CAS 96036-03-2|(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid|Meropenem|meropenem

General Information

Structure

Molecular Formula

C₁₇H₂₅N₃O₅S

Molecular Mass

383.4625

Exact Mass

383.15149192

Charge

InChI

InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1

InChIKey

DMJNNHOOLUXYBV-PQTSNVLCSA-N

Canonic Smiles

C[C@H]([C@H]1C(=O)N2[C@@H]1[C@@H](C)C(=C2C(=O)O)S[C@@H]1CN[C@@H](C1)C(=O)N(C)C)O

Isomeric Smiles

N12C(=C([C@@H]([C@@H]1[C@H](C2=O)[C@@H](C)O)C)S[C@@H]1CN[C@@H](C1)C(=O)N(C)C)C(=O)O

Calculated Properties

JChem

Acid pKa

3.4704194

H Acceptors

H Donor

LogD (pH = 5.5)

-4.3561654

LogD (pH = 7.4)

-4.3568015

Log P

-4.353987

Molar Refractivity

97.8862

Polarizability

37.879482

Polar Surface Area

110.18

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Synonyms

Meropenem

IUPAC Traditional name

meropenem

Names and Identifiers

Registration numbers

PubChem CID

441130

PubChem SID

162036002

CAS Number

96036-03-2