(S)-3-(1-(4-(3,3-dimethylbutanoyl)-3-hydroxy-2-methylphenoxy)propan-2-yloxy)-4-methoxybenzoic acid

ID: ALA4857426

PubChem CID: 164613604

Max Phase: Preclinical

Molecular Formula: C24H30O7

Molecular Weight: 430.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)O)cc1O[C@@H](C)COc1ccc(C(=O)CC(C)(C)C)c(O)c1C

Standard InChI:  InChI=1S/C24H30O7/c1-14(31-21-11-16(23(27)28)7-9-20(21)29-6)13-30-19-10-8-17(22(26)15(19)2)18(25)12-24(3,4)5/h7-11,14,26H,12-13H2,1-6H3,(H,27,28)/t14-/m0/s1

Standard InChI Key:  UOLZTFZHTJJOAX-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   18.3971   -3.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6890   -3.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9843   -3.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2767   -3.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2756   -4.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9880   -5.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6926   -4.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2290   -2.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2279   -3.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9359   -3.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6456   -3.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6428   -2.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9342   -2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5212   -2.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9317   -1.4071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3489   -2.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0582   -2.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3459   -1.4011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7644   -2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4736   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7613   -1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4691   -1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5199   -3.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8125   -3.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1045   -3.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1038   -4.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5695   -3.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5706   -2.6284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8613   -3.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4018   -5.0783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4049   -5.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  8 14  1  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  9 23  1  0
 23 24  1  0
 24 25  1  0
 25  1  1  0
 25 26  1  6
  4 27  1  0
 27 28  2  0
 27 29  1  0
  7 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857426

   ---

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: 430.50

Molecular Weight (Monoisotopic): 430.1992

AlogP: 4.87

#Rotatable Bonds: 9

Polar Surface Area: 102.29

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: ┄

CX LogP: 5.53

CX LogD: 2.45

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -0.11

References

1. Yamada Y, Gilliland K, Xiang Z, Haymer D, Crocker KE, Loch MT, Schulte ML, Rodriguez AL, Niswender CM, Jeffrey Conn P, Lindsley CW, Melancon BJ..  (2021)  Positive allosteric modulators (PAMs) of the group II metabotropic glutamate receptors: Design, synthesis, and evaluation as ex-vivo tool compounds.,  50  [PMID:34461178] [10.1016/j.bmcl.2021.128342]

Source

Source(1):

• Scientific Literature