(S)-2-Amino-3-(3-hydroxy-5-(2-(3-((methylamino)methyl)benzyl)-2H-tetrazol-5-yl)isoxazol-4-yl)propanoic acid

ID: ALA3785285

Chembl Id: CHEMBL3785285

PubChem CID: 127031904

Max Phase: Preclinical

Molecular Formula: C16H19N7O4

Molecular Weight: 373.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCc1cccc(Cn2nnc(-c3onc(O)c3C[C@H](N)C(=O)O)n2)c1

Standard InChI:  InChI=1S/C16H19N7O4/c1-18-7-9-3-2-4-10(5-9)8-23-20-14(19-22-23)13-11(15(24)21-27-13)6-12(17)16(25)26/h2-5,12,18H,6-8,17H2,1H3,(H,21,24)(H,25,26)/t12-/m0/s1

Standard InChI Key:  YWCWJJAEVUVZKZ-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA3785285

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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: 373.37

Molecular Weight (Monoisotopic): 373.1499

AlogP: -0.24

#Rotatable Bonds: 8

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: 9.35

CX LogP: -3.26

CX LogD: -3.45

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -0.94

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