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

ID: ALA4091579

Chembl Id: CHEMBL4091579

PubChem CID: 132609318

Max Phase: Preclinical

Molecular Formula: C27H29FN4O2

Molecular Weight: 460.55

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(Cc2ccccc2)cn1

Standard InChI:  InChI=1S/C27H29FN4O2/c1-17(2)11-21-12-18(3)27(22-13-20(28)9-10-23(22)30-26(27)34)32(21)25(33)24-15-31(16-29-24)14-19-7-5-4-6-8-19/h4-10,13,15-18,21H,11-12,14H2,1-3H3,(H,30,34)/t18-,21+,27+/m1/s1

Standard InChI Key:  CFOBSDBTRZXUQZ-AIFCEMJISA-N

Alternative Forms

1. Parent:

   

   ALA4091579

   ---

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: 460.55

Molecular Weight (Monoisotopic): 460.2275

AlogP: 4.81

#Rotatable Bonds: 5

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: 3.23

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.59

Np Likeness Score: -0.64

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