ID: ALA4215615

Max Phase: Preclinical

Molecular Formula: C21H22Cl2N4O4S

Molecular Weight: 497.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc(NC(=O)[C@@H](C)c2ccc(Cl)cc2)[nH]c1-c1ccc(Cl)c(S(=O)(=O)NCCO)c1

Standard InChI:  InChI=1S/C21H22Cl2N4O4S/c1-12(14-3-6-16(22)7-4-14)20(29)27-21-25-13(2)19(26-21)15-5-8-17(23)18(11-15)32(30,31)24-9-10-28/h3-8,11-12,24,28H,9-10H2,1-2H3,(H2,25,26,27,29)/t12-/m0/s1

Standard InChI Key:  HQKUBQPEPHLGAZ-LBPRGKRZSA-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: 497.40

Molecular Weight (Monoisotopic): 496.0739

AlogP: 3.70

#Rotatable Bonds: 8

Polar Surface Area: 124.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.64

CX Basic pKa: 3.08

CX LogP: 3.20

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.44

References

1. Reuberson J, Horsley H, Franklin RJ, Ford D, Neuss J, Brookings D, Huang Q, Vanderhoydonck B, Gao LJ, Jang MY, Herdewijn P, Ghawalkar A, Fallah-Arani F, Khan AR, Henshall J, Jairaj M, Malcolm S, Ward E, Shuttleworth L, Lin Y, Li S, Louat T, Waer M, Herman J, Payne A, Ceska T, Doyle C, Pitt W, Calmiano M, Augustin M, Steinbacher S, Lammens A, Allen R..  (2018)  Discovery of a Potent, Orally Bioavailable PI4KIIIβ Inhibitor (UCB9608) Able To Significantly Prolong Allogeneic Organ Engraftment in Vivo.,  61  (15): [PMID:29952567] [10.1021/acs.jmedchem.8b00521]

Source

Source(1):

• Scientific Literature