ID: ALA2333526

Max Phase: Preclinical

Molecular Formula: C15H20N2O4S

Molecular Weight: 324.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1CCCN1c1ccc(S(=O)(=O)N2CCC[C@H](O)C2)cc1

Standard InChI:  InChI=1S/C15H20N2O4S/c18-13-3-1-9-16(11-13)22(20,21)14-7-5-12(6-8-14)17-10-2-4-15(17)19/h5-8,13,18H,1-4,9-11H2/t13-/m0/s1

Standard InChI Key:  VCTHJAXUXJFNEJ-ZDUSSCGKSA-N

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

Properties

Molecular Weight: 324.40

Molecular Weight (Monoisotopic): 324.1144

AlogP: 0.96

#Rotatable Bonds: 3

Polar Surface Area: 77.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 0.13

CX LogD: 0.13

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.90

Np Likeness Score: -1.56

References

1. Heinrich DM, Flanagan JU, Jamieson SM, Silva S, Rigoreau LJ, Trivier E, Raynham T, Turnbull AP, Denny WA..  (2013)  Synthesis and structure-activity relationships for 1-(4-(piperidin-1-ylsulfonyl)phenyl)pyrrolidin-2-ones as novel non-carboxylate inhibitors of the aldo-keto reductase enzyme AKR1C3.,  62  [PMID:23454516] [10.1016/j.ejmech.2013.01.047]

Source

Source(1):

• Scientific Literature