3''-tert-Butyl-4''-(4-hydroxy-butylamino)-4'-(2-hydroxy-ethoxy)-[1,1';3',1'']terphenyl-4-carboxylic acid

ID: ALA4207978

Chembl Id: CHEMBL4207978

PubChem CID: 145970742

Max Phase: Preclinical

Molecular Formula: C29H35NO5

Molecular Weight: 477.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cc(-c2cc(-c3ccc(C(=O)O)cc3)ccc2OCCO)ccc1NCCCCO

Standard InChI:  InChI=1S/C29H35NO5/c1-29(2,3)25-19-23(10-12-26(25)30-14-4-5-15-31)24-18-22(11-13-27(24)35-17-16-32)20-6-8-21(9-7-20)28(33)34/h6-13,18-19,30-32H,4-5,14-17H2,1-3H3,(H,33,34)

Standard InChI Key:  XMIDMHMHZMEFOR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4207978

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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: 477.60

Molecular Weight (Monoisotopic): 477.2515

AlogP: 5.57

#Rotatable Bonds: 11

Polar Surface Area: 99.02

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.90

CX Basic pKa: 4.56

CX LogP: 4.20

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: -0.21

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