(S)-2-Amino-3-(5-(2-(3-((ethylamino)methyl)benzyl)-2H-tetrazol-5-yl)-3-hydroxyisoxazol-4-yl)propanoic acid

ID: ALA3785581

Chembl Id: CHEMBL3785581

PubChem CID: 127032108

Max Phase: Preclinical

Molecular Formula: C17H21N7O4

Molecular Weight: 387.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCc1cccc(Cn2nnc(-c3onc(O)c3C[C@H](N)C(=O)O)n2)c1

Standard InChI:  InChI=1S/C17H21N7O4/c1-2-19-8-10-4-3-5-11(6-10)9-24-21-15(20-23-24)14-12(16(25)22-28-14)7-13(18)17(26)27/h3-6,13,19H,2,7-9,18H2,1H3,(H,22,25)(H,26,27)/t13-/m0/s1

Standard InChI Key:  QRYQXJHGHVRNDY-ZDUSSCGKSA-N

Alternative Forms

1. Parent:

   

   ALA3785581

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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: 387.40

Molecular Weight (Monoisotopic): 387.1655

AlogP: 0.15

#Rotatable Bonds: 9

Polar Surface Area: 165.21

Molecular Species: ZWITTERION

HBA: 10

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.76

CX Basic pKa: 9.43

CX LogP: -2.91

CX LogD: -3.10

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -1.07

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