5-Hydroxy-2-(3-(propargyloxy)phenyl)-4H-chromen-4-one

ID: ALA2347914

PubChem CID: 71662429

Product Number: H607218, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H12O4

Molecular Weight: 292.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOc1cccc(-c2cc(=O)c3c(O)cccc3o2)c1

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

Standard InChI Key:  OCMGAXUTMOJVBQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   20.0212  -14.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7311  -14.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4451  -14.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4451  -13.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0129  -13.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7269  -13.2525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3072  -14.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3072  -13.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6014  -14.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6014  -13.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7311  -15.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1508  -13.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8566  -13.6694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1426  -12.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5623  -13.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8483  -12.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5623  -12.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3051  -15.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8409  -11.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5449  -10.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2563  -11.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9615  -11.6099    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
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2347914

   5H3'FPE

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: 0.18

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