N-tert-butyl-2-(4-((cyclopentylamino)methyl)-2-methoxyphenoxy)acetamide

ID: ALA4165213

PubChem CID: 834080

Max Phase: Preclinical

Molecular Formula: C19H30N2O3

Molecular Weight: 334.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CNC2CCCC2)ccc1OCC(=O)NC(C)(C)C

Standard InChI:  InChI=1S/C19H30N2O3/c1-19(2,3)21-18(22)13-24-16-10-9-14(11-17(16)23-4)12-20-15-7-5-6-8-15/h9-11,15,20H,5-8,12-13H2,1-4H3,(H,21,22)

Standard InChI Key:  SSEILAMWECLLQO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.3709  -17.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7736  -18.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5834  -18.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9916  -17.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5840  -17.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7755  -17.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8087  -17.9178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2185  -17.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0357  -17.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4454  -16.5050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4431  -17.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2626  -16.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6724  -15.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6701  -17.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0787  -16.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9922  -16.5030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8094  -16.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5538  -17.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431  -18.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259  -18.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8444  -17.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0664  -18.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640  -19.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8405  -19.2713    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  5 16  1  0
 16 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4165213

   N-tert-butyl-2-[4-[(cyclopentylamino)methyl]-2-methoxyphenoxy]acetamide

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: 334.46

Molecular Weight (Monoisotopic): 334.2256

AlogP: 3.02

#Rotatable Bonds: 7

Polar Surface Area: 59.59

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.51

CX LogP: 2.52

CX LogD: 0.44

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.95

References

1. Xiong H, Han J, Wang J, Lu W, Wang C, Chen Y, Fulin Lian, Zhang N, Liu YC, Zhang C, Ding H, Jiang H, Lu W, Luo C, Zhou B..  (2018)  Discovery of 1,8-acridinedione derivatives as novel GCN5 inhibitors via high throughput screening.,  151  [PMID:29665527] [10.1016/j.ejmech.2018.02.005]

Source

Source(1):

• Scientific Literature