4-(4-Ethoxy-3,5-diisopropoxybenzamido)benzoic acid

ID: ALA4212103

Chembl Id: CHEMBL4212103

PubChem CID: 51035078

Max Phase: Preclinical

Molecular Formula: C22H27NO6

Molecular Weight: 401.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1c(OC(C)C)cc(C(=O)Nc2ccc(C(=O)O)cc2)cc1OC(C)C

Standard InChI:  InChI=1S/C22H27NO6/c1-6-27-20-18(28-13(2)3)11-16(12-19(20)29-14(4)5)21(24)23-17-9-7-15(8-10-17)22(25)26/h7-14H,6H2,1-5H3,(H,23,24)(H,25,26)

Standard InChI Key:  YMLYNZLSCWASTL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4212103

   4-[[4-Ethoxy-3,5-di(propan-2-yloxy)benzoyl]amino]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: 401.46

Molecular Weight (Monoisotopic): 401.1838

AlogP: 4.61

#Rotatable Bonds: 9

Polar Surface Area: 94.09

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.15

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 1.09

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -0.80

References

1. Clarke E, Jarvis CI, Goncalves MB, Kalindjian SB, Adams DR, Brown JT, Shiers JJ, Taddei DMA, Ravier E, Barlow S, Miller I, Smith V, Borthwick AD, Corcoran JPT..  (2018)  Design and synthesis of a potent, highly selective, orally bioavailable, retinoic acid receptor alpha agonist.,  26  (4): [PMID:29288071] [10.1016/j.bmc.2017.12.015]

Source

Source(1):

• Scientific Literature