4-(4-(1-(Acetyl)piperidin-4-yl)phenyl)-7-(4-(trifluoromethyl)phenyl)-2-naphthoic acid

ID: ALA4642592

Chembl Id: CHEMBL4642592

PubChem CID: 155770281

Max Phase: Preclinical

Molecular Formula: C31H26F3NO3

Molecular Weight: 517.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC(c2ccc(-c3cc(C(=O)O)cc4cc(-c5ccc(C(F)(F)F)cc5)ccc34)cc2)CC1

Standard InChI:  InChI=1S/C31H26F3NO3/c1-19(36)35-14-12-22(13-15-35)20-2-4-23(5-3-20)29-18-26(30(37)38)17-25-16-24(8-11-28(25)29)21-6-9-27(10-7-21)31(32,33)34/h2-11,16-18,22H,12-15H2,1H3,(H,37,38)

Standard InChI Key:  AFRXCTUPOJKNDG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4642592

   ---

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: 517.55

Molecular Weight (Monoisotopic): 517.1865

AlogP: 7.62

#Rotatable Bonds: 4

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 6.51

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: -0.49

References

1. Mufti F, Jung YH, Giancotti LA, Yu J, Chen Z, Phung NB, Jacobson KA, Salvemini D..  (2020)  P2Y₁₄ Receptor Antagonists Reverse Chronic Neuropathic Pain in a Mouse Model.,  11  (6): [PMID:32551012] [10.1021/acsmedchemlett.0c00115]

2. Jung YH, Yu J, Wen Z, Salmaso V, Karcz TP, Phung NB, Chen Z, Duca S, Bennett JM, Dudas S, Salvemini D, Gao ZG, Cook DN, Jacobson KA..  (2020)  Exploration of Alternative Scaffolds for P2Y₁₄ Receptor Antagonists Containing a Biaryl Core.,  63  (17): [PMID:32787142] [10.1021/acs.jmedchem.0c00745]

3. Jung YH, Salmaso V, Wen Z, Bennett JM, Phung NB, Lieberman DI, Gopinatth V, Randle JCR, Chen Z, Salvemini D, Karcz TP, Cook DN, Jacobson KA..  (2021)  Structure-Activity Relationship of Heterocyclic P2Y₁₄ Receptor Antagonists: Removal of the Zwitterionic Character with Piperidine Bioisosteres.,  64  (8.0): [PMID:33787273] [10.1021/acs.jmedchem.1c00164]

Source

Source(1):

• Scientific Literature