ID: ALA3605055

Max Phase: Preclinical

Molecular Formula: C22H20N8

Molecular Weight: 396.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1ccc2c(Nc3cc(C4CCC4)[nH]n3)nc(Nc3ccc4[nH]cnc4c3)nc2c1

Standard InChI:  InChI=1S/C22H20N8/c1-2-7-16-15(6-1)21(27-20-11-18(29-30-20)13-4-3-5-13)28-22(26-16)25-14-8-9-17-19(10-14)24-12-23-17/h1-2,6-13H,3-5H2,(H,23,24)(H3,25,26,27,28,29,30)

Standard InChI Key:  DLCOOKRUECVLCI-UHFFFAOYSA-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: 396.46

Molecular Weight (Monoisotopic): 396.1811

AlogP: 4.98

#Rotatable Bonds: 5

Polar Surface Area: 107.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.32

CX Basic pKa: 6.68

CX LogP: 4.83

CX LogD: 4.76

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -1.50

References

1. Lazarus MB, Shokat KM..  (2015)  Discovery and structure of a new inhibitor scaffold of the autophagy initiating kinase ULK1.,  23  (17): [PMID:26275681] [10.1016/j.bmc.2015.07.034]

2. Zhang L, Ouyang L, Guo Y, Zhang J, Liu B..  (2018)  UNC-51-like Kinase 1: From an Autophagic Initiator to Multifunctional Drug Target.,  61  (15): [PMID:29509411] [10.1021/acs.jmedchem.7b01684]

3. Sun D,Yang Z,Zhen Y,Yang Y,Chen Y,Yuan Y,Zhang L,Zeng X,Chen L.  (2020)  Discovery of 5-bromo-4-phenoxy-N-phenylpyrimidin-2-amine derivatives as novel ULK1 inhibitors that block autophagy and induce apoptosis in non-small cell lung cancer.,  208  [PMID:32961380] [10.1016/j.ejmech.2020.112782]

4. Ye W, Fan C, Fu K, Wang X, Lin J, Nian S, Liu C, Zhou W..  (2022)  The SAR and action mechanisms of autophagy inhibitors that eliminate drug resistance.,  244  [PMID:36283182] [10.1016/j.ejmech.2022.114846]

Source

Source(1):

• Scientific Literature