ID: ALA4463697

Max Phase: Preclinical

Molecular Formula: C19H28BN3O5

Molecular Weight: 389.26

Molecule Type: Unknown

Representations

Canonical SMILES:  NCCN[C@H]1CC[C@H](CC(=O)N[C@H]2Cc3cccc(C(=O)O)c3OB2O)CC1

Standard InChI:  InChI=1S/C19H28BN3O5/c21-8-9-22-14-6-4-12(5-7-14)10-17(24)23-16-11-13-2-1-3-15(19(25)26)18(13)28-20(16)27/h1-3,12,14,16,22,27H,4-11,21H2,(H,23,24)(H,25,26)/t12-,14-,16-/m0/s1

Standard InChI Key:  PFZUWUXKQPRWAL-NOLJZWGESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 389.26

Molecular Weight (Monoisotopic): 389.2122

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. Krajnc A, Brem J, Hinchliffe P, Calvopiña K, Panduwawala TD, Lang PA, Kamps JJAG, Tyrrell JM, Widlake E, Saward BG, Walsh TR, Spencer J, Schofield CJ..  (2019)  Bicyclic Boronate VNRX-5133 Inhibits Metallo- and Serine-β-Lactamases.,  62  (18): [PMID:31454231] [10.1021/acs.jmedchem.9b00911]

2. Liu B, Trout REL, Chu GH, McGarry D, Jackson RW, Hamrick JC, Daigle DM, Cusick SM, Pozzi C, De Luca F, Benvenuti M, Mangani S, Docquier JD, Weiss WJ, Pevear DC, Xerri L, Burns CJ..  (2020)  Discovery of Taniborbactam (VNRX-5133): A Broad-Spectrum Serine- and Metallo-β-lactamase Inhibitor for Carbapenem-Resistant Bacterial Infections.,  63  (6): [PMID:31765155] [10.1021/acs.jmedchem.9b01518]

3. Guo H, Cheng K, Gao Y, Bai W, Wu C, He W, Li C, Li Z..  (2020)  A novel potent metal-binding NDM-1 inhibitor was identified by fragment virtual, SPR and NMR screening.,  28  (9): [PMID:32229085] [10.1016/j.bmc.2020.115437]

4. Tooke, Catherine L., Hinchliffe, Philip, Krajnc, Alen, Mulholland, Adrian J., Brem, Jurgen, Schofield, Christopher J., Spencer, James.  (2020)  Cyclic boronates as versatile scaffolds for KPC-2 beta-lactamase inhibition,  11  (4): [PMID:33479650] [10.1039/c9md00557a]

5. Xiao YC, Yu JL, Dai QQ, Li G, Li GB..  (2021)  Targeting Metalloenzymes by Boron-Containing Metal-Binding Pharmacophores.,  64  (24.0): [PMID:34875836] [10.1021/acs.jmedchem.1c01691]

Source

Source(1):

• Scientific Literature