4-[[2-[4-(Aminomethyl)-1-piperidyl]-2-oxo-ethyl]-[(3-fluoro-4-methoxy-phenyl)methyl]amino]benzonitrile

ID: ALA4095018

PubChem CID: 137654538

Max Phase: Preclinical

Molecular Formula: C23H27FN4O2

Molecular Weight: 410.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(CC(=O)N2CCC(CN)CC2)c2ccc(C#N)cc2)cc1F

Standard InChI:  InChI=1S/C23H27FN4O2/c1-30-22-7-4-19(12-21(22)24)15-28(20-5-2-17(13-25)3-6-20)16-23(29)27-10-8-18(14-26)9-11-27/h2-7,12,18H,8-11,14-16,26H2,1H3

Standard InChI Key:  XDSLEWVHSUVCPM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.4205  -12.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4177  -12.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7091  -11.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2990  -13.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5910  -13.6621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1239  -11.6118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5362  -10.7893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.9544  -13.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6630  -12.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6619  -12.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9522  -11.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3707  -13.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0784  -12.8263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2839   -9.1727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2783   -8.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6926   -8.3470    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 20 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095018

   ---

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: 410.49

Molecular Weight (Monoisotopic): 410.2118

AlogP: 2.91

#Rotatable Bonds: 7

Polar Surface Area: 82.59

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.92

CX LogP: 2.44

CX LogD: 0.03

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.76

Np Likeness Score: -1.76

References

1. Mould DP, Alli C, Bremberg U, Cartic S, Jordan AM, Geitmann M, Maiques-Diaz A, McGonagle AE, Somervaille TCP, Spencer GJ, Turlais F, Ogilvie D..  (2017)  Development of (4-Cyanophenyl)glycine Derivatives as Reversible Inhibitors of Lysine Specific Demethylase 1.,  60  (19): [PMID:28892629] [10.1021/acs.jmedchem.7b00462]

Source

Source(1):

• Scientific Literature