(R)-N-(2-(2-Fluoro-3-hydroxy-3-methylbutyl)-6-morpholino-1-oxoisoindolin-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

ID: ALA4475494

Chembl Id: CHEMBL4475494

PubChem CID: 129284334

Max Phase: Preclinical

Molecular Formula: C24H27FN6O4

Molecular Weight: 482.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@H](F)CN1Cc2cc(NC(=O)c3cnn4cccnc34)c(N3CCOCC3)cc2C1=O

Standard InChI:  InChI=1S/C24H27FN6O4/c1-24(2,34)20(25)14-30-13-15-10-18(19(11-16(15)23(30)33)29-6-8-35-9-7-29)28-22(32)17-12-27-31-5-3-4-26-21(17)31/h3-5,10-12,20,34H,6-9,13-14H2,1-2H3,(H,28,32)/t20-/m1/s1

Standard InChI Key:  AUYCSWFYKYVCLD-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA4475494

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 482.52

Molecular Weight (Monoisotopic): 482.2078

AlogP: 1.88

#Rotatable Bonds: 6

Polar Surface Area: 112.30

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: 0.44

CX LogP: 0.95

CX LogD: 0.95

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.55

Np Likeness Score: -1.48

References

1. Rajapaksa NS, Gobbi A, Drobnick J, Do S, Kolesnikov A, Liang J, Chen Y, Sujatha-Bhaskar S, Huang Z, Brightbill H, Francis R, Yu C, Choo EF, DeMent K, Ran Y, An L, Emson C, Maher J, Wai J, McKenzie BS, Lupardus PJ, Zarrin AA, Kiefer JR, Bryan MC..  (2020)  Discovery of Potent Benzolactam IRAK4 Inhibitors with Robust in Vivo Activity.,  11  (3): [PMID:32184965] [10.1021/acsmedchemlett.9b00380]

2. SGC Frankfurt.  (2021)  Data for DCP probe GNE-2256,  [10.6019/CHEMBL4879554]

3. Zhang D, Wei C, Hop CECA, Wright MR, Hu M, Lai Y, Khojasteh SC, Humphreys WG..  (2021)  Intestinal Excretion, Intestinal Recirculation, and Renal Tubule Reabsorption Are Underappreciated Mechanisms That Drive the Distribution and Pharmacokinetic Behavior of Small Molecule Drugs.,  64  (11.0): [PMID:34010555] [10.1021/acs.jmedchem.0c01720]

4. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]

5. EUbOPEN.  (2023)  Tm Shift (DSF) assay results for EUbOPEN Chemogenomics Library,  [10.6019/CHEMBL5308504]

Source

Source(3):

• Scientific Literature
• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library