Ethyl 7-hydroxy-4-oxo-4H-thieno[3,2-c]chromene-2-carboxylate

ID: ALA4750845

PubChem CID: 162650949

Max Phase: Preclinical

Molecular Formula: C14H10O5S

Molecular Weight: 290.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2c(=O)oc3cc(O)ccc3c2s1

Standard InChI:  InChI=1S/C14H10O5S/c1-2-18-14(17)11-6-9-12(20-11)8-4-3-7(15)5-10(8)19-13(9)16/h3-6,15H,2H2,1H3

Standard InChI Key:  ZLRYSLHVRPSJMO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.4943   -3.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932   -3.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -4.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995   -2.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9081   -3.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9069   -3.9211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3340   -3.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6194   -2.6821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -2.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0427   -2.6911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3328   -3.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202   -4.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7860   -5.1324    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6013   -5.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391   -4.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0058   -5.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5931   -6.6383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8230   -5.9376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275   -6.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0447   -6.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6 12  1  0
 11  7  1  0
  7  8  1  0
  1  9  1  0
  7 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 14 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4750845

   ---

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: 290.30

Molecular Weight (Monoisotopic): 290.0249

AlogP: 2.89

#Rotatable Bonds: 2

Polar Surface Area: 76.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.21

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: -0.34

References

1. Wittine K,Antolović R,Jelić D,Bracanović S,Cetina M,Andjelkovic U,Wittine O,Kraljević Pavelić S,Vinter A.  (2020)  Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines.,  30  (18.0): [PMID:32717616] [10.1016/j.bmcl.2020.127415]

Source

Source(1):

• Scientific Literature