ID: ALA2312682

Max Phase: Preclinical

Molecular Formula: C8H12N2O4

Molecular Weight: 200.19

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#CCC[C@H](C[C@H](N)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C8H12N2O4/c9-3-1-2-5(7(11)12)4-6(10)8(13)14/h5-6H,1-2,4,10H2,(H,11,12)(H,13,14)/t5-,6+/m1/s1

Standard InChI Key:  LBUMBNGDQWIQCM-RITPCOANSA-N

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

Properties

Molecular Weight: 200.19

Molecular Weight (Monoisotopic): 200.0797

AlogP: -0.21

#Rotatable Bonds: 6

Polar Surface Area: 124.41

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.70

CX Basic pKa: 9.53

CX LogP: -3.14

CX LogD: -6.53

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.54

Np Likeness Score: 0.42

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]

2. Huynh TH, Erichsen MN, Tora AS, Goudet C, Sagot E, Assaf Z, Thomsen C, Brodbeck R, Stensbøl TB, Bjørn-Yoshimoto WE, Nielsen B, Pin JP, Gefflaut T, Bunch L..  (2016)  New 4-Functionalized Glutamate Analogues Are Selective Agonists at Metabotropic Glutamate Receptor Subtype 2 or Selective Agonists at Metabotropic Glutamate Receptor Group III.,  59  (3): [PMID:26814576] [10.1021/acs.jmedchem.5b01333]

Source

Source(1):

• Scientific Literature