5-Hydroxy-2-(4-(propargyloxy)phenyl)-4H-chromen-4-one

ID: ALA2347917

PubChem CID: 71662432

Max Phase: Preclinical

Molecular Formula: C18H12O4

Molecular Weight: 292.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1ccc(-c2cc(=O)c3c(O)cccc3o2)cc1

Standard InChI:  InChI=1S/C18H12O4/c1-2-10-21-13-8-6-12(7-9-13)17-11-15(20)18-14(19)4-3-5-16(18)22-17/h1,3-9,11,19H,10H2

Standard InChI Key:  QYXMHKBBPZNHGW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.9952  -20.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050  -20.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4191  -20.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4191  -19.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9869  -19.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009  -19.2742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811  -20.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811  -19.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754  -20.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754  -19.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7050  -21.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1248  -19.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8306  -19.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166  -18.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5363  -19.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8223  -18.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5363  -18.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2791  -21.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2414  -18.0439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9517  -18.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6568  -18.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3593  -17.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7  1  2  0
  8  5  2  0
  9  7  1  0
 10  9  2  0
 11  2  2  0
 12  4  1  0
 13 12  2  0
 14 12  1  0
 15 13  1  0
 16 14  2  0
 17 16  1  0
  8 10  1  0
  3  4  2  0
 15 17  2  0
  7 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2347917

   5-Hydroxy-4'-propargyloxyflavone

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: 292.29

Molecular Weight (Monoisotopic): 292.0736

AlogP: 3.18

#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: 7.45

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 0.26

References

1. Liu J, Taylor SF, Dupart PS, Arnold CL, Sridhar J, Jiang Q, Wang Y, Skripnikova EV, Zhao M, Foroozesh M..  (2013)  Pyranoflavones: a group of small-molecule probes for exploring the active site cavities of cytochrome P450 enzymes 1A1, 1A2, and 1B1.,  56  (10): [PMID:23600958] [10.1021/jm4003654]

Source

Source(1):

• Scientific Literature