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

ID: ALA4552681

PubChem CID: 155556543

Max Phase: Preclinical

Molecular Formula: C21H19FO4

Molecular Weight: 354.38

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H19FO4/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:  RRIUOIHTVJPCNI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.7891  -20.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6272  -19.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6261  -20.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3341  -20.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0438  -20.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0410  -19.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3324  -18.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9194  -18.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9192  -18.1764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2118  -19.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5022  -18.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7967  -19.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5003  -20.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2120  -20.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5055  -18.1697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9189  -20.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7471  -18.9872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4564  -19.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1625  -18.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8702  -19.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5759  -18.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5733  -18.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8590  -17.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1563  -18.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2789  -17.7504    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3299  -18.1760    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:

   

   ALA4552681

   ---

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: 354.38

Molecular Weight (Monoisotopic): 354.1267

AlogP: 4.46

#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: 4.58

CX Basic pKa: ┄

CX LogP: 4.22

CX LogD: 1.48

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.31

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