(S)-4-(3,4-dichlorophenyl)-N-(4-(trifluoromethyl)benzyl)butan-2-amine

ID: ALA4869437

PubChem CID: 52516003

Max Phase: Preclinical

Molecular Formula: C18H18Cl2F3N

Molecular Weight: 376.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](CCc1ccc(Cl)c(Cl)c1)NCc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C18H18Cl2F3N/c1-12(2-3-13-6-9-16(19)17(20)10-13)24-11-14-4-7-15(8-5-14)18(21,22)23/h4-10,12,24H,2-3,11H2,1H3/t12-/m0/s1

Standard InChI Key:  GGJQHRVUXPWESE-LBPRGKRZSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   26.5614   -3.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5603   -3.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2683   -4.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9780   -3.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9752   -3.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2665   -2.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6863   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3934   -3.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1018   -4.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8088   -3.8398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5172   -4.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2242   -3.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1030   -5.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9298   -4.2453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6363   -3.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6355   -3.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9222   -2.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2185   -3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3420   -2.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0509   -3.0141    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3396   -1.7904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.0443   -2.1916    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8536   -2.6168    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.8523   -4.2528    0.0000 Cl  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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  1
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
  1 23  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869437

   (2S)-4-(3,4-dichlorophenyl)-N-[[4-(trifluoromethyl)phenyl]methyl]butan-2-amine

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: 376.25

Molecular Weight (Monoisotopic): 375.0768

AlogP: 6.12

#Rotatable Bonds: 6

Polar Surface Area: 12.03

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.60

CX LogP: 6.49

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: -1.14

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