(+/-)-4-Fluoro-3-(3-((2-(trifluoromethyl)phenoxy)methyl)-pyrrolidin-1-yl)benzoic Acid

ID: ALA4746768

Chembl Id: CHEMBL4746768

PubChem CID: 162647652

Max Phase: Preclinical

Molecular Formula: C19H17F4NO3

Molecular Weight: 383.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(F)c(N2CCC(COc3ccccc3C(F)(F)F)C2)c1

Standard InChI:  InChI=1S/C19H17F4NO3/c20-15-6-5-13(18(25)26)9-16(15)24-8-7-12(10-24)11-27-17-4-2-1-3-14(17)19(21,22)23/h1-6,9,12H,7-8,10-11H2,(H,25,26)

Standard InChI Key:  RHGHZWJTWQHXRQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4746768

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.34

Molecular Weight (Monoisotopic): 383.1145

AlogP: 4.45

#Rotatable Bonds: 5

Polar Surface Area: 49.77

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.90

CX Basic pKa: 0.66

CX LogP: 4.47

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -1.41

References

1. Cioffi CL,Muthuraman P,Raja A,Varadi A,Racz B,Petrukhin K.  (2020)  Discovery of Bispecific Antagonists of Retinol Binding Protein 4 That Stabilize Transthyretin Tetramers: Scaffolding Hopping, Optimization, and Preclinical Pharmacological Evaluation as a Potential Therapy for Two Common Age-Related Comorbidities.,  63  (19): [PMID:32878437] [10.1021/acs.jmedchem.0c00996]

Source

Source(1):

• Scientific Literature