ID: ALA227673

Max Phase: Preclinical

Molecular Formula: C3H8BNO3

Molecular Weight: 116.91

Molecule Type: Small molecule

Representations

Synonyms (1): Acetamidomethylboronic Acid
Synonyms from Alternative Forms(1):

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

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

Properties

Molecular Weight: 116.91

Molecular Weight (Monoisotopic): 117.0597

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

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