N-(2-((3-(3-((1H-Pyrazol-1-yl)sulfonyl)-4-methoxyphenyl)-6-chloro-2-methylimidazo[1,2-b]pyridazin-8-yl)amino)ethyl)-acetamide

ID: ALA3959992

PubChem CID: 134155860

Max Phase: Preclinical

Molecular Formula: C21H22ClN7O4S

Molecular Weight: 503.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(C)nc3c(NCCNC(C)=O)cc(Cl)nn23)cc1S(=O)(=O)n1cccn1

Standard InChI:  InChI=1S/C21H22ClN7O4S/c1-13-20(29-21(26-13)16(12-19(22)27-29)24-9-8-23-14(2)30)15-5-6-17(33-3)18(11-15)34(31,32)28-10-4-7-25-28/h4-7,10-12,24H,8-9H2,1-3H3,(H,23,30)

Standard InChI Key:  UUSQIPCGWYYEAK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    8.1320  -14.6581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9215  -15.4505    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7130  -15.2366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9131  -13.7439    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6140  -13.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098  -12.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3148  -12.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3106  -11.2863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015  -10.8808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8966  -11.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1834  -10.8909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793  -10.0738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4661   -9.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8842   -9.6580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3272  -13.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0321  -13.3262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0238  -12.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8026  -12.2465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2853  -12.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1024  -12.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8077  -13.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0661  -14.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5244  -14.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7828  -15.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5829  -15.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8413  -16.6716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2996  -17.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1246  -15.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2287  -16.2111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703  -14.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7991  -16.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3263  -17.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0870  -17.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0298  -16.4088    0.0000 N   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
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 19 21  2  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
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 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
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3959992

   ---

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: 503.97

Molecular Weight (Monoisotopic): 503.1143

AlogP: 2.35

#Rotatable Bonds: 8

Polar Surface Area: 132.51

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.20

CX LogP: 0.75

CX LogD: 0.75

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -1.66

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