[(2,3-Dihydro-benzo[1,4]dioxine-2-carboximidoyl)-amino]-acetic acid

ID: ALA354686

Cas Number: 85084-38-4

PubChem CID: 10980046

Max Phase: Preclinical

Molecular Formula: C11H12N2O4

Molecular Weight: 236.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(=N\CC(=O)O)C1COc2ccccc2O1

Standard InChI:  InChI=1S/C11H12N2O4/c12-11(13-5-10(14)15)9-6-16-7-3-1-2-4-8(7)17-9/h1-4,9H,5-6H2,(H2,12,13)(H,14,15)

Standard InChI Key:  RFEOMKWTDNKXKN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -0.1833    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    0.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    0.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -0.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667    0.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1833   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5417    1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    0.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542    0.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -0.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  7  1  0
  5  2  1  0
  6  3  2  0
  7  1  1  0
  8  4  1  0
  9  3  1  0
 10 12  1  0
 11 10  2  0
 12  6  1  0
 13 10  1  0
 14  5  2  0
 15  8  2  0
 16 14  1  0
 17 15  1  0
  8  5  1  0
 17 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA354686

   2-[[Amino(2,3-dihydro-1,4-benzodioxin-3-yl)methylidene]amino]acetic acid

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: 236.23

Molecular Weight (Monoisotopic): 236.0797

AlogP: 0.27

#Rotatable Bonds: 3

Polar Surface Area: 94.14

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.14

CX Basic pKa: 8.73

CX LogP: -1.50

CX LogD: -1.52

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: 0.18

References

1. Chapleo CB, Myers PL, Butler RC, Doxey JC, Roach AG, Smith CF..  (1983)  alpha-adrenoreceptor reagents. 1. Synthesis of some 1,4-benzodioxans as selective presynaptic alpha 2-adrenoreceptor antagonists and potential antidepressants.,  26  (6): [PMID:6133953] [10.1021/jm00360a008]

Source

Source(1):

• Scientific Literature