2-[[4-[4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-1-piperazinyl]sulfonyl]-N,N-dimethylethanamine Hydrochloride

ID: ALA4570260

PubChem CID: 67544336

Max Phase: Preclinical

Molecular Formula: C24H34ClF2N9O4S

Molecular Weight: 581.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2c1nc(C(F)F)n2-c1nc(N2CCOCC2)nc(N2CCN(S(=O)(=O)CCN(C)C)CC2)n1.Cl

Standard InChI:  InChI=1S/C24H33F2N9O4S.ClH/c1-31(2)13-16-40(36,37)34-9-7-32(8-10-34)22-28-23(33-11-14-39-15-12-33)30-24(29-22)35-17-5-4-6-18(38-3)19(17)27-21(35)20(25)26;/h4-6,20H,7-16H2,1-3H3;1H

Standard InChI Key:  CQRYWRVCNASHIF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 44  0  0  0  0  0  0  0  0999 V2000
   45.9209   -8.3932    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.1213   -7.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7168   -7.2474    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.3078   -7.9506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4767   -4.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4756   -5.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1836   -6.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8933   -5.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8905   -4.7881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.1818   -4.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7676   -6.0192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0639   -5.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3580   -6.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3531   -6.8277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0603   -7.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7724   -6.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1794   -3.5656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8324   -3.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5784   -2.3059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5111   -3.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7609   -2.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2154   -1.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4199   -1.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1728   -2.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7200   -3.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5289   -3.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5070   -4.3269    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.2473   -3.1205    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.4653   -0.9318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2641   -0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6015   -6.0185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5983   -6.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3025   -7.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0122   -6.8373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0132   -6.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3045   -5.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4276   -6.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1335   -7.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8430   -6.8471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.5489   -7.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8464   -6.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  6 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 17  1  0
 17 18  1  0
 18 19  2  0
 19 21  1  0
 20 17  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  1  0
 26 27  1  0
 26 28  1  0
 22 29  1  0
 29 30  1  0
  8 31  1  0
 31 32  1  0
 31 36  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34  3  1  0
  3 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 581.65

Molecular Weight (Monoisotopic): 581.2344

AlogP: 1.01

#Rotatable Bonds: 9

Polar Surface Area: 122.05

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.22

CX LogP: 2.18

CX LogD: 1.95

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.36

Np Likeness Score: -1.41

References

1. Giddens AC, Gamage SA, Kendall JD, Lee WJ, Baguley BC, Buchanan CM, Jamieson SMF, Dickson JMJ, Shepherd PR, Denny WA, Rewcastle GW..  (2019)  Synthesis and biological evaluation of solubilized sulfonamide analogues of the phosphatidylinositol 3-kinase inhibitor ZSTK474.,  27  (8): [PMID:30850264] [10.1016/j.bmc.2019.02.050]

Source

Source(1):

• Scientific Literature