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

ID: ALA4521608

PubChem CID: 155542673

Max Phase: Preclinical

Molecular Formula: C21H20O4

Molecular Weight: 336.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(COc2cccc(C(=O)C3=C(O)CCCC3=O)c2)cc1

Standard InChI:  InChI=1S/C21H20O4/c1-14-8-10-15(11-9-14)13-25-17-5-2-4-16(12-17)21(24)20-18(22)6-3-7-19(20)23/h2,4-5,8-12,22H,3,6-7,13H2,1H3

Standard InChI Key:  JUTMYYDCPQIHQY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.7711   -9.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7700  -10.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4780  -10.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1877  -10.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1849   -9.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763   -8.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0633   -8.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0631   -8.0028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3557   -9.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6461   -8.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9406   -9.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9365  -10.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6442  -10.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3559  -10.0398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6494   -7.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0628  -10.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8910   -8.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6003   -9.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3064   -8.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0141   -9.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7198   -8.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7172   -7.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0029   -7.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3002   -7.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4228   -7.5767    0.0000 C   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
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521608

   ---

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: 336.39

Molecular Weight (Monoisotopic): 336.1362

AlogP: 4.32

#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: 4.53

CX Basic pKa: ┄

CX LogP: 4.08

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.65

Np Likeness Score: -0.23

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