4-(4-fluoro-2-(2,2,2-trifluoroethoxy)phenyl)-2-(4-(2-hydroxypropan-2-yl)phenyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

ID: ALA5078078

Chembl Id: CHEMBL5078078

PubChem CID: 155595464

Max Phase: Preclinical

Molecular Formula: C24H20F4N2O3

Molecular Weight: 460.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)c1ccc(N2Cc3c(ccnc3-c3ccc(F)cc3OCC(F)(F)F)C2=O)cc1

Standard InChI:  InChI=1S/C24H20F4N2O3/c1-23(2,32)14-3-6-16(7-4-14)30-12-19-17(22(30)31)9-10-29-21(19)18-8-5-15(25)11-20(18)33-13-24(26,27)28/h3-11,32H,12-13H2,1-2H3

Standard InChI Key:  OAZAPIKYVGRNCO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5078078

   ---

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: 460.43

Molecular Weight (Monoisotopic): 460.1410

AlogP: 5.22

#Rotatable Bonds: 5

Polar Surface Area: 62.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.80

CX Basic pKa: 0.78

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -0.77

References

1. Tanaka Y, Seto M, Kakegawa K, Takami K, Kikuchi F, Yamamoto T, Nakamura M, Daini M, Murakami M, Ohashi T, Kasahara T, Wang J, Ikeda Z, Wada Y, Puenner F, Fujii T, Inazuka M, Sato S, Suzaki T, Oak JH, Takai Y, Kohara H, Kimoto K, Oki H, Mikami S, Sasaki M, Tanaka Y..  (2022)  Discovery of Brain-Penetrant Glucosylceramide Synthase Inhibitors with a Novel Pharmacophore.,  65  (5.0): [PMID:35188773] [10.1021/acs.jmedchem.1c02078]

2. Wang J, Reynolds M, Ibáñez I, Sasaki Y, Tanaka Y, Kikuchi F, Ohashi T, Sato S, Miyabayashi M, Fujii T, Tanaka Y..  (2022)  Photoredox-based late-stage functionalization in SAR study for in vivo potent glucosylceramide synthase inhibitor.,  77  [PMID:36341811] [10.1016/j.bmcl.2022.129039]

3. SGC Frankfurt.  (2023)  Data for DCP probe TP-060,  [10.6019/CHEMBL5303768]

Source

Source(2):

• Scientific Literature
• Donated Chemical Probes - SGC Frankfurt