ID: ALA4227417

Max Phase: Preclinical

Molecular Formula: C24H23F4NO4S

Molecular Weight: 497.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](c1ccc(C(F)(F)F)cc1)n1c2c(c3cc(F)cc(S(C)(=O)=O)c31)CCC[C@@H]2CC(=O)O

Standard InChI:  InChI=1S/C24H23F4NO4S/c1-13(14-6-8-16(9-7-14)24(26,27)28)29-22-15(10-21(30)31)4-3-5-18(22)19-11-17(25)12-20(23(19)29)34(2,32)33/h6-9,11-13,15H,3-5,10H2,1-2H3,(H,30,31)/t13-,15-/m1/s1

Standard InChI Key:  KSSMIJUMUAANAX-UKRRQHHQSA-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: 497.51

Molecular Weight (Monoisotopic): 497.1284

AlogP: 5.71

#Rotatable Bonds: 5

Polar Surface Area: 76.37

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.09

CX Basic pKa:

CX LogP: 5.00

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.76

References

1. Stachel SJ, Egbertson MS, Wai J, Machacek M, Toolan DM, Swestock J, Eddins DM, Puri V, McGaughey G, Su HP, Perlow D, Wang D, Ma L, Parthasarathy G, Reid JC, Abeywickrema PD, Smith SM, Uslaner JM..  (2018)  Indole acids as a novel PDE2 inhibitor chemotype that demonstrate pro-cognitive activity in multiple species.,  28  (6): [PMID:29534798] [10.1016/j.bmcl.2018.01.039]

Source

Source(1):

• Scientific Literature