4''-Diethylamino-4'-(3-hydroxy-propoxy)-[1,1';3',1'']terphenyl-4-carboxylic acid

ID: ALA4210286

Chembl Id: CHEMBL4210286

PubChem CID: 11718697

Max Phase: Preclinical

Molecular Formula: C26H29NO4

Molecular Weight: 419.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(-c2cc(-c3ccc(C(=O)O)cc3)ccc2OCCCO)cc1

Standard InChI:  InChI=1S/C26H29NO4/c1-3-27(4-2)23-13-10-20(11-14-23)24-18-22(12-15-25(24)31-17-5-16-28)19-6-8-21(9-7-19)26(29)30/h6-15,18,28H,3-5,16-17H2,1-2H3,(H,29,30)

Standard InChI Key:  OXTQOESTHFNSTI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4210286

   4-[3-[4-(Diethylamino)phenyl]-4-(3-hydroxypropoxy)phenyl]benzoic 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: 419.52

Molecular Weight (Monoisotopic): 419.2097

AlogP: 5.33

#Rotatable Bonds: 10

Polar Surface Area: 70.00

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.06

CX Basic pKa: 5.44

CX LogP: 3.47

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -0.42

References

1. Thoreau E, Arlabosse JM, Bouix-Peter C, Chambon S, Chantalat L, Daver S, Dumais L, Duvert G, Feret A, Ouvry G, Pascau J, Raffin C, Rodeville N, Soulet C, Tabet S, Talano S, Portal T..  (2018)  Structure-based design of Trifarotene (CD5789), a potent and selective RARγ agonist for the treatment of acne.,  28  (10): [PMID:29706423] [10.1016/j.bmcl.2018.04.036]

Source

Source(1):

• Scientific Literature