((R)-6-((S)-2-(tert-butylammonio)-1-hydroxyethyl)-2-hydroxy-2-isobutyl-4H-benzo[d][1,3,2]dioxaborinin-2-uide))

ID: ALA3393402

PubChem CID: 118725500

Max Phase: Preclinical

Molecular Formula: C17H30BNO4

Molecular Weight: 323.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[B-]1(O)OCc2cc([C@@H](O)C[NH2+]C(C)(C)C)ccc2O1

Standard InChI:  InChI=1S/C17H29BNO4/c1-12(2)9-18(21)22-11-14-8-13(6-7-16(14)23-18)15(20)10-19-17(3,4)5/h6-8,12,15,19-21H,9-11H2,1-5H3/q-1/p+1/t15-,18?/m0/s1

Standard InChI Key:  WZFYFHBOHCIEOC-BUSXIPJBSA-O

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8109    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8513    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8491    0.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8090   -0.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    3.6170   -0.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5565   -2.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2571   -2.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2569   -4.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2177   -2.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  9  1  0
  6  8  1  0
  7  5  1  0
  8  4  2  0
  9 10  1  0
 10  3  1  0
 11  4  1  0
 12  1  1  0
 10 13  1  6
 14 12  1  0
 15  7  1  0
 16  7  1  0
 17  7  1  0
  6  3  2  0
 11 18  1  0
 14 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
M  CHG  2   5   1  18  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3393402

   ---

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: 323.24

Molecular Weight (Monoisotopic): 323.2268

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. Soriano-Ursúa MA, Arias-Montaño JA, Correa-Basurto J, Hernández-Martínez CF, López-Cabrera Y, Castillo-Hernández MC, Padilla-Martínez II, Trujillo-Ferrara JG..  (2015)  Insights on the role of boron containing moieties in the design of new potent and efficient agonists targeting the β2 adrenoceptor.,  25  (4): [PMID:25592716] [10.1016/j.bmcl.2014.12.077]

Source

Source(1):

• Scientific Literature