(3-(3-Chlorophenyl)-4-methoxybenzyl)phenylalanine

ID: ALA4474581

PubChem CID: 155537132

Max Phase: Preclinical

Molecular Formula: C23H22ClNO3

Molecular Weight: 395.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CN[C@@H](Cc2ccccc2)C(=O)O)cc1-c1cccc(Cl)c1

Standard InChI:  InChI=1S/C23H22ClNO3/c1-28-22-11-10-17(12-20(22)18-8-5-9-19(24)14-18)15-25-21(23(26)27)13-16-6-3-2-4-7-16/h2-12,14,21,25H,13,15H2,1H3,(H,26,27)/t21-/m0/s1

Standard InChI Key:  CBDSPCUCGKLXJH-NRFANRHFSA-N

Molfile:  

 
     RDKit          2D

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   25.5120  -11.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2200  -11.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9297  -11.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9268  -10.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2182  -10.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8058  -11.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0982  -11.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3906  -11.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3895  -12.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1019  -12.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8065  -12.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6380  -11.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8053  -10.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8051   -9.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1041  -13.7641    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.3451  -11.3123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0534  -11.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7605  -11.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4689  -11.7176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7592  -10.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0547  -12.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7631  -12.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7600  -13.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4675  -14.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1755  -13.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1716  -12.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4635  -12.5338    0.0000 C   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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  2  7  1  0
  4 13  1  0
  1 14  1  0
 14 15  1  0
 11 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 18 22  1  6
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474581

   ---

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: 395.89

Molecular Weight (Monoisotopic): 395.1288

AlogP: 4.80

#Rotatable Bonds: 8

Polar Surface Area: 58.56

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.68

CX Basic pKa: 9.69

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.57

Np Likeness Score: -0.53

References

1. Tang L, Huang C, Zhong J, He J, Guo J, Liu M, Xu JP, Wang HT, Zhou ZZ..  (2019)  Discovery of arylbenzylamines as PDE4 inhibitors with potential neuroprotective effect.,  168  [PMID:30822711] [10.1016/j.ejmech.2019.02.026]

Source

Source(1):

• Scientific Literature