(RS)-2-Amino-3-(3,4-dichloro-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)propanoic Acid

ID: ALA3758252

Chembl Id: CHEMBL3758252

PubChem CID: 127024941

Max Phase: Preclinical

Molecular Formula: C17H15Cl2NO4

Molecular Weight: 368.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1cc(Cl)c(Cl)c(-c2ccc3c(c2)OCCO3)c1)C(=O)O

Standard InChI:  InChI=1S/C17H15Cl2NO4/c18-12-6-9(7-13(20)17(21)22)5-11(16(12)19)10-1-2-14-15(8-10)24-4-3-23-14/h1-2,5-6,8,13H,3-4,7,20H2,(H,21,22)

Standard InChI Key:  NEZVGXPNRPFTLH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758252

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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: 368.22

Molecular Weight (Monoisotopic): 367.0378

AlogP: 3.39

#Rotatable Bonds: 4

Polar Surface Area: 81.78

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.66

CX Basic pKa: 9.42

CX LogP: 1.18

CX LogD: 1.18

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.86

Np Likeness Score: 0.10

References

1. Szymanska E, Frydenvang K, Pickering DS, Krintel C, Nielsen B, Kooshki A, Zachariassen LG, Olsen L, Kastrup JS, Johansen TN..  (2016)  Studies on Aryl-Substituted Phenylalanines: Synthesis, Activity, and Different Binding Modes at AMPA Receptors.,  59  (1): [PMID:26653877] [10.1021/acs.jmedchem.5b01666]

Source

Source(1):

• Scientific Literature