Ethyl 6-Phenoxybenzo[b]thiophene-2-carboxylate

ID: ALA4098020

PubChem CID: 132022588

Max Phase: Preclinical

Molecular Formula: C17H14O3S

Molecular Weight: 298.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc2ccc(Oc3ccccc3)cc2s1

Standard InChI:  InChI=1S/C17H14O3S/c1-2-19-17(18)16-10-12-8-9-14(11-15(12)21-16)20-13-6-4-3-5-7-13/h3-11H,2H2,1H3

Standard InChI Key:  AXUXKXOQTGTWDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   29.2428  -19.7571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8342  -20.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2428  -21.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0600  -21.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4686  -21.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0170  -20.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5369  -19.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7596  -20.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0505  -19.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3415  -20.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3415  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6365  -21.2834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9274  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9274  -20.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2183  -19.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5134  -20.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5134  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2183  -21.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0505  -21.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7596  -20.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5369  -21.1295    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 13 18  1  0
 11 19  1  0
 19 20  2  0
  8 20  1  0
 20 21  1  0
  6 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098020

   ---

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: 298.36

Molecular Weight (Monoisotopic): 298.0664

AlogP: 4.87

#Rotatable Bonds: 4

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: -1.22

References

1. Kim J, Jung YK, Kim C, Shin JS, Scheers E, Lee JY, Han SB, Lee CK, Neyts J, Ha JD, Jung YS..  (2017)  A Novel Series of Highly Potent Small Molecule Inhibitors of Rhinovirus Replication.,  60  (13): [PMID:28581749] [10.1021/acs.jmedchem.7b00175]

Source

Source(1):

• Scientific Literature