US9187477, 14

ID: ALA4114379

PubChem CID: 121596278

Max Phase: Preclinical

Molecular Formula: C27H32ClN5O6

Molecular Weight: 558.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)OC1CCN(c2ccc(-c3nc4[nH]c(O[C@@H]5COC6C5OC[C@H]6O)nc4cc3Cl)cc2)CC1

Standard InChI:  InChI=1S/C27H32ClN5O6/c1-14(2)29-27(35)38-17-7-9-33(10-8-17)16-5-3-15(4-6-16)22-18(28)11-19-25(31-22)32-26(30-19)39-21-13-37-23-20(34)12-36-24(21)23/h3-6,11,14,17,20-21,23-24,34H,7-10,12-13H2,1-2H3,(H,29,35)(H,30,31,32)/t20-,21-,23?,24?/m1/s1

Standard InChI Key:  VHWHYFCENXKFDN-WXYTXABISA-N

Molfile:  

     RDKit          2D

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    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  4  5  1  0
  5  6  2  0
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  9 10  1  0
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 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:

   

   ALA4114379

   ---

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: 558.04

Molecular Weight (Monoisotopic): 557.2041

AlogP: 3.29

#Rotatable Bonds: 6

Polar Surface Area: 131.06

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.06

CX Basic pKa: 4.06

CX LogP: 3.22

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: -0.47

References

1.  (2015)  Azabenzimidazole derivatives, 

Source

Source(1):

• BindingDB Database