1-(4-(5-(4-fluorophenyl)-2-(4-(4-(4-fluorophenyl)-5-(4-(4-methylpiperazin-1-yl)phenyl)-1H-imidazol-2-yl)phenyl)-1H-imidazol-4-yl)phenyl)-4-methylpiperazine

ID: ALA4765080

PubChem CID: 162662130

Max Phase: Preclinical

Molecular Formula: C46H44F2N8

Molecular Weight: 746.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(-c3nc(-c4ccc(-c5nc(-c6ccc(F)cc6)c(-c6ccc(N7CCN(C)CC7)cc6)[nH]5)cc4)[nH]c3-c3ccc(F)cc3)cc2)CC1

Standard InChI:  InChI=1S/C46H44F2N8/c1-53-23-27-55(28-24-53)39-19-11-33(12-20-39)43-41(31-7-15-37(47)16-8-31)49-45(51-43)35-3-5-36(6-4-35)46-50-42(32-9-17-38(48)18-10-32)44(52-46)34-13-21-40(22-14-34)56-29-25-54(2)26-30-56/h3-22H,23-30H2,1-2H3,(H,49,51)(H,50,52)

Standard InChI Key:  NHADRDLRJIYBGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 56 64  0  0  0  0  0  0  0  0999 V2000
    0.8069   -7.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8057   -8.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5206   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2370   -8.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -7.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5188   -7.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9471   -7.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0910   -8.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6997   -7.3571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2494   -6.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8343   -6.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280   -6.2037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6630   -8.3421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187   -8.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8057   -9.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0044   -9.4986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1669   -5.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0703   -6.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400   -8.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1446  -10.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852   -5.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179   -4.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8302   -3.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061   -3.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772   -4.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4070   -7.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -7.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7103   -6.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3678   -6.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5487   -6.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3728   -8.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1948   -8.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6752   -8.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3393   -9.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5246   -9.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9583  -10.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2972  -11.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8152  -11.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9897  -11.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553  -11.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1619   -3.0118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5312   -7.0751    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4963   -8.6081    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467  -12.6822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9705  -12.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3018  -13.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8172  -14.1900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9971  -14.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6616  -13.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543  -14.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9842   -2.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3162   -2.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8311   -1.5087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0099   -1.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6738   -2.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1626   -0.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  2  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  7  2  0
  8 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16  8  1  0
 11 17  1  0
 10 18  1  0
 14 19  1  0
 15 20  1  0
 17 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 17  1  0
 18 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 18  1  0
 19 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 19  1  0
 20 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 20  1  0
 23 41  1  0
 28 42  1  0
 33 43  1  0
 38 44  1  0
 44 45  1  0
 44 49  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 47 50  1  0
 41 51  1  0
 41 55  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 53 56  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4765080

   ---

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: 746.91

Molecular Weight (Monoisotopic): 746.3657

AlogP: 8.92

#Rotatable Bonds: 8

Polar Surface Area: 70.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.88

CX Basic pKa: 8.14

CX LogP: 9.18

CX LogD: 8.03

Aromatic Rings: 7

Heavy Atoms: 56

QED Weighted: 0.16

Np Likeness Score: -0.69

References

1. Hu MH,Lin XT,Liu B,Tan JH.  (2020)  Dimeric aryl-substituted imidazoles may inhibit ALT cancer by targeting the multimeric G-quadruplex in telomere.,  186  [PMID:31759730] [10.1016/j.ejmech.2019.111891]

Source

Source(1):

• Scientific Literature