acetamidomethylboronic acid

ID: ALA227673

Chembl Id: CHEMBL227673

Cas Number: 497258-71-6

PubChem CID: 9898816

Max Phase: Preclinical

Molecular Formula: C3H8BNO3

Molecular Weight: 116.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Acetamidomethylboronic Acid | (acetamidomethyl)boronic acid|Acetamidomethylboronic Acid|497258-71-6|CHEMBL227673|Acylglycineboronic acid, 5|(acetamidomethyl)boronicacid|C3H8BNO3|LP03|BDBM50202233|AKOS006291354|EN300-134747|Z1198183387

Canonical SMILES:  CC(=O)NCB(O)O

Standard InChI:  InChI=1S/C3H8BNO3/c1-3(6)5-2-4(7)8/h7-8H,2H2,1H3,(H,5,6)

Standard InChI Key:  NMDBCQJRADLOIC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA227673

   ACETAMIDOMETHYLBORONIC ACID

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 116.91

Molecular Weight (Monoisotopic): 117.0597

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References

1. Thomson JM, Prati F, Bethel CR, Bonomo RA..  (2007)  Use of novel boronic acid transition state inhibitors to probe substrate affinity in SHV-type extended-spectrum beta-lactamases.,  51  (4): [PMID:17220410] [10.1128/aac.01293-06]

2. Morandi S, Morandi F, Caselli E, Shoichet BK, Prati F..  (2008)  Structure-based optimization of cephalothin-analogue boronic acids as beta-lactamase inhibitors.,  16  (3): [PMID:17997318] [10.1016/j.bmc.2007.10.075]

3. Eidam O, Romagnoli C, Caselli E, Babaoglu K, Pohlhaus DT, Karpiak J, Bonnet R, Shoichet BK, Prati F..  (2010)  Design, synthesis, crystal structures, and antimicrobial activity of sulfonamide boronic acids as β-lactamase inhibitors.,  53  (21): [PMID:20945905] [10.1021/jm101015z]

4. Zervosen A, Bouillez A, Herman A, Amoroso A, Joris B, Sauvage E, Charlier P, Luxen A..  (2012)  Synthesis and evaluation of boronic acids as inhibitors of Penicillin Binding Proteins of classes A, B and C.,  20  (12): [PMID:22579615] [10.1016/j.bmc.2012.04.018]

5. Trippier PC, McGuigan C.  (2010)  Boronic acids in medicinal chemistry: anticancer, antibacterial and antiviral applications,  1  (3): [10.1039/C0MD00119H]

Source

Source(1):

• Scientific Literature