4'-(piperidine-4-carboxamido)-5-(4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)biphenyl-3-carboxylic acid

ID: ALA4872692

Chembl Id: CHEMBL4872692

PubChem CID: 164585437

Max Phase: Preclinical

Molecular Formula: C28H24F3N5O3

Molecular Weight: 535.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2ccc(NC(=O)C3CCNCC3)cc2)cc(-n2cc(-c3ccc(C(F)(F)F)cc3)nn2)c1

Standard InChI:  InChI=1S/C28H24F3N5O3/c29-28(30,31)22-5-1-18(2-6-22)25-16-36(35-34-25)24-14-20(13-21(15-24)27(38)39)17-3-7-23(8-4-17)33-26(37)19-9-11-32-12-10-19/h1-8,13-16,19,32H,9-12H2,(H,33,37)(H,38,39)

Standard InChI Key:  TVXPSZIXLUPJLV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4872692

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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: 535.53

Molecular Weight (Monoisotopic): 535.1831

AlogP: 5.26

#Rotatable Bonds: 6

Polar Surface Area: 109.14

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.85

CX Basic pKa: 10.17

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -1.48

References

1. 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