2-(4-(4-hydroxy-3-isopropyl-5-(3-(4-nitrophenyl)prop-2-ynyl)benzyl)-3,5-dimethylphenoxy)acetic acid

ID: ALA2349059

Chembl Id: CHEMBL2349059

PubChem CID: 71717157

Max Phase: Preclinical

Molecular Formula: C29H29NO6

Molecular Weight: 487.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(OCC(=O)O)cc(C)c1Cc1cc(CC#Cc2ccc([N+](=O)[O-])cc2)c(O)c(C(C)C)c1

Standard InChI:  InChI=1S/C29H29NO6/c1-18(2)26-15-22(16-27-19(3)12-25(13-20(27)4)36-17-28(31)32)14-23(29(26)33)7-5-6-21-8-10-24(11-9-21)30(34)35/h8-15,18,33H,7,16-17H2,1-4H3,(H,31,32)

Standard InChI Key:  MBWHEFDWNWPVOI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2349059

   2-[4-[[4-Hydroxy-3-[3-(4-nitrophenyl)prop-2-ynyl]-5-propan-2-ylphenyl]methyl]-3,5-dimethylphenoxy]acetic 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: 487.55

Molecular Weight (Monoisotopic): 487.1995

AlogP: 5.69

#Rotatable Bonds: 8

Polar Surface Area: 109.90

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 7.86

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.24

Np Likeness Score: -0.25

References

1. Hwang JY, Attia RR, Carrillo AK, Connelly MC, Guy RK..  (2013)  Synthesis and evaluation of methylsulfonylnitrobenzamides (MSNBAs) as inhibitors of the thyroid hormone receptor-coactivator interaction.,  23  (6): [PMID:23414840] [10.1016/j.bmcl.2012.12.055]

Source

Source(1):

• Scientific Literature