2'-fluoro-4,4'-bis((4-methyl-1,4-diazepan-1-yl)methyl)-[1,1'-biphenyl]-2-carbonitrile

ID: ALA3763931

PubChem CID: 117610137

Max Phase: Preclinical

Molecular Formula: C27H36FN5

Molecular Weight: 449.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCN(Cc2ccc(-c3ccc(CN4CCCN(C)CC4)cc3C#N)c(F)c2)CC1

Standard InChI:  InChI=1S/C27H36FN5/c1-30-9-3-11-32(15-13-30)20-22-5-7-25(24(17-22)19-29)26-8-6-23(18-27(26)28)21-33-12-4-10-31(2)14-16-33/h5-8,17-18H,3-4,9-16,20-21H2,1-2H3

Standard InChI Key:  IIVUZDODNKDQAS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5660   -3.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032   -4.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644   -5.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4884   -3.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3636   -6.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8031   -8.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7808   -9.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3191   -8.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8796   -7.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6852   -0.3846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2897    1.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2176  -10.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1932  -11.8634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7224  -13.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9655  -14.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508  -11.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811  -14.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070  -12.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3869  -13.7594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2676  -14.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102   -7.2909    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9786   -5.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1594   -6.6614    0.0000 N   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
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  9 10  2  0
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 12  7  1  0
  3  7  1  0
  6 13  1  0
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 15 16  1  0
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 17 19  1  0
 18 20  1  0
 19 20  1  0
 18 21  1  0
 10 22  1  0
 22 23  1  0
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 24 25  1  0
 23 26  1  0
 25 27  1  0
 26 28  1  0
 27 29  1  0
 28 29  1  0
 29 30  1  0
 12 31  1  0
 32 33  3  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3763931

   2-[2-Fluoro-4-[(4-methyl-1,4-diazepan-1-yl)methyl]phenyl]-5-[(4-methyl-1,4-diazepan-1-yl)methyl]benzonitrile

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: 449.62

Molecular Weight (Monoisotopic): 449.2955

AlogP: 3.64

#Rotatable Bonds: 5

Polar Surface Area: 36.75

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.06

CX LogP: 3.32

CX LogD: 0.57

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.70

Np Likeness Score: -1.20

References

1. Zech SG, Kohlmann A, Zhou T, Li F, Squillace RM, Parillon LE, Greenfield MT, Miller DP, Qi J, Thomas RM, Wang Y, Xu Y, Miret JJ, Shakespeare WC, Zhu X, Dalgarno DC..  (2016)  Novel Small Molecule Inhibitors of Choline Kinase Identified by Fragment-Based Drug Discovery.,  59  (2): [PMID:26700752] [10.1021/acs.jmedchem.5b01552]

Source

Source(1):

• Scientific Literature