(2S,4R)-4-(3-Dimethylamino-3-oxopropyl)glutamic Acid

ID: ALA2312398

PubChem CID: 71574745

Max Phase: Preclinical

Molecular Formula: C10H18N2O5

Molecular Weight: 246.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H18N2O5/c1-12(2)8(13)4-3-6(9(14)15)5-7(11)10(16)17/h6-7H,3-5,11H2,1-2H3,(H,14,15)(H,16,17)/t6-,7+/m1/s1

Standard InChI Key:  FIIQKOKSTDBCFV-RQJHMYQMSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
    3.4008   -2.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1085   -2.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931   -2.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -3.7186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931   -1.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9854   -2.9014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -2.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240   -2.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -2.9014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240   -1.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240   -4.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5240   -4.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -5.3530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -5.3530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317   -6.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9394   -4.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  6
  3  5  2  0
  3  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2312398

   (2S,4R)-2-amino-4-[3-(dimethylamino)-3-oxopropyl]pentanedioic 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: 246.26

Molecular Weight (Monoisotopic): 246.1216

AlogP: -0.64

#Rotatable Bonds: 7

Polar Surface Area: 120.93

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.10

CX Basic pKa: 9.53

CX LogP: -3.50

CX LogD: -6.36

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.55

Np Likeness Score: 0.24

References

1. Assaf Z, Larsen AP, Venskutonytė R, Han L, Abrahamsen B, Nielsen B, Gajhede M, Kastrup JS, Jensen AA, Pickering DS, Frydenvang K, Gefflaut T, Bunch L..  (2013)  Chemoenzymatic synthesis of new 2,4-syn-functionalized (S)-glutamate analogues and structure-activity relationship studies at ionotropic glutamate receptors and excitatory amino acid transporters.,  56  (4): [PMID:23414088] [10.1021/jm301433m]

Source

Source(1):

• Scientific Literature