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

ID: ALA3786380

Chembl Id: CHEMBL3786380

PubChem CID: 127031898

Max Phase: Preclinical

Molecular Formula: C15H16N6O6S

Molecular Weight: 408.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(Cn2nnc(-c3onc(O)c3C[C@H](N)C(=O)O)n2)c1

Standard InChI:  InChI=1S/C15H16N6O6S/c1-28(25,26)9-4-2-3-8(5-9)7-21-18-13(17-20-21)12-10(14(22)19-27-12)6-11(16)15(23)24/h2-5,11H,6-7,16H2,1H3,(H,19,22)(H,23,24)/t11-/m0/s1

Standard InChI Key:  NUONEBCILSPZTP-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA3786380

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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: 408.40

Molecular Weight (Monoisotopic): 408.0852

AlogP: -0.56

#Rotatable Bonds: 7

Polar Surface Area: 187.32

Molecular Species: ZWITTERION

HBA: 11

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.74

CX Basic pKa: 8.80

CX LogP: -1.94

CX LogD: -3.67

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -1.50

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