ID: ALA213706

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O2

Molecular Weight: 365.26

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)CC(NC(=O)Nc2ccc(Cl)cc2)c2cc(Cl)ccc2O1

Standard InChI:  InChI=1S/C18H18Cl2N2O2/c1-18(2)10-15(14-9-12(20)5-8-16(14)24-18)22-17(23)21-13-6-3-11(19)4-7-13/h3-9,15H,10H2,1-2H3,(H2,21,22,23)

Standard InChI Key:  XCNTZWMMYVKZPH-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: 365.26

Molecular Weight (Monoisotopic): 364.0745

AlogP: 5.42

#Rotatable Bonds: 2

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.49

CX Basic pKa:

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -0.93

References

1. Sebille S, Gall D, de Tullio P, Florence X, Lebrun P, Pirotte B..  (2006)  Design, synthesis, and pharmacological evaluation of R/S-3,4-dihydro-2,2-dimethyl- 6-halo-4-(phenylaminocarbonylamino)-2H-1-benzopyrans: toward tissue-selective pancreatic beta-cell KATP channel openers structurally related to (+/-)-cromakalim.,  49  (15): [PMID:16854075] [10.1021/jm060161z]

2. Khelili S, Florence X, Bouhadja M, Abdelaziz S, Mechouch N, Mohamed Y, de Tullio P, Lebrun P, Pirotte B..  (2008)  Synthesis and activity on rat aorta rings and rat pancreatic beta-cells of ring-opened analogues of benzopyran-type potassium channel activators.,  16  (11): [PMID:18479927] [10.1016/j.bmc.2008.04.043]

3. Goffin E, Lamoral-Theys D, Tajeddine N, de Tullio P, Mondin L, Lefranc F, Gailly P, Rogister B, Kiss R, Pirotte B..  (2012)  N-Aryl-N'-(chroman-4-yl)ureas and thioureas display in vitro anticancer activity and selectivity on apoptosis-resistant glioblastoma cells: screening, synthesis of simplified derivatives, and structure-activity relationship analysis.,  54  [PMID:22809560] [10.1016/j.ejmech.2012.06.050]

Source

Source(1):

• Scientific Literature