5-hydroxy-2-oxo-4-propyl-2H-chromen-7-yl acrylate

ID: ALA498812

PubChem CID: 24805857

Max Phase: Preclinical

Molecular Formula: C15H14O5

Molecular Weight: 274.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Oc1cc(O)c2c(CCC)cc(=O)oc2c1

Standard InChI:  InChI=1S/C15H14O5/c1-3-5-9-6-14(18)20-12-8-10(19-13(17)4-2)7-11(16)15(9)12/h4,6-8,16H,2-3,5H2,1H3

Standard InChI Key:  RSWJLDGAVZEHPD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.1018   -0.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    0.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873   -0.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873   -1.5562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8163    0.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8163    1.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    2.1563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    2.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5307    2.9813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6728   -0.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6728    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416    0.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561   -0.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -0.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706    0.9188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -1.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7561   -1.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4706   -1.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  9 10  2  0
 11 12  1  0
  4  5  1  0
  2  3  1  0
  2  6  1  0
  3 12  2  0
  6  7  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  1  2  2  0
 14 17  2  0
  7  8  2  0
 16 18  1  0
 11  4  2  0
 18 19  1  0
  7  9  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498812

   (5-Hydroxy-2-oxo-4-propylchromen-7-yl) prop-2-enoate

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: 274.27

Molecular Weight (Monoisotopic): 274.0841

AlogP: 2.54

#Rotatable Bonds: 4

Polar Surface Area: 76.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.06

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 2.77

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.40

Np Likeness Score: 0.85

References

1. Zhang L, Yan Y, Liu Z, Abliz Z, Liu G..  (2009)  Identification of peptide substrate and small molecule inhibitors of testis-specific serine/threonine kinase1 (TSSK1) by the developed assays.,  52  (14): [PMID:19530700] [10.1021/jm9002846]

Source

Source(1):

• Scientific Literature