3-hydroxy-2-(2-methyl-3-(4-methylbenzyloxy)benzoyl)cyclohex-2-en-1-one

ID: ALA4533367

PubChem CID: 155547485

Max Phase: Preclinical

Molecular Formula: C22H22O4

Molecular Weight: 350.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(COc2cccc(C(=O)C3=C(O)CCCC3=O)c2C)cc1

Standard InChI:  InChI=1S/C22H22O4/c1-14-9-11-16(12-10-14)13-26-20-8-3-5-17(15(20)2)22(25)21-18(23)6-4-7-19(21)24/h3,5,8-12,23H,4,6-7,13H2,1-2H3

Standard InChI Key:  ZNLPMGHHESJSFQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.7219  -19.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7207  -20.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4288  -21.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1385  -20.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1356  -19.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4270  -19.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0141  -19.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0139  -18.7295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3065  -19.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5968  -19.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8913  -19.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5949  -21.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3066  -20.7665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6002  -18.7228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0135  -21.1765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8418  -19.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5510  -19.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2572  -19.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9649  -19.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6705  -19.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6679  -18.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9537  -18.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2509  -18.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3735  -18.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4246  -18.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  1 13  1  0
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 23 24  2  0
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  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533367

   ---

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: 350.41

Molecular Weight (Monoisotopic): 350.1518

AlogP: 4.63

#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: 4.62

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.10

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