1-(2-(4-hydroxybenzylideneaminooxy)ethyl)piperidine-3-carboxylic acid

ID: ALA4483811

PubChem CID: 155540368

Max Phase: Preclinical

Molecular Formula: C15H20N2O4

Molecular Weight: 292.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C1CCCN(CCO/N=C/c2ccc(O)cc2)C1

Standard InChI:  InChI=1S/C15H20N2O4/c18-14-5-3-12(4-6-14)10-16-21-9-8-17-7-1-2-13(11-17)15(19)20/h3-6,10,13,18H,1-2,7-9,11H2,(H,19,20)/b16-10+

Standard InChI Key:  SQXXKYJSWYJXPC-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   28.1339   -8.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1328   -8.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8408   -9.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5505   -8.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5476   -8.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8390   -7.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2538   -7.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2507   -6.7871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4247   -9.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9569   -6.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9538   -5.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6600   -5.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6569   -4.3302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3686   -3.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3675   -3.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6601   -2.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9521   -3.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9516   -3.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0752   -2.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7829   -3.1057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0752   -1.8799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  2  0
  2  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483811

   ---

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

Calculated Properties

Molecular Weight: 292.33

Molecular Weight (Monoisotopic): 292.1423

AlogP: 1.54

#Rotatable Bonds: 6

Polar Surface Area: 82.36

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.44

CX Basic pKa: 8.20

CX LogP: -0.70

CX LogD: -0.76

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.47

Np Likeness Score: -0.76

References

1. Kern F, Wanner KT..  (2019)  Screening oxime libraries by means of mass spectrometry (MS) binding assays: Identification of new highly potent inhibitors to optimized inhibitors γ-aminobutyric acid transporter 1.,  27  (7): [PMID:30777661] [10.1016/j.bmc.2019.02.015]

Source

Source(1):

• Scientific Literature