4-ethyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylic acid

ID: ALA3800109

PubChem CID: 127047087

Max Phase: Preclinical

Molecular Formula: C11H13NO3

Molecular Weight: 207.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCOc2ccc(C(=O)O)cc21

Standard InChI:  InChI=1S/C11H13NO3/c1-2-12-5-6-15-10-4-3-8(11(13)14)7-9(10)12/h3-4,7H,2,5-6H2,1H3,(H,13,14)

Standard InChI Key:  YUKGJLQYUAGPCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -4.9494    0.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    2.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072    2.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3396    3.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  7  6  1  0
  7  8  2  0
  8  3  1  0
  7  9  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
  6 12  1  0
  9 13  1  0
  2 14  2  0
 13 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3800109

   ---

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: 207.23

Molecular Weight (Monoisotopic): 207.0895

AlogP: 1.60

#Rotatable Bonds: 2

Polar Surface Area: 49.77

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.04

CX Basic pKa: 1.18

CX LogP: 1.77

CX LogD: -0.57

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.80

Np Likeness Score: -1.04

References

1. Lee EC, Futatsugi K, Arcari JT, Bahnck K, Coffey SB, Derksen DR, Kalgutkar AS, Loria PM, Sharma R..  (2016)  Optimization of amide-based EP3 receptor antagonists.,  26  (11): [PMID:27107947] [10.1016/j.bmcl.2016.04.009]

Source

Source(1):

• Scientific Literature