rac-N-(2,2-Dimethylpropyl)-2-[1-oxo-7-(thiophen-3-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetamide

ID: ALA3298400

Chembl Id: CHEMBL3298400

PubChem CID: 90645194

Max Phase: Preclinical

Molecular Formula: C18H23N3O2S

Molecular Weight: 345.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)CNC(=O)CC1CNC(=O)c2cc(-c3ccsc3)cn21

Standard InChI:  InChI=1S/C18H23N3O2S/c1-18(2,3)11-20-16(22)7-14-8-19-17(23)15-6-13(9-21(14)15)12-4-5-24-10-12/h4-6,9-10,14H,7-8,11H2,1-3H3,(H,19,23)(H,20,22)

Standard InChI Key:  PNMQDIXULZYDDT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3298400

   N-(2,2-dimethylpropyl)-2-(1-oxo-7-thiophen-3-yl-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-4-yl)acetamide

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: 345.47

Molecular Weight (Monoisotopic): 345.1511

AlogP: 3.05

#Rotatable Bonds: 4

Polar Surface Area: 63.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.34

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: -1.10

References

1. Casuscelli F, Ardini E, Avanzi N, Casale E, Cervi G, D'Anello M, Donati D, Faiardi D, Ferguson RD, Fogliatto G, Galvani A, Marsiglio A, Mirizzi DG, Montemartini M, Orrenius C, Papeo G, Piutti C, Salom B, Felder ER..  (2013)  Discovery and optimization of pyrrolo[1,2-a]pyrazinones leads to novel and selective inhibitors of PIM kinases.,  21  (23): [PMID:24139169] [10.1016/j.bmc.2013.09.054]

Source

Source(1):

• Scientific Literature