2-(3-(4-bromo-2-fluorobenzyloxy)benzoyl)-3-hydroxycyclohex-2-en-1-one

ID: ALA4571011

PubChem CID: 155562404

Max Phase: Preclinical

Molecular Formula: C20H16BrFO4

Molecular Weight: 419.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCCC(O)=C1C(=O)c1cccc(OCc2ccc(Br)cc2F)c1

Standard InChI:  InChI=1S/C20H16BrFO4/c21-14-8-7-13(16(22)10-14)11-26-15-4-1-3-12(9-15)20(25)19-17(23)5-2-6-18(19)24/h1,3-4,7-10,23H,2,5-6,11H2

Standard InChI Key:  ALDRLQIZZCYOKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   41.4525   -9.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4513  -10.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1594  -10.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8690  -10.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8662   -9.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1576   -8.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7447   -8.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7445   -8.0771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0370   -9.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3274   -8.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6219   -9.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6179  -10.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3255  -10.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0372  -10.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3307   -8.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7441  -10.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.5724   -8.8879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2816   -9.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9878   -8.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6954   -9.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4011   -8.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3985   -8.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6843   -7.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9815   -8.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6965  -10.1091    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   47.1041   -7.6510    0.0000 Br  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
 22 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571011

   ---

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: 419.25

Molecular Weight (Monoisotopic): 418.0216

AlogP: 4.92

#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: 4.36

CX Basic pKa: ┄

CX LogP: 4.48

CX LogD: 1.56

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.63

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