Home > Compound List > Compound details
148016-81-3 molecular structure
click picture or here to close

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

ChemBase ID: 72647
Molecular Formular: C15H26N4O7S2
Molecular Mass: 438.51954
Monoisotopic Mass: 438.12429119
SMILES and InChIs

SMILES:
C1(=O)[C@H]([C@H]2N1C(=C([C@H]2C)S[C@@H]1CN[C@@H](C1)CNS(=O)(=O)N)C(=O)O)[C@H](C)O.O
Canonical 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)CNS(=O)(=O)N)O.O
InChI:
InChI=1S/C15H24N4O6S2.H2O/c1-6-11-10(7(2)20)14(21)19(11)12(15(22)23)13(6)26-9-3-8(17-5-9)4-18-27(16,24)25;/h6-11,17-18,20H,3-5H2,1-2H3,(H,22,23)(H2,16,24,25);1H2/t6-,7-,8-,9-,10-,11-;/m0./s1
InChIKey:
NTUBEBXBDGKBTJ-LGAOZOLISA-N

Cite this record

CBID:72647 http://www.chembase.cn/molecule-72647.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4S,5R,6R)-6-[(1S)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate
IUPAC Traditional name
(4S,5R,6R)-6-[(1S)-1-hydroxyethyl]-4-methyl-7-oxo-3-{[(3S,5S)-5-[(sulfamoylamino)methyl]pyrrolidin-3-yl]sulfanyl}-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate
Synonyms
Doribax
Doripenem monohydrate
S-4661
Finib
Doripenem Hydrate
Finibax
Doripenem
CAS Number
148016-81-3
364622-82-2
PubChem SID
162037572
PubChem CID
46931008

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 46931008 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.5350504  H Acceptors
H Donor LogD (pH = 5.5) -5.5664563 
LogD (pH = 7.4) -5.565607  Log P -5.5638638 
Molar Refractivity 99.8802 cm3 Polarizability 39.91681 Å3
Polar Surface Area 162.06 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Storage Condition
-20°C expand Show data source
Salt Data
H2O expand Show data source
Hydrate expand Show data source
Application(s)
Ultra-broad spectrum antibacterial agent expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals
Selleck Chemicals - S1374 external link
Research Area: Infection
Biological Activity:
Doripenem (doripenem monohydrate) is an ultra-broad spectrum injectable antibiotic. It is a beta-lactam and belongs to the subgroup of carbapenems. It is particularly active against Pseudomonas aeruginosa. [1]

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • http://en.wikipedia.org/wiki/Doripenem
  • • Eur. Pat., 1993, Shionogi, 528 678; CA, 119, 72425r, (synth, activity)
  • • Iso, Y. et al., J. Antibiot., 1996, 49, 199-209; 478-484, (synth, ir, pmr, activity)
  • • Tsuji, M. et al., Antimicrob. Agents Chemother., 1998, 42, 94-99, (activity)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle