2-Amino-3-(4'-hydroxy-2,6,3',5'-tetraiodo-biphenyl-4-yl)-propionic acid

ID: ALA158778

Chembl Id: CHEMBL158778

Cas Number: 100837-36-3

PubChem CID: 180929

Max Phase: Preclinical

Molecular Formula: C15H11I4NO3

Molecular Weight: 760.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(Cc1cc(I)c(-c2cc(I)c(O)c(I)c2)c(I)c1)C(=O)O

Standard InChI:  InChI=1S/C15H11I4NO3/c16-8-1-6(3-12(20)15(22)23)2-9(17)13(8)7-4-10(18)14(21)11(19)5-7/h1-2,4-5,12,21H,3,20H2,(H,22,23)

Standard InChI Key:  QHDLYNFVNBCOFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA158778

   2-Amino-3-(4-(4-hydroxy-3,5-diiodophenyl)-3,5-diiodophenyl)propanoic acid

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: 760.87

Molecular Weight (Monoisotopic): 760.6918

AlogP: 4.43

#Rotatable Bonds: 4

Polar Surface Area: 83.55

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.73

CX Basic pKa: 9.42

CX LogP: 3.87

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: 0.58

References

1. Rickenbacher U, McKinney JD, Oatley SJ, Blake CC..  (1986)  Structurally specific binding of halogenated biphenyls to thyroxine transport protein.,  29  (5): [PMID:3009810] [10.1021/jm00155a010]

2. McKinney J, Fannin R, Jordan S, Chae K, Rickenbacher U, Pedersen L..  (1987)  Polychlorinated biphenyls and related compound interactions with specific binding sites for thyroxine in rat liver nuclear extracts.,  30  (1): [PMID:3100800] [10.1021/jm00384a014]

Source

Source(1):

• Scientific Literature