2,4-Dimethyl-pentan-3-one O-(3-tert-butylamino-2-hydroxy-propyl)-oxime oxalate

ID: ALA288140

PubChem CID: 44287622

Max Phase: Preclinical

Molecular Formula: C16H32N2O6

Molecular Weight: 258.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C(=NOCC(O)CNC(C)(C)C)C(C)C.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C14H30N2O2.C2H2O4/c1-10(2)13(11(3)4)16-18-9-12(17)8-15-14(5,6)7;3-1(4)2(5)6/h10-12,15,17H,8-9H2,1-7H3;(H,3,4)(H,5,6)

Standard InChI Key:  WBXJLOIKDDXKRT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 22  0  0  0  0  0  0  0  0999 V2000
   -0.0333   -1.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -0.9125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6875   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -0.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3250   -0.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3333   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1292   -0.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7500   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -0.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2042   -1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9375   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3167   -2.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3542   -1.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750   -2.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -3.3417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  9  1  0
  4  3  1  0
  5  2  1  0
  6  1  1  0
  7  1  1  0
  8 10  1  0
  9  8  1  0
 10  5  1  0
 11  8  1  0
 12  4  1  0
 13  4  1  0
 14  4  1  0
 15  6  1  0
 16  7  1  0
 17  6  1  0
 18  7  1  0
 20 19  1  0
 21 19  2  0
 22 20  2  0
 23 20  1  0
 24 19  1  0
M  END

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: 258.41

Molecular Weight (Monoisotopic): 258.2307

AlogP: 2.42

#Rotatable Bonds: 7

Polar Surface Area: 53.85

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.96

CX LogP: 3.04

CX LogD: 0.56

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.54

Np Likeness Score: -0.13

References

1. Macchia B, Balsamo A, Lapucci A, Martinelli A, Macchia F, Breschi MC, Fantoni B, Martinotti E..  (1985)  An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.,  28  (2): [PMID:2857200] [10.1021/jm00380a001]

Source

Source(1):

• Scientific Literature