Local view for "http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugs/DB04488"
| Predicate | Value (sorted: none) |
|---|---|
| rdfs:label |
"(6r,7r)-3-[(Acetyloxy)Methyl]-7-{[(6s)-6-(Glycylamino)-7-Oxido-7-Oxoheptanoyl]Amino}-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Octane-2-Carboxylate"
|
| owl:sameAs | |
| drugbank:description |
"
experimental
This compound belongs to the peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
Peptides
Organic Compounds
Organic Acids and Derivatives
Carboxylic Acids and Derivatives
Amino Acids, Peptides, and Analogues
N-acyl-alpha Amino Acids
N-acyl Amines
Alpha Amino Acid Amides
Tricarboxylic Acids and Derivatives
Cephams
Heterocyclic Fatty Acids
Thiazinanes
Tertiary Carboxylic Acid Amides
Tertiary Amines
Azetidines
Hemiaminals
Carboxylic Acid Esters
Secondary Carboxylic Acid Amides
Carboxylic Acids
Enolates
Carboxylic Acid Salts
Thioethers
Polyamines
Aminals
Ethers
n-acyl-alpha amino acid or derivative
n-acyl-alpha-amino acid
n-acyl-amine
alpha-amino acid amide
alpha-amino acid or derivative
cepham
tricarboxylic acid derivative
1,3-thiazinane
tertiary carboxylic acid amide
secondary carboxylic acid amide
azetidine
carboxylic acid ester
carboxamide group
tertiary amine
hemiaminal
lactam
enolate
ether
aminal
carboxylic acid
thioether
polyamine
carboxylic acid salt
amine
organonitrogen compound
logP
-1.5
ALOGPS
logS
-2.5
ALOGPS
Water Solubility
1.69e+00 g/l
ALOGPS
logP
-4.9
ChemAxon
IUPAC Name
(2R,3R,6S,7R)-3-[(acetyloxy)methyl]-7-[(6R)-6-(2-azaniumylacetamido)-6-carboxylatohexanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
ChemAxon
Traditional IUPAC Name
(2R,3R,6S,7R)-3-[(acetyloxy)methyl]-7-[(6R)-6-(2-aminioacetamido)-6-carboxylatohexanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate
ChemAxon
Molecular Weight
487.504
ChemAxon
Monoisotopic Weight
487.149874172
ChemAxon
SMILES
CC(=O)OC[C@@H]1CS[C@H]2[C@H](NC(=O)CCCC[C@@H](NC(=O)C[NH3+])C([O-])=O)C(=O)N2[C@H]1C([O-])=O
ChemAxon
Molecular Formula
C19H27N4O9S
ChemAxon
InChI
InChI=1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/t10-,11-,14-,15-,17+/m1/s1
ChemAxon
InChIKey
InChIKey=JDAREAJBQYNCGO-GYOFPWAWSA-M
ChemAxon
Polar Surface Area (PSA)
212.71
ChemAxon
Refractivity
144.27
ChemAxon
Polarizability
47.42
ChemAxon
Rotatable Bond Count
13
ChemAxon
H Bond Acceptor Count
8
ChemAxon
H Bond Donor Count
3
ChemAxon
pKa (strongest acidic)
3.02
ChemAxon
pKa (strongest basic)
8.14
ChemAxon
Physiological Charge
-1
ChemAxon
Number of Rings
2
ChemAxon
Bioavailability
0
ChemAxon
Rule of Five
true
ChemAxon
PubChem Compound
46936986
PubChem Substance
46504718
PDB
H2A
BE0001349
D-alanyl-D-alanine carboxypeptidase
Streptomyces sp. (strain R61)
# Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17139284
# Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17016423
