(DL)-2-amino-2-[3-hydroxy-4-(hydroxymethyl)phenyl]acetic acid

ID: ALA4101153

PubChem CID: 13013954

Max Phase: Preclinical

Molecular Formula: C9H11NO4

Molecular Weight: 197.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(C(=O)O)c1ccc(CO)c(O)c1

Standard InChI:  InChI=1S/C9H11NO4/c10-8(9(13)14)5-1-2-6(4-11)7(12)3-5/h1-3,8,11-12H,4,10H2,(H,13,14)

Standard InChI Key:  JRBXPUUAYKCCLQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   10.8018  -11.1699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8018  -10.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5109   -9.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5109   -9.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2200  -10.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0969   -9.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3878  -10.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6828   -9.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6828   -9.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3878   -8.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0969   -9.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9737   -8.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2646   -9.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9737  -10.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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
  6 11  1  0
  9 12  1  0
 12 13  1  0
  8 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4101153

   CID 13013954

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: 197.19

Molecular Weight (Monoisotopic): 197.0688

AlogP: -0.03

#Rotatable Bonds: 3

Polar Surface Area: 103.78

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.62

CX Basic pKa: 8.24

CX LogP: -2.54

CX LogD: -2.60

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.54

Np Likeness Score: 0.88

References

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

Source

Source(1):

• Patent Bioactivity Data