2-(3-(4-bromobenzyloxy)-2-methylbenzoyl)-3-hydroxycyclohex-2-en-1-one

ID: ALA4518798

PubChem CID: 155541542

Max Phase: Preclinical

Molecular Formula: C21H19BrO4

Molecular Weight: 415.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(OCc2ccc(Br)cc2)cccc1C(=O)C1=C(O)CCCC1=O

Standard InChI:  InChI=1S/C21H19BrO4/c1-13-16(21(25)20-17(23)5-3-6-18(20)24)4-2-7-19(13)26-12-14-8-10-15(22)11-9-14/h2,4,7-11,23H,3,5-6,12H2,1H3

Standard InChI Key:  GUFFAIXJJJFOMV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.3125  -21.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1506  -20.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1494  -21.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8575  -21.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5671  -21.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5643  -20.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8557  -20.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4428  -20.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426  -19.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352  -20.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255  -20.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3200  -20.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0236  -21.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7353  -21.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289  -19.2469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4422  -21.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2705  -20.0644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9797  -20.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6859  -20.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3935  -20.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0992  -20.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0966  -19.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3824  -18.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6796  -19.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8022  -18.8276    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.8532  -19.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  2  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 10 14  1  0
 11 12  1  0
 12  1  1  0
  1 13  1  0
 13 14  1  0
 11 15  1  0
 14 16  2  0
  6 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
 22 25  1  0
  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518798

   ---

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: 415.28

Molecular Weight (Monoisotopic): 414.0467

AlogP: 5.08

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 4.85

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.12

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