2-(3-(2-fluorobenzyloxy)benzoyl)-3-hydroxycyclohex-2-en-1-one

ID: ALA4514200

PubChem CID: 155539271

Max Phase: Preclinical

Molecular Formula: C20H17FO4

Molecular Weight: 340.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCCC(O)=C1C(=O)c1cccc(OCc2ccccc2F)c1

Standard InChI:  InChI=1S/C20H17FO4/c21-16-8-2-1-5-14(16)12-25-15-7-3-6-13(11-15)20(24)19-17(22)9-4-10-18(19)23/h1-3,5-8,11,22H,4,9-10,12H2

Standard InChI Key:  KXPKDOSCGGSHAH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.4799   -9.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4787   -9.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1868  -10.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8964   -9.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8936   -9.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1850   -8.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7721   -8.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7719   -7.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0645   -9.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3548   -8.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6493   -9.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6453   -9.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3529  -10.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0646   -9.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3582   -7.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7715  -10.3260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5998   -8.6898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3090   -9.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0152   -8.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7228   -9.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4285   -8.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4259   -7.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7117   -7.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0089   -7.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7239   -9.9110    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
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 15  1  0
 14 16  2  0
  5 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514200

   ---

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: 340.35

Molecular Weight (Monoisotopic): 340.1111

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.37

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 0.80

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.61

References

1. Ndikuryayo F, Kang WM, Wu FX, Yang WC, Yang GF..  (2019)  Hydrophobicity-oriented drug design (HODD) of new human 4-hydroxyphenylpyruvate dioxygenase inhibitors.,  166  [PMID:30684868] [10.1016/j.ejmech.2019.01.032]

Source

Source(1):

• Scientific Literature