US9187477, 8

ID: ALA4114389

Max Phase: Preclinical

Molecular Formula: C28H33ClN4O6

Molecular Weight: 557.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)O[C@H]1CC[C@H](c2ccc(-c3nc4[nH]c(O[C@@H]5COC6C5OC[C@H]6O)nc4cc3Cl)cc2)CC1

Standard InChI:  InChI=1S/C28H33ClN4O6/c1-14(2)30-28(35)38-18-9-7-16(8-10-18)15-3-5-17(6-4-15)23-19(29)11-20-26(32-23)33-27(31-20)39-22-13-37-24-21(34)12-36-25(22)24/h3-6,11,14,16,18,21-22,24-25,34H,7-10,12-13H2,1-2H3,(H,30,35)(H,31,32,33)/t16-,18-,21-,22-,24?,25?/m1/s1

Standard InChI Key:  WOBBBCGQZGWXDO-LQWLQZETSA-N

Molfile:  

     RDKit          2D

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    9.0912   -3.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7945   -3.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115    2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032    3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551    4.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559    4.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9115    3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3397    3.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3449    5.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4302    6.3630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3528    7.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9246    7.1255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4133    1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
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 11 14  1  6
 14 15  2  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 26 25  1  6
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 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 26  1  0
 34 29  1  0
 24 35  2  0
 35 36  1  0
 36 22  2  0
 36 37  1  0
 37 38  2  0
 38 20  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4114389

   ---

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: 557.05

Molecular Weight (Monoisotopic): 556.2089

AlogP: 4.35

#Rotatable Bonds: 6

Polar Surface Area: 127.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.06

CX Basic pKa: 0.22

CX LogP: 4.52

CX LogD: 4.51

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.41

Np Likeness Score: -0.12

References

1.  (2015)  Azabenzimidazole derivatives, 

Source

Source(1):

• BindingDB Database