N-(2-((6-Chloro-3-(3-(N-cyclopropylsulfamoyl)-4-methoxyphenyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)amino)ethyl)acetamide

ID: ALA3939491

PubChem CID: 134148851

Max Phase: Preclinical

Molecular Formula: C21H25ClN6O4S

Molecular Weight: 492.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(C)nc3c(NCCNC(C)=O)cc(Cl)nn23)cc1S(=O)(=O)NC1CC1

Standard InChI:  InChI=1S/C21H25ClN6O4S/c1-12-20(14-4-7-17(32-3)18(10-14)33(30,31)27-15-5-6-15)28-21(25-12)16(11-19(22)26-28)24-9-8-23-13(2)29/h4,7,10-11,15,24,27H,5-6,8-9H2,1-3H3,(H,23,29)

Standard InChI Key:  FUQRQRGDRIZZRI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    8.0082  -14.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7977  -15.7311    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5892  -15.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7893  -14.0245    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4901  -13.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4860  -12.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909  -12.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1868  -11.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777  -11.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7728  -11.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0596  -11.1716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0555  -10.3544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3423   -9.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604   -9.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2033  -14.0185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9083  -13.6068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000  -12.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6788  -12.5272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615  -13.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9786  -13.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6839  -13.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9423  -14.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006  -15.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6590  -16.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4591  -16.1776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7175  -16.9522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1758  -17.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0008  -15.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1049  -16.4918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7465  -14.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9159  -16.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5659  -17.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6729  -16.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  5 15  2  0
 15 16  1  0
 16 17  1  0
  7 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28  2  1  0
  2 29  1  0
 28 30  2  0
 22 30  1  0
 29 31  1  0
 32 31  1  0
 33 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3939491

   ---

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: 492.99

Molecular Weight (Monoisotopic): 492.1347

AlogP: 2.36

#Rotatable Bonds: 9

Polar Surface Area: 126.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: 3.20

CX LogP: 0.81

CX LogD: 0.80

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.61

References

1. Mejdrová I, Chalupská D, Plačková P, Müller C, Šála M, Klíma M, Baumlová A, Hřebabecký H, Procházková E, Dejmek M, Strunin D, Weber J, Lee G, Matoušová M, Mertlíková-Kaiserová H, Ziebuhr J, Birkus G, Boura E, Nencka R..  (2017)  Rational Design of Novel Highly Potent and Selective Phosphatidylinositol 4-Kinase IIIβ (PI4KB) Inhibitors as Broad-Spectrum Antiviral Agents and Tools for Chemical Biology.,  60  (1): [PMID:28004945] [10.1021/acs.jmedchem.6b01465]

Source

Source(1):

• Scientific Literature