cefalexin
Anhydrous cephalexin
B1692
BCP9000509
BCPP000289
BDBM50139896
BPBio1_000501
BRN 0965503
BSPBio_000455
Biocef
C-2660
C06895
CCG-100831
CEFADROS
CEPHAMASTEN
CEX
CS-2137
Carnosporin
Cefa-iskia
Cefablan
Cefadal
Cefadin
Cefadina
Cefaleksin
Cefalessina
Cefalexin
Cefalexin (JP17)
Cefalexin anhydrous
Cefalexin,(S)
Cefalexina
Cefalexine
Cefalexinum
Cefalin
Cefaloto
Cefaseptin
Cefax
Ceffanex
Ceflax
Ceforal
Cefovit
Celexin
Cepastar
Cepexin
Cephacillin
Cephalexin
Cephalexin (Cefalexin)
Cephalexin 1-hydrate
Cephalexin anhydrous
Cephalexin monohydrate, Antibiotic for Culture Media Use Only
Cephalexin, Antibiotic for Culture Media Use Only
Cephalexine
Cephalexinum
Cephanasten
Cephaxin
Cephin
Cepol
Ceporex
Ceporex Forte
Ceporexin
Ceporexin-E
Ceporexine
Cerexin
Cerexins
Cophalexin
Check
D00263
DB00567
DS-11971
DSSTox_CID_2780
DSSTox_GSID_22780
DSSTox_RID_76726
Durantel
Durantel DS
EFALEXIN
Ed A-Ceph
Epitope ID:117132
Erocetin
Factagard
Felexin
Fexin
GARASIN
GTPL4832
H10995
HMS2051A04
HSDB 3022
HY-B0200
IWALEXIN
Ibilex
Ibrexin
Inphalex
KEFLORIDINA
Kefalospes
Keflet
Keflex
Kefolan
Keftab
Kekrinal
Kidolex
L-Keflex
LILLY-66873
Lafarine
Larixin
Lenocef
Lexibiotico
Lilly 66873
Lonflex
Lopilexin
MLS000759527
MLS001424036
Madlexin
Mamalexin
Mamlexin
Medoxine
NC00081
NCGC00159522-02
NCGC00159522-03
NCGC00159522-05
NSC 758162
NSC-758162
Neokef
Neolexina
Novolexin
Nufex
ORACOCIN
Optocef
Oracef
Oriphex
Oroxin
Ortisporina
Ospexin
Palitrex
Panixine Disperdose
Pectril
Prestwick0_000358
Prestwick1_000358
Prestwick2_000358
Prestwick3_000358
Pyassan
Q-200819
Q411417
Roceph
Roceph Distab
S 6437
S-6437
SMR000338536
SQ 20248
Sanaxin
Sartosona
Sencephalin
Sepexin
Servispor
Sialexin
Sinthecillin
Sporicef
Sporidex
Syncl
Syncle
Synecl
Taicelexin
Tepaxin
Tokiolexin
Uphalexin
Voxxim
Winlex
Zozarine
cephalexin

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

ZINC3830500
CAS-15686-71-2
UNII-5SFF1W6677
AKOS004119846
BRD-K90733503-002-03-6
DTXSID9022780
CHEMBL1727
CHEBI:3534
Tox21_111740
Tox21_111740_1
EINECS 239-773-6
SPBio_002376
SCHEMBL2961

Physico-Chemical properties

IUPAC name	(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular formula	C₁₆H₁₇N₃O₄S
Molecular weight	347.389
Melting point (ºC)
Boiling point (ºC)
Density (g/cm³)
Molar refractivity	92.05
LogP	1.5
Topological polar surface area	138.0

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

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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.