(+)-2-Amino-3-(6-chloro-2',5'-dihydroxy-5-nitro-[1,1'-biphenyl]-3-yl)propanoic acid

ID: ALA4207628

Chembl Id: CHEMBL4207628

PubChem CID: 145975462

Max Phase: Preclinical

Molecular Formula: C15H13ClN2O6

Molecular Weight: 352.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1cc(-c2cc(O)ccc2O)c(Cl)c([N+](=O)[O-])c1)C(=O)O

Standard InChI:  InChI=1S/C15H13ClN2O6/c16-14-10(9-6-8(19)1-2-13(9)20)3-7(4-11(17)15(21)22)5-12(14)18(23)24/h1-3,5-6,11,19-20H,4,17H2,(H,21,22)/t11-/m0/s1

Standard InChI Key:  XSAWTCPSWFHFII-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA4207628

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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: 352.73

Molecular Weight (Monoisotopic): 352.0462

AlogP: 2.28

#Rotatable Bonds: 5

Polar Surface Area: 146.92

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.33

CX Basic pKa: 9.47

CX LogP: 0.40

CX LogD: 0.38

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: 0.47

References

1. Szymańska E, Nielsen B, Johansen TN, Cuñado Moral AM, Pickering DS, Szczepańska K, Mickowska A, Kieć-Kononowicz K..  (2017)  Pharmacological characterization and binding modes of novel racemic and optically active phenylalanine-based antagonists of AMPA receptors.,  138  [PMID:28738307] [10.1016/j.ejmech.2017.07.007]

Source

Source(1):

• Scientific Literature