1-(2-((4-methylnaphthalen-1-yl)methyleneaminooxy)ethyl)piperidine-3-carboxylic acid

ID: ALA4483812

PubChem CID: 155540369

Max Phase: Preclinical

Molecular Formula: C20H24N2O3

Molecular Weight: 340.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(/C=N/OCCN2CCCC(C(=O)O)C2)c2ccccc12

Standard InChI:  InChI=1S/C20H24N2O3/c1-15-8-9-16(19-7-3-2-6-18(15)19)13-21-25-12-11-22-10-4-5-17(14-22)20(23)24/h2-3,6-9,13,17H,4-5,10-12,14H2,1H3,(H,23,24)/b21-13+

Standard InChI Key:  NJWPPTYIFGOUSO-FYJGNVAPSA-N

Molfile:  

 
     RDKit          2D

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    2.0865  -24.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0853  -24.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7934  -25.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916  -23.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002  -24.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5009  -24.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2095  -25.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177  -24.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9130  -24.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2039  -23.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996  -22.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9051  -22.4689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2112  -26.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9091  -21.6517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2034  -21.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2074  -20.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5017  -20.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5088  -19.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8072  -18.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0951  -19.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0891  -19.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7953  -20.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143  -17.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255  -17.5571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102  -17.5448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  2  0
  7 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483812

   ---

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: 340.42

Molecular Weight (Monoisotopic): 340.1787

AlogP: 3.30

#Rotatable Bonds: 6

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: 3.46

CX Basic pKa: 8.25

CX LogP: 1.10

CX LogD: 1.06

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -0.83

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