4-(4-(1-(hex-5-ynyl)piperidin-4-yl)phenyl)-7-(4-(trifluoromethyl)phenyl)-2-naphthoic acid

ID: ALA4212441

Chembl Id: CHEMBL4212441

PubChem CID: 139392057

Max Phase: Preclinical

Molecular Formula: C35H32F3NO2

Molecular Weight: 555.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCCCCN1CCC(c2ccc(-c3cc(C(=O)O)cc4cc(-c5ccc(C(F)(F)F)cc5)ccc34)cc2)CC1

Standard InChI:  InChI=1S/C35H32F3NO2/c1-2-3-4-5-18-39-19-16-26(17-20-39)24-6-8-27(9-7-24)33-23-30(34(40)41)22-29-21-28(12-15-32(29)33)25-10-13-31(14-11-25)35(36,37)38/h1,6-15,21-23,26H,3-5,16-20H2,(H,40,41)

Standard InChI Key:  XNUCWDPJVQRZKC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4212441

   ---

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: 555.64

Molecular Weight (Monoisotopic): 555.2385

AlogP: 8.87

#Rotatable Bonds: 8

Polar Surface Area: 40.54

Molecular Species: ZWITTERION

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.91

CX Basic pKa: 9.75

CX LogP: 5.96

CX LogD: 5.95

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -0.48

References

1. Yu J, Ciancetta A, Dudas S, Duca S, Lottermoser J, Jacobson KA..  (2018)  Structure-Guided Modification of Heterocyclic Antagonists of the P2Y14 Receptor.,  61  (11): [PMID:29767967] [10.1021/acs.jmedchem.8b00168]

2. 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]

3. 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]

Source

Source(1):

• Scientific Literature