ID: ALA3421736

Max Phase: Preclinical

Molecular Formula: C25H28N4O

Molecular Weight: 400.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)Cn1cc(C#N)c2cc(Cc3ccc(NC(=O)[C@@H]4CCCN4)cc3)ccc21

Standard InChI:  InChI=1S/C25H28N4O/c1-17(2)15-29-16-20(14-26)22-13-19(7-10-24(22)29)12-18-5-8-21(9-6-18)28-25(30)23-4-3-11-27-23/h5-10,13,16-17,23,27H,3-4,11-12,15H2,1-2H3,(H,28,30)/t23-/m0/s1

Standard InChI Key:  KFEALFUIWDTBKJ-QHCPKHFHSA-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: 400.53

Molecular Weight (Monoisotopic): 400.2263

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 69.85

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.53

CX Basic pKa: 9.48

CX LogP: 4.85

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.64

Np Likeness Score: -1.12

References

1. Boyd S, Brookfield JL, Critchlow SE, Cumming IA, Curtis NJ, Debreczeni J, Degorce SL, Donald C, Evans NJ, Groombridge S, Hopcroft P, Jones NP, Kettle JG, Lamont S, Lewis HJ, MacFaull P, McLoughlin SB, Rigoreau LJ, Smith JM, St-Gallay S, Stock JK, Turnbull AP, Wheatley ER, Winter J, Wingfield J..  (2015)  Structure-Based Design of Potent and Selective Inhibitors of the Metabolic Kinase PFKFB3.,  58  (8): [PMID:25849762] [10.1021/acs.jmedchem.5b00352]

Source

Source(1):

• Scientific Literature