Ertapenem

   Ertapenem is a carbapenem antibiotic marketed by Merck as Invanz. It is structurally very similar to meropenem in that it possess a 1-β-methyl group.

The Ertapenem , with cas registry number of 153832-46-3, belongs to the categories of pharmaceutical intermediates; anti-bacterial agents; anti-infective agents. It is also called (4R,5R,6S)-3-[(3S,5S)-5-[(3-Carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid . Its IUPAC name is called (4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid . The systematic name is (4R,5S,6S)-3-({(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl}sulfanyl)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid .

Physical properties of Ertapenem are: (1) ACD/LogP: -1.07 ; (2) # of Rule of 5 Violations: 2 ; (3) ACD/LogD (pH 5.5): -4.3 ; (4) ACD/LogD (pH 7.4): -4.66 ; (5) ACD/BCF (pH 5.5): 1 ; (6) ACD/BCF (pH 7.4): 1 ; (7) ACD/KOC (pH 5.5): 1 ; (8) ACD/KOC (pH 7.4): 1 ; (9) #H bond acceptors: 10 ; (10) #H bond donors: 5 ; (11) #Freely Rotating Bonds: 8 ; (12) Index of Refraction: 1.699 ; (13) Molar Refractivity: 118.29 cm³ ; (14) Molar Volume: 306.2 cm³ ; (15) Surface Tension: 84.8 dyne/cm ; (16) Density: 1.55 g/cm³ ; (17) Flash Point: 446 °C ; (18) Enthalpy of Vaporization: 124.04 kJ/mol ; (19) Boiling Point: 813.9 °C at 760 mmHg ; (20) Vapour Pressure: 5.26E-28 mmHg at 25°C.

Uses of Ertapenem : This product is a new carbapenem antibiotic. It can inhibit of bacterial growth and reproduction. The mechanism is that this compound can interfere with synthesis of bacterial cell wall by binding with penicillin-binding protein (PBP). But it can be hydrolyzed by metalloenzyme. It can be used for the treatment of moderate to severe infections including complicated intra-abdominal infection, complicated skin and soft tissue infections, community acquired pneumonia, complicated urinary tract infections, acute pelvic infection, and so on.

You can still convert the following datas into molecular structure:
(1) SMILES:O=C(O)c1cc(ccc1)NC(=O)[C@H]4NC[C@@H](S\C3=C(\N2C(=O)[C@H]([C@H](O)C)[C@H]2[C@H]3C)C(=O)O)C4;
(2) InChI:InChI=1/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1;
(3) InChIKey:JUZNIMUFDBIJCM-ANEDZVCMBR