unknown
D-alanyl-D-alanine carboxypeptidase
Involved in cell wall peptidoglycan synthesis
Catalyzes distinct carboxypeptidation and transpeptidation reactions during the last stages of wall peptidoglycan synthesis. Mistaking a beta-lactam antibiotic molecule for a normal substrate (i.e., a D-alanyl-D-alanine- terminated peptide), it becomes immobilized in the form of a long- lived, serine-ester-linked acyl enzyme and thus behave as penicillin-binding protein (PBP)
Secreted protein
None
6.03
42917.0
Streptomyces sp. (strain R61)
GenBank Gene Database
X05109
GenBank Protein Database
515050
UniProtKB
P15555
UniProt Accession
DAC_STRSR
D-alanyl-D-alanine carboxypeptidase precursor
DD- peptidase
DD-carboxypeptidase
EC 3.4.16.4
>D-alanyl-D-alanine carboxypeptidase precursor
MVSGTVGRGTALGAVLLALLAVPAQAGTAAAADLPAPDDTGLQAVLHTALSQGAPGAMVR
VDDNGTIHQLSEGVADRATGRAITTTDRFRVGSVTKSFSAVVLLQLVDEGKLDLDASVNT
YLPGLLPDDRITVRQVMSHRSGLYDYTNDMFAQTVPGFESVRNKVFSYQDLITLSLKHGV
TNAPGAAYSYSNTNFVVAGMLIEKLTGHSVATEYQNRIFTPLNLTDTFYVHPDTVIPGTH
ANGYLTPDEAGGALVDSTEQTVSWAQSAGAVISSTQDLDTFFSALMSGQLMSAAQLAQMQ
QWTTVNSTQGYGLGLRRRDLSCGISVYGHTGTVQGYYTYAFASKDGKRSVTALANTSNNV
NVLNTMARTLESAFCGKPTTAKLRSATSSATTVERHEDIAPGIARD
>1221 bp
ATGGTCTCAGGAACGGTGGGCAGAGGTACGGCGCTGGGCGCGGTGCTGTTGGCCCTCCTC
GCAGTCCCCGCACAGGCCGGCACCGCCGCGGCCGCGGATCTGCCGGCACCCGACGACACC
GGTCTGCAGGCGGTGCTGCACACGGCCCTTTCCCAGGGAGCCCCCGGTGCGATGGTGCGG
GTCGACGACAACGGCACGATCCACCAGTTGTCGGAGGGAGTCGCCGACCGGGCCACCGGG
CGTGCGATCACCACGACCGACCGGTTCCGCGTCGGCAGCGTCACCAAGAGCTTCTCCGCC
GTGGTCCTGCTGCAACTGGTGGACGAGGGCAAGCTCGACCTGGACGCTTCGGTGAACACC
TATCTGCCCGGGCTGCTGCCCGACGACCGGATCACCGTGCGTCAGGTGATGAGCCACCGC
AGTGGGCTGTACGACTACACCAACGACATGTTCGCGCAGACGGTCCCGGGCTTCGAGTCC
GTCCGCAACAAGGTCTTCAGCTACCAGGACCTGATCACCCTGTCCCTCAAGCACGGGGTC
ACCAACGCACCGGGCGCGGCCTATTCATACTCCAACACGAACTTCGTCGTCGCGGGCATG
CTCATCGAGAAGCTCACCGGCCACTCCGTGGCCACGGAGTACCAGAACCGCATCTTCACG
CCGCTGAACCTGACCGACACCTTCTACGTGCACCCCGACACCGTCATCCCGGGCACCCAC
GCCAACGGCTACCTCACGCCGGACGAGGCCGGTGGGGCCCTGGTCGACTCCACCGAGCAG
ACGGTGTCGTGGGCGCAGAGCGCGGGCGCGGTCATCTCCAGCACGCAGGACCTGGACACG
TTCTTCTCCGCGTTGATGAGCGGGCAGCTCATGTCCGCCGCGCAGCTCGCGCAGATGCAG
CAGTGGACGACGGTCAACAGCACCCAGGGGTACGGCCTCGGCCTGCGCCGCCGTGACCTG
TCCTGCGGTATCTCGGTGTACGGCCACACGGGCACCGTGCAGGGCTACTACACGTACGCC
TTCGCCTCGAAGGACGGCAAGCGCAGCGTCACCGCGCTCGCCAACACCTCGAACAACGTG
AACGTGCTGAACACGATGGCCCGCACGCTGGAATCCGCGTTCTGCGGCAAGCCGACGACC
GCGAAGCTGCGCAGCGCGACCTCCTCGGCGACCACCGTGGAGCGCCACGAGGACATCGCG
CCGGGTATCGCCCGCGACTGA
PF00144
Beta-lactamase
process
response to stimulus
process
response to abiotic stimulus
process
response to chemical stimulus
process
response to drug
process
response to antibiotic
"
|
| rdf:type |
All properties reside in the graph file:///home/swish/src/ClioPatria/guidelines3/drugbank_small.nt
The resource does not appear as an object