2-{3-[(2S)-4,4-Difluoro-2-(pyrrolidinocarbonyl)pyrrolidin-1-yl]-3-oxopropyl}isoindole-1,3(2H)-dione

ID: ALA458975

Chembl Id: CHEMBL458975

PubChem CID: 25102845

Max Phase: Preclinical

Molecular Formula: C20H21F2N3O4

Molecular Weight: 405.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C([C@@H]1CC(F)(F)CN1C(=O)CCN1C(=O)c2ccccc2C1=O)N1CCCC1

Standard InChI:  InChI=1S/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2/t15-/m0/s1

Standard InChI Key:  ZSXNPAWXICXNGZ-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA458975

   2-{3-[(2s)-4,4-Difluoro-2-(Pyrrolidin-1-Ylcarbonyl)pyrrolidin-1-Yl]-3-Oxopropyl}-Isoindole-1,3(2h)-Dione

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: 405.40

Molecular Weight (Monoisotopic): 405.1500

AlogP: 1.53

#Rotatable Bonds: 4

Polar Surface Area: 78.00

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.90

References

1. Kánai K, Arányi P, Böcskei Z, Ferenczy G, Harmat V, Simon K, Bátori S, Náray-Szabo G, Hermecz I..  (2008)  Prolyl oligopeptidase inhibition by N-acyl-pro-pyrrolidine-type molecules.,  51  (23): [PMID:19006380] [10.1021/jm800944x]

Source

Source(1):

• Scientific Literature