4-Trifluoromethyl-(E)-cinnamoyl-L-4-fluoro-phenylalanine Acid

ID: ALA5087665

PubChem CID: 166632907

Max Phase: Preclinical

Molecular Formula: C20H17F4NO3

Molecular Weight: 395.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccc(F)cc1)NC(=O)/C=C/c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C20H17F4NO3/c1-28-19(27)17(12-14-4-9-16(21)10-5-14)25-18(26)11-6-13-2-7-15(8-3-13)20(22,23)24/h2-11,17H,12H2,1H3,(H,25,26)/b11-6+/t17-/m0/s1

Standard InChI Key:  SRERQGKNOHACNO-CEUCYRDJSA-N

Molfile:  

 
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   26.5725   -8.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1436   -8.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4292   -9.2915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1436   -8.0540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2870   -9.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.9980  -10.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7135  -10.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7147   -8.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0002   -7.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0002   -6.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4292   -7.6415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.2832  -10.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2829  -11.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9978  -11.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7147  -11.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7115  -10.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4285  -10.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9989  -12.5893    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.0851  -10.9022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.5733  -11.3786    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.2400  -10.2202    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 24 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5087665

   ---

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: 395.35

Molecular Weight (Monoisotopic): 395.1145

AlogP: 3.76

#Rotatable Bonds: 6

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.70

CX Basic pKa: ┄

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.63

References

1. Hu XL, Lv XY, Wang R, Long H, Feng JH, Wang BL, Shen W, Liu H, Xiong F, Zhang XQ, Ye WC, Wang H..  (2021)  Optimization of N-Phenylpropenoyl-l-amino Acids as Potent and Selective Inducible Nitric Oxide Synthase Inhibitors for Parkinson's Disease.,  64  (11.0): [PMID:34019417] [10.1021/acs.jmedchem.1c00578]

Source

Source(1):

• Scientific Literature