(+/-)-(3S,3'R,5'S)-5-Fluoro-5'-isobutyl-3'-methyl-1'-((1-methyl-1H-imidazol-4-yl)carbonyl)spiro[indole-3,2'-pyrrolidin]-2(1H)-one

ID: ALA4070683

Chembl Id: CHEMBL4070683

PubChem CID: 132609317

Max Phase: Preclinical

Molecular Formula: C21H25FN4O2

Molecular Weight: 384.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H]1C[C@@H](C)[C@]2(C(=O)Nc3ccc(F)cc32)N1C(=O)c1cn(C)cn1

Standard InChI:  InChI=1S/C21H25FN4O2/c1-12(2)7-15-8-13(3)21(26(15)19(27)18-10-25(4)11-23-18)16-9-14(22)5-6-17(16)24-20(21)28/h5-6,9-13,15H,7-8H2,1-4H3,(H,24,28)/t13-,15+,21+/m1/s1

Standard InChI Key:  WAFNVKVWBPXGHK-CGSMKXTHSA-N

Alternative Forms

1. Parent:

   

   ALA4070683

   ---

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: 384.45

Molecular Weight (Monoisotopic): 384.1962

AlogP: 3.30

#Rotatable Bonds: 3

Polar Surface Area: 67.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.67

CX Basic pKa: 3.34

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.88

Np Likeness Score: -0.42

References

1. Ito M, Iwatani M, Yamamoto T, Tanaka T, Kawamoto T, Morishita D, Nakanishi A, Maezaki H..  (2017)  Discovery of spiro[indole-3,2'-pyrrolidin]-2(1H)-one based inhibitors targeting Brr2, a core component of the U5 snRNP.,  25  (17): [PMID:28751196] [10.1016/j.bmc.2017.07.017]

2. Ito M, Iwatani M, Yamamoto T, Tanaka T, Kawamoto T, Morishita D, Nakanishi A, Maezaki H..  (2017)  Discovery of spiro[indole-3,2'-pyrrolidin]-2(1H)-one based inhibitors targeting Brr2, a core component of the U5 snRNP.,  25  (17): [PMID:28751196] [10.1016/j.bmc.2017.07.017]

Source

Source(1):

• Scientific Literature