(Z)-4-(4-hexylphenylamino)-4-oxobut-2-enoic acid

ID: ALA235904

Chembl Id: CHEMBL235904

PubChem CID: 23635730

Max Phase: Preclinical

Molecular Formula: C16H21NO3

Molecular Weight: 275.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCc1ccc(NC(=O)/C=C\C(=O)O)cc1

Standard InChI:  InChI=1S/C16H21NO3/c1-2-3-4-5-6-13-7-9-14(10-8-13)17-15(18)11-12-16(19)20/h7-12H,2-6H2,1H3,(H,17,18)(H,19,20)/b12-11-

Standard InChI Key:  OOWYMHDWBQTCOX-QXMHVHEDSA-N

Alternative Forms

1. Parent:

   

   ALA235904

   (2Z)-3-[(4-hexylphenyl)carbamoyl]prop-2-enoic 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: 275.35

Molecular Weight (Monoisotopic): 275.1521

AlogP: 3.39

#Rotatable Bonds: 8

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.05

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 0.66

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.56

Np Likeness Score: -0.23

References

1. Arnold LA, Kosinski A, Estébanez-Perpiñá E, Fletterick RJ, Guy RK..  (2007)  Inhibitors of the interaction of a thyroid hormone receptor and coactivators: preliminary structure-activity relationships.,  50  (22): [PMID:17918822] [10.1021/jm070556y]

Source

Source(1):

• Scientific Literature