2-methoxy-4-(3-(4-(trifluoromethyl)benzylamino)butyl)phenol

ID: ALA4865307

PubChem CID: 66731659

Max Phase: Preclinical

Molecular Formula: C19H22F3NO2

Molecular Weight: 353.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(CCC(C)NCc2ccc(C(F)(F)F)cc2)ccc1O

Standard InChI:  InChI=1S/C19H22F3NO2/c1-13(3-4-14-7-10-17(24)18(11-14)25-2)23-12-15-5-8-16(9-6-15)19(20,21)22/h5-11,13,23-24H,3-4,12H2,1-2H3

Standard InChI Key:  JWMMMNZRBWMHKZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.7267   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4336   -4.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1432   -3.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404   -3.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318   -2.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0189   -2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -4.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3101   -3.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8516   -4.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5587   -3.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2670   -4.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9741   -3.9760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824   -4.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3895   -3.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2683   -5.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0950   -4.3815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8016   -3.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8007   -3.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0874   -2.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3838   -3.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5073   -2.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2162   -3.1503    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5049   -1.9266    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2096   -2.3278    0.0000 F   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
  1  7  1  0
  2  8  1  0
  8  9  1  0
  4 10  1  0
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 11 12  1  0
 12 13  1  0
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 14 15  1  0
 12 16  1  0
 15 17  2  0
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 19 20  1  0
 20 21  2  0
 21 15  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865307

   4-(3-(4-(Trifluoromethyl)benzylamino)butyl)-2-methoxyphenol

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: 353.38

Molecular Weight (Monoisotopic): 353.1603

AlogP: 4.53

#Rotatable Bonds: 7

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.37

CX Basic pKa: 9.52

CX LogP: 4.49

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -0.40

References

1. Rishton GM, Look GC, Ni ZJ, Zhang J, Wang Y, Huang Y, Wu X, Izzo NJ, LaBarbera KM, Limegrover CS, Rehak C, Yurko R, Catalano SM..  (2021)  Discovery of Investigational Drug CT1812, an Antagonist of the Sigma-2 Receptor Complex for Alzheimer's Disease.,  12  (9.0): [PMID:34531947] [10.1021/acsmedchemlett.1c00048]

Source

Source(1):

• Scientific Literature