1-{2-[({(1E)-[2',4'-Difluoro-(1,1'-biphenyl)-2-yl]methylene}amino)oxy]ethyl}piperidine-3-carboxylic acid hydrochloride

ID: ALA4475547

PubChem CID: 155537719

Max Phase: Preclinical

Molecular Formula: C21H23ClF2N2O3

Molecular Weight: 388.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)C1CCCN(CCO/N=C/c2ccccc2-c2ccc(F)cc2F)C1

Standard InChI:  InChI=1S/C21H22F2N2O3.ClH/c22-17-7-8-19(20(23)12-17)18-6-2-1-4-15(18)13-24-28-11-10-25-9-3-5-16(14-25)21(26)27;/h1-2,4,6-8,12-13,16H,3,5,9-11,14H2,(H,26,27);1H/b24-13+;

Standard InChI Key:  LZIXNZSPFWXFMF-KEJAMGHHSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
    5.8795  -16.3167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6041  -19.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6029  -20.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3110  -20.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206  -20.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0178  -19.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3092  -19.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7240  -19.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7209  -18.4424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7290  -20.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7254  -21.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4329  -22.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1410  -21.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1371  -20.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4290  -20.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171  -22.1260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8499  -22.1227    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4271  -18.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240  -17.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301  -16.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1271  -15.9855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8388  -15.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8377  -14.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1302  -14.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223  -14.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4217  -15.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5454  -14.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2531  -14.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5454  -13.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  2  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
 13 17  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  1  0
 27 29  2  0
M  END

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: 388.41

Molecular Weight (Monoisotopic): 388.1598

AlogP: 3.78

#Rotatable Bonds: 7

Polar Surface Area: 62.13

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: 8.24

CX LogP: 1.53

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.14

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