ID: ALA154535

Max Phase: Preclinical

Molecular Formula: C7H8N2O4

Molecular Weight: 184.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C1NCCc2c(O)noc21

Standard InChI:  InChI=1S/C7H8N2O4/c10-6-3-1-2-8-4(7(11)12)5(3)13-9-6/h4,8H,1-2H2,(H,9,10)(H,11,12)

Standard InChI Key:  YRSIGIYXZNQZCI-UHFFFAOYSA-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: 184.15

Molecular Weight (Monoisotopic): 184.0484

AlogP: -0.35

#Rotatable Bonds: 1

Polar Surface Area: 95.59

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.08

CX Basic pKa: 4.81

CX LogP: -2.52

CX LogD: -5.53

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.55

Np Likeness Score: 0.51

References

1. Krogsgaard-Larsen P, Nielsen EO, Curtis DR..  (1984)  Ibotenic acid analogues. Synthesis and biological and in vitro activity of conformationally restricted agonists at central excitatory amino acid receptors.,  27  (5): [PMID:6325690] [10.1021/jm00371a005]

2. Frydenvang K, Pickering DS, Greenwood JR, Krogsgaard-Larsen N, Brehm L, Nielsen B, Vogensen SB, Hald H, Kastrup JS, Krogsgaard-Larsen P, Clausen RP..  (2010)  Biostructural and pharmacological studies of bicyclic analogues of the 3-isoxazolol glutamate receptor agonist ibotenic acid.,  53  (23): [PMID:21067182] [10.1021/jm101218a]

Source

Source(1):

• Scientific Literature