N-oxalyl D-phenylalanine

ID: ALA4540977

PubChem CID: 919929

Max Phase: Preclinical

Molecular Formula: C11H13NO4

Molecular Weight: 223.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CN[C@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C11H13NO4/c13-10(14)7-12-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9,12H,6-7H2,(H,13,14)(H,15,16)/t9-/m1/s1

Standard InChI Key:  FVQDAMVODWHNOJ-SECBINFHSA-N

Molfile:  

 
     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    4.9078   -9.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6233   -8.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1924   -8.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4768   -9.4008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -8.9901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499   -9.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344   -8.9901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0499  -10.2264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1924   -8.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9078   -7.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4768   -7.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3375   -9.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0525   -8.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0529   -8.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3324   -7.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6203   -8.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  3  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540977

   (2R)-2-(carboxymethylamino)-3-phenylpropanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 223.23

Molecular Weight (Monoisotopic): 223.0845

AlogP: 0.36

#Rotatable Bonds: 6

Polar Surface Area: 86.63

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.73

CX Basic pKa: 8.53

CX LogP: -1.70

CX LogD: -4.89

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: 0.06

References

1. Langley GW, Abboud MI, Lohans CT, Schofield CJ..  (2019)  Inhibition of a viral prolyl hydroxylase.,  27  (12): [PMID:30737136] [10.1016/j.bmc.2019.01.018]

Source

Source(1):

• Scientific Literature