rac-1-(5-fluoro-2-(1-(2-fluorobenzyl)-5-(isoxazol-3-yl)-1H-pyrazol-3-yl)pyrimidin-4-yl)piperidine-3-carboxylic acid

ID: ALA4870903

Chembl Id: CHEMBL4870903

PubChem CID: 90446247

Max Phase: Preclinical

Molecular Formula: C23H20F2N6O3

Molecular Weight: 466.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C1CCCN(c2nc(-c3cc(-c4ccon4)n(Cc4ccccc4F)n3)ncc2F)C1

Standard InChI:  InChI=1S/C23H20F2N6O3/c24-16-6-2-1-4-14(16)13-31-20(18-7-9-34-29-18)10-19(28-31)21-26-11-17(25)22(27-21)30-8-3-5-15(12-30)23(32)33/h1-2,4,6-7,9-11,15H,3,5,8,12-13H2,(H,32,33)

Standard InChI Key:  BJRCBEXPDZZNAQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4870903

   1-[5-Fluoro-2-[1-[(2-fluorophenyl)methyl]-5-(1,2-oxazol-3-yl)pyrazol-3-yl]pyrimidin-4-yl]piperidine-3-carboxylic acid

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: 466.45

Molecular Weight (Monoisotopic): 466.1565

AlogP: 3.62

#Rotatable Bonds: 6

Polar Surface Area: 110.17

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: 0.74

CX LogP: 4.57

CX LogD: 1.29

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.76

References

1. Rennie GR, Barden TC, Bernier SG, Carvalho A, Deming R, Germano P, Hudson C, Im GJ, Iyengar RR, Jia L, Jung J, Kim E, Lee TW, Mermerian A, Moore J, Nakai T, Perl NR, Tobin J, Zimmer DP, Renhowe PA..  (2021)  Discovery of CYR715: A novel carboxylic acid-containing soluble guanylate cyclase stimulator.,  40  [PMID:33662540] [10.1016/j.bmcl.2021.127886]

Source

Source(1):

• Scientific Literature