2-aminoadamantine-2-carboxylic acid

ID: ALA4099659

Cas Number: 58620-87-4

PubChem CID: 11651388

Max Phase: Preclinical

Molecular Formula: C12H19NO2

Molecular Weight: 209.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(C(=O)O)C1C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C12H19NO2/c13-11(12(14)15)10-8-2-6-1-7(4-8)5-9(10)3-6/h6-11H,1-5,13H2,(H,14,15)

Standard InChI Key:  QHBKDONXFKTUGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   11.2940   -9.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4382   -9.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8078   -9.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4370   -8.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8297   -8.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0071   -8.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0209   -9.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2143   -9.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7010   -9.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2446   -8.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5844   -7.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5790   -7.1044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8754   -8.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8754   -9.1495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1741   -7.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
  1  2  1  0
 10 11  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  4  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4099659

   alfa-Amino-2-adamantaneacetic 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: 209.29

Molecular Weight (Monoisotopic): 209.1416

AlogP: 1.47

#Rotatable Bonds: 2

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.54

CX Basic pKa: 9.57

CX LogP: -0.86

CX LogD: -0.87

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.72

Np Likeness Score: 0.55

References

1.  (2014)  D-serine transporter inhibitors as pharmaceutical compositions for the treatment of central nervous system disorders, 

Source

Source(1):

• Patent Bioactivity Data