(E)-2-oxo-6-styryl-2H-chromene-3-carboxylic acid

ID: ALA4539174

PubChem CID: 155549864

Max Phase: Preclinical

Molecular Formula: C18H12O4

Molecular Weight: 292.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2cc(/C=C/c3ccccc3)ccc2oc1=O

Standard InChI:  InChI=1S/C18H12O4/c19-17(20)15-11-14-10-13(8-9-16(14)22-18(15)21)7-6-12-4-2-1-3-5-12/h1-11H,(H,19,20)/b7-6+

Standard InChI Key:  QPVYLCZKTOJSRK-VOTSOKGWSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.5193  -13.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5193  -14.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246  -15.1717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2246  -13.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9299  -13.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9283  -14.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6325  -15.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3388  -14.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3364  -13.9472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6316  -13.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8095  -13.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071  -12.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1030  -13.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8122  -15.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0428  -13.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7518  -13.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4582  -13.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1651  -13.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8710  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8688  -12.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1548  -12.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4518  -12.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  2  0
 11 13  1  0
  1 11  1  0
  2 14  2  0
  9 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539174

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

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: 3.66

#Rotatable Bonds: 3

Polar Surface Area: 67.51

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.01

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 0.24

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.59

Np Likeness Score: 0.05

References

1. Irvine MW, Fang G, Sapkota K, Burnell ES, Volianskis A, Costa BM, Culley G, Collingridge GL, Monaghan DT, Jane DE..  (2019)  Investigation of the structural requirements for N-methyl-D-aspartate receptor positive and negative allosteric modulators based on 2-naphthoic acid.,  164  [PMID:30622023] [10.1016/j.ejmech.2018.12.054]

Source

Source(1):

• Scientific Literature