3-chloro-5,7-dihydroxy-4-propyl-2H-chromen-2-one

ID: ALA499638

PubChem CID: 24806881

Max Phase: Preclinical

Molecular Formula: C12H11ClO4

Molecular Weight: 254.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1c(Cl)c(=O)oc2cc(O)cc(O)c12

Standard InChI:  InChI=1S/C12H11ClO4/c1-2-3-7-10-8(15)4-6(14)5-9(10)17-12(16)11(7)13/h4-5,14-15H,2-3H2,1H3

Standard InChI Key:  XYFYODHVUDYGIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    7.0480   -1.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0480   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7625   -0.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7625   -2.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769   -1.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1914   -0.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9059   -0.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6204   -0.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7625   -2.9562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3335   -0.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1914   -2.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9059   -1.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6204   -2.1312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.1914   -2.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769   -3.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769   -4.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8 13  1  0
  5  4  2  0
  8  9  2  0
  4  1  1  0
  4 10  1  0
  5  6  1  0
  2 11  1  0
 12 13  2  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
 13 14  1  0
 15 12  1  0
  5 12  1  0
 15 16  1  0
  6  7  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA499638

   3-Chloro-5,7-dihydroxy-4-propylchromen-2-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: 254.67

Molecular Weight (Monoisotopic): 254.0346

AlogP: 2.81

#Rotatable Bonds: 2

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.26

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.81

Np Likeness Score: 0.82

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]

2. Li G, Wang D, Sun M, Li G, Hu J, Zhang Y, Yuan Y, Ji H, Chen N, Liu G..  (2010)  Discovery and optimization of novel 3-piperazinylcoumarin antagonist of chemokine-like factor 1 with oral antiasthma activity in mice.,  53  (4): [PMID:20099827] [10.1021/jm901652p]

Source

Source(1):

• Scientific Literature