1-(3-Methoxyphenyl)-N-methylimidazo[1,2-a]quinoxalin-4-amine

ID: ALA557421

Chembl Id: CHEMBL557421

Cas Number: 1140627-77-5

PubChem CID: 25253256

Max Phase: Preclinical

Molecular Formula: C18H16N4O

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNc1nc2ccccc2n2c(-c3cccc(OC)c3)cnc12

Standard InChI:  InChI=1S/C18H16N4O/c1-19-17-18-20-11-16(12-6-5-7-13(10-12)23-2)22(18)15-9-4-3-8-14(15)21-17/h3-11H,1-2H3,(H,19,21)

Standard InChI Key:  PLJRXCRNKAGLBD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA557421

   Y8US5I7E55

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

Calculated Properties

Molecular Weight: 304.35

Molecular Weight (Monoisotopic): 304.1324

AlogP: 3.60

#Rotatable Bonds: 3

Polar Surface Area: 51.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.61

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -1.25

References

1. Deleuze-Masquefa C, Moarbess G, Khier S, David N, Gayraud-Paniagua S, Bressolle F, Pinguet F, Bonnet PA..  (2009)  New imidazo[1,2-a]quinoxaline derivatives: synthesis and in vitro activity against human melanoma.,  44  (9): [PMID:19278757] [10.1016/j.ejmech.2009.02.007]

2. Zghaib Z, Guichou JF, Vappiani J, Bec N, Hadj-Kaddour K, Vincent LA, Paniagua-Gayraud S, Larroque C, Moarbess G, Cuq P, Kassab I, Deleuze-Masquéfa C, Diab-Assaf M, Bonnet PA..  (2016)  New imidazoquinoxaline derivatives: Synthesis, biological evaluation on melanoma, effect on tubulin polymerization and structure-activity relationships.,  24  (11): [PMID:27094151] [10.1016/j.bmc.2016.04.004]

3. Moarbess G, Guichou JF, Paniagua-Gayraud S, Chouchou A, Marcadet O, Leroy F, Ruédas R, Cuq P, Deleuze-Masquéfa C, Bonnet PA..  (2016)  New IKK inhibitors: Synthesis of new imidazo[1,2-a]quinoxaline derivatives using microwave assistance and biological evaluation as IKK inhibitors.,  115  [PMID:27017554] [10.1016/j.ejmech.2016.03.006]

4. Patinote C,Deleuze-Masquéfa C,Kaddour KH,Vincent LA,Larive R,Zghaib Z,Guichou JF,Assaf MD,Cuq P,Bonnet PA.  (2021)  Imidazo[1,2-a]quinoxalines for melanoma treatment with original mechanism of action.,  212  [PMID:33309473] [10.1016/j.ejmech.2020.113031]

Source

Source(1):

• Scientific Literature