(5-fluoro-1H-indol-2-yl)((3S)-1'-(piperidin-3-ylmethyl)spiro[indoline-3,3'-pyrrolidine]-1-yl)methanone

ID: ALA1933522

Chembl Id: CHEMBL1933522

PubChem CID: 57396880

Max Phase: Preclinical

Molecular Formula: C26H29FN4O

Molecular Weight: 432.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc2cc(F)ccc2[nH]1)N1C[C@@]2(CCN(CC3CCCNC3)C2)c2ccccc21

Standard InChI:  InChI=1S/C26H29FN4O/c27-20-7-8-22-19(12-20)13-23(29-22)25(32)31-17-26(21-5-1-2-6-24(21)31)9-11-30(16-26)15-18-4-3-10-28-14-18/h1-2,5-8,12-13,18,28-29H,3-4,9-11,14-17H2/t18?,26-/m0/s1

Standard InChI Key:  VCFBUZYRXPVGQV-IHZSNKTASA-N

Alternative Forms

1. Parent:

   

   ALA1933522

   (5-fluoro-1H-indol-2-yl)-[(3S)-1'-(piperidin-3-ylmethyl)spiro[2H-indole-3,3'-pyrrolidine]-1-yl]methanone

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: 432.54

Molecular Weight (Monoisotopic): 432.2325

AlogP: 3.91

#Rotatable Bonds: 3

Polar Surface Area: 51.37

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.94

CX Basic pKa: 10.17

CX LogP: 2.87

CX LogD: -0.07

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.66

Np Likeness Score: -0.97

References

1. Powell NA, Kohrt JT, Filipski KJ, Kaufman M, Sheehan D, Edmunds JE, Delaney A, Wang Y, Bourbonais F, Lee DY, Schwende F, Sun F, McConnell P, Catana C, Chen H, Ohren J, Perrin LA..  (2012)  Novel and selective spiroindoline-based inhibitors of Sky kinase.,  22  (1): [PMID:22119469] [10.1016/j.bmcl.2011.11.036]

Source

Source(1):

• Scientific Literature