1-(2-((6-bromopyridin-3-yl)methyleneaminooxy)ethyl)piperidine-3-carboxylic acid

ID: ALA4474311

PubChem CID: 155536916

Max Phase: Preclinical

Molecular Formula: C14H18BrN3O3

Molecular Weight: 356.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C1CCCN(CCO/N=C/c2ccc(Br)nc2)C1

Standard InChI:  InChI=1S/C14H18BrN3O3/c15-13-4-3-11(8-16-13)9-17-21-7-6-18-5-1-2-12(10-18)14(19)20/h3-4,8-9,12H,1-2,5-7,10H2,(H,19,20)/b17-9+

Standard InChI Key:  QMZDVNSDAYIQNX-RQZCQDPDSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   28.4393   -7.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4382   -8.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1462   -8.5997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8559   -8.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8530   -7.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1444   -6.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5592   -6.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5561   -6.1391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7301   -8.5988    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   31.2664   -5.7279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2633   -4.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9695   -4.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9664   -3.6823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6782   -3.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6770   -2.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9696   -2.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2616   -2.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2611   -3.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3848   -2.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0925   -2.4578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3848   -1.2320    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:

   

   ALA4474311

   ---

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: 356.22

Molecular Weight (Monoisotopic): 355.0532

AlogP: 1.99

#Rotatable Bonds: 6

Polar Surface Area: 75.02

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: 8.22

CX LogP: -0.64

CX LogD: -0.69

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.37

Np Likeness Score: -1.29

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