(S)-2-amino-3-(3-hydroxy-5-(2-(pyridin-4-ylmethyl)-2H-tetrazol-5-yl)isoxazol-4-yl)propanoic acid

ID: ALA3786824

Chembl Id: CHEMBL3786824

PubChem CID: 127031616

Max Phase: Preclinical

Molecular Formula: C13H13N7O4

Molecular Weight: 331.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1c(O)noc1-c1nnn(Cc2ccncc2)n1)C(=O)O

Standard InChI:  InChI=1S/C13H13N7O4/c14-9(13(22)23)5-8-10(24-18-12(8)21)11-16-19-20(17-11)6-7-1-3-15-4-2-7/h1-4,9H,5-6,14H2,(H,18,21)(H,22,23)/t9-/m0/s1

Standard InChI Key:  BOAFSTDNNFYOKT-VIFPVBQESA-N

Alternative Forms

1. Parent:

   

   ALA3786824

   ---

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: 331.29

Molecular Weight (Monoisotopic): 331.1029

AlogP: -0.57

#Rotatable Bonds: 6

Polar Surface Area: 166.07

Molecular Species: ZWITTERION

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.74

CX Basic pKa: 8.80

CX LogP: -2.12

CX LogD: -3.76

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -1.11

References

1. Wang SY, Larsen Y, Navarrete CV, Jensen AA, Nielsen B, Al-Musaed A, Frydenvang K, Kastrup JS, Pickering DS, Clausen RP..  (2016)  Tweaking Subtype Selectivity and Agonist Efficacy at (S)-2-Amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propionic acid (AMPA) Receptors in a Small Series of BnTetAMPA Analogues.,  59  (5): [PMID:26862980] [10.1021/acs.jmedchem.5b01982]

Source

Source(1):

• Scientific Literature