(1-{4-[9-(4-Methoxyphenyl)-9H-fluoren-9-yloxy]butyl}-1H-imidazol-4-yl)acetic acid

ID: ALA3974270

PubChem CID: 134153944

Max Phase: Preclinical

Molecular Formula: C29H28N2O4

Molecular Weight: 468.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2(OCCCCn3cnc(CC(=O)O)c3)c3ccccc3-c3ccccc32)cc1

Standard InChI:  InChI=1S/C29H28N2O4/c1-34-23-14-12-21(13-15-23)29(26-10-4-2-8-24(26)25-9-3-5-11-27(25)29)35-17-7-6-16-31-19-22(30-20-31)18-28(32)33/h2-5,8-15,19-20H,6-7,16-18H2,1H3,(H,32,33)

Standard InChI Key:  OUHDVVXKLISLQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   25.4521   -2.9803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8648   -3.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2732   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4603   -4.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2105   -4.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.5319   -4.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.8175   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1790   -1.5748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7488   -0.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9547   -1.0704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8929   -1.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.1974   -2.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7828   -2.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4543   -1.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4 11  1  0
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 20  3  1  0
 18 21  1  0
 21 22  1  0
  1 23  1  0
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 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 27  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3974270

   ---

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: 468.55

Molecular Weight (Monoisotopic): 468.2049

AlogP: 5.29

#Rotatable Bonds: 10

Polar Surface Area: 73.58

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.76

CX Basic pKa: 6.17

CX LogP: 4.06

CX LogD: 2.85

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -0.09

References

1. Kerscher-Hack S, Renukappa-Gutke T, Höfner G, Wanner KT..  (2016)  Synthesis and biological evaluation of a series of N-alkylated imidazole alkanoic acids as mGAT3 selective GABA uptake inhibitors.,  124  [PMID:27654218] [10.1016/j.ejmech.2016.09.012]

Source

Source(1):

• Scientific Literature