N-(2-(6-chloro-3-(3-(4-hydroxypiperidin-1-ylsulfonyl)-4-methoxyphenyl)-2-methylimidazo[1,2-b]pyridazin-8-ylamino)ethyl)acetamide

ID: ALA3921556

PubChem CID: 134139703

Max Phase: Preclinical

Molecular Formula: C23H29ClN6O5S

Molecular Weight: 537.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c(C)nc3c(NCCNC(C)=O)cc(Cl)nn23)cc1S(=O)(=O)N1CCC(O)CC1

Standard InChI:  InChI=1S/C23H29ClN6O5S/c1-14-22(30-23(27-14)18(13-21(24)28-30)26-9-8-25-15(2)31)16-4-5-19(35-3)20(12-16)36(33,34)29-10-6-17(32)7-11-29/h4-5,12-13,17,26,32H,6-11H2,1-3H3,(H,25,31)

Standard InChI Key:  WAVAUTGKSRGNCM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    8.4705  -15.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2600  -16.1315    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0515  -15.9175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2516  -14.4249    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9524  -14.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9483  -13.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532  -12.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6490  -11.9673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9400  -11.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2350  -11.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5218  -11.5719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5177  -10.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8045  -10.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226  -10.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6656  -14.4188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3705  -14.0072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3623  -13.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1410  -12.9275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6237  -13.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409  -13.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1461  -14.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4045  -15.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8629  -15.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212  -16.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9213  -16.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1797  -17.3526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6380  -17.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630  -15.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5672  -16.8921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2087  -15.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0595  -17.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3635  -18.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1756  -18.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6829  -17.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3781  -16.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4788  -19.1684    0.0000 O   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
 29 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3921556

   ---

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: 537.04

Molecular Weight (Monoisotopic): 536.1609

AlogP: 2.06

#Rotatable Bonds: 8

Polar Surface Area: 138.16

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.20

CX LogP: -0.12

CX LogD: -0.12

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -1.43

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