2-(Difluoromethyl)-4-methoxy-1-[4-(4-morpholinyl)-6-(4-[[2-(4-morpholinyl)ethyl]sulfonyl]-1-piperazinyl)-1,3,5-triazin-2-yl]-1H-benzimidazole Hydrochloride

ID: ALA4513717

PubChem CID: 67546448

Max Phase: Preclinical

Molecular Formula: C26H36ClF2N9O5S

Molecular Weight: 623.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2c1nc(C(F)F)n2-c1nc(N2CCOCC2)nc(N2CCN(S(=O)(=O)CCN3CCOCC3)CC2)n1.Cl

Standard InChI:  InChI=1S/C26H35F2N9O5S.ClH/c1-40-20-4-2-3-19-21(20)29-23(22(27)28)37(19)26-31-24(30-25(32-26)35-11-16-42-17-12-35)34-5-7-36(8-6-34)43(38,39)18-13-33-9-14-41-15-10-33;/h2-4,22H,5-18H2,1H3;1H

Standard InChI Key:  YEZMZPRIDQMLPQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
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    9.1501  -19.5012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7456  -18.7954    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3366  -19.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5055  -16.3397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5044  -17.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2124  -17.5682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9221  -17.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9192  -16.3361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106  -15.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7963  -17.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0926  -17.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867  -17.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819  -18.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0891  -18.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8012  -18.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082  -15.1136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5399  -14.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7897  -13.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442  -13.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487  -13.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2016  -14.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7488  -14.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5577  -15.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5358  -15.8749    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2761  -14.6685    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4941  -12.4797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2929  -12.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6303  -17.5665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6271  -18.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3313  -18.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0409  -18.3853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420  -17.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3333  -17.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4564  -18.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1623  -18.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8718  -18.3951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5772  -18.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2845  -18.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2922  -17.5898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5864  -17.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8729  -17.5798    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 44  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  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: 623.69

Molecular Weight (Monoisotopic): 623.2450

AlogP: 0.78

#Rotatable Bonds: 9

Polar Surface Area: 131.28

Molecular Species: NEUTRAL

HBA: 13

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.07

CX LogP: 1.96

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.33

Np Likeness Score: -1.42

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