2-(4-Hydroxy-phenyl)-6-isopropyl-3-methoxy-chromen-4-one

ID: ALA163598

PubChem CID: 14804698

Max Phase: Preclinical

Molecular Formula: C19H18O4

Molecular Weight: 310.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(-c2ccc(O)cc2)oc2ccc(C(C)C)cc2c1=O

Standard InChI:  InChI=1S/C19H18O4/c1-11(2)13-6-9-16-15(10-13)17(21)19(22-3)18(23-16)12-4-7-14(20)8-5-12/h4-11,20H,1-3H3

Standard InChI Key:  BFAGZHJUIXMOKK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.6750   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6750   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -3.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6375   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1500   -4.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1125   -3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5917   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -4.2292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -4.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542   -2.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5542   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  1  0
  5  2  1  0
  6  4  1  0
  7  4  2  0
  8  7  1  0
  9  2  1  0
 10  3  2  0
 11  6  2  0
 12  8  2  0
 13  1  1  0
 14  9  2  0
 15  9  1  0
 16  8  1  0
 17 19  1  0
 18 14  1  0
 19 15  2  0
 20 17  1  0
 21 13  1  0
 22 16  1  0
 23 16  1  0
  5  6  1  0
 18 17  2  0
 12 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA163598

   2-(4-Hydroxyphenyl)-3-methoxy-6-propan-2-ylchromen-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 310.35

Molecular Weight (Monoisotopic): 310.1205

AlogP: 4.30

#Rotatable Bonds: 3

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.55

CX Basic pKa: ┄

CX LogP: 3.77

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 0.61

References

1. De Meyer N, Haemers A, Mishra L, Pandey HK, Pieters LA, Vanden Berghe DA, Vlietinck AJ..  (1991)  4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity.,  34  (2): [PMID:1847431] [10.1021/jm00106a039]

Source

Source(1):

• Scientific Literature