ID: ALA3753479

Max Phase: Preclinical

Molecular Formula: C22H24FN5O3

Molecular Weight: 425.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc(CC(C)C)cc(-c2nc(-c3ccc(O[C@@H]4CCC(=O)NC4)c(F)c3)no2)n1

Standard InChI:  InChI=1S/C22H24FN5O3/c1-12(2)8-15-10-18(26-13(3)25-15)22-27-21(28-31-22)14-4-6-19(17(23)9-14)30-16-5-7-20(29)24-11-16/h4,6,9-10,12,16H,5,7-8,11H2,1-3H3,(H,24,29)/t16-/m1/s1

Standard InChI Key:  GMEODUAZQQLOFF-MRXNPFEDSA-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: 425.46

Molecular Weight (Monoisotopic): 425.1863

AlogP: 3.50

#Rotatable Bonds: 6

Polar Surface Area: 103.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.57

CX Basic pKa: 0.72

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.11

References

1. Horan JC, Kuzmich D, Liu P, DiSalvo D, Lord J, Mao C, Hopkins TD, Yu H, Harcken C, Betageri R, Hill-Drzewi M, Patenaude L, Patel M, Fletcher K, Terenzzio D, Linehan B, Xia H, Patel M, Studwell D, Miller C, Hickey E, Levin JI, Smith D, Kemper RA, Modis LK, Bannen LC, Chan DS, Mac MB, Ng S, Wang Y, Xu W, Lemieux RM..  (2016)  Late-stage optimization of a tercyclic class of S1P3-sparing, S1P1 receptor agonists.,  26  (2): [PMID:26687487] [10.1016/j.bmcl.2015.11.090]

Source

Source(1):

• Scientific Literature