N-(2,3-dihydrospiro[indene-1,4'-piperidine]-3-yl)-3-ethoxybenzamide

ID: ALA4762057

PubChem CID: 162659867

Max Phase: Preclinical

Molecular Formula: C22H26N2O2

Molecular Weight: 350.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cccc(C(=O)NC2CC3(CCNCC3)c3ccccc32)c1

Standard InChI:  InChI=1S/C22H26N2O2/c1-2-26-17-7-5-6-16(14-17)21(25)24-20-15-22(10-12-23-13-11-22)19-9-4-3-8-18(19)20/h3-9,14,20,23H,2,10-13,15H2,1H3,(H,24,25)

Standard InChI Key:  RMSMDBJZKNSWIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4178   -8.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2287   -8.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7630   -8.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4917   -7.3768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6808   -7.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1412   -7.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0247  -12.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0234  -13.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7384  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4549  -13.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4520  -12.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7366  -11.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7341  -11.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4475  -10.7195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0183  -10.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0159   -9.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6787   -9.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3437   -9.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5975   -8.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0467   -8.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2421   -8.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9912   -8.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5437   -9.5891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1701  -13.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8840  -13.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5992  -13.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17  1  1  0
  1 19  1  0
 18 16  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762057

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 350.46

Molecular Weight (Monoisotopic): 350.1994

AlogP: 3.58

#Rotatable Bonds: 4

Polar Surface Area: 50.36

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.02

CX LogP: 2.96

CX LogD: 0.43

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: -0.54

References

1. Cowen SD,Russell D,Dakin LA,Chen H,Larsen NA,Godin R,Throner S,Zheng X,Molina A,Wu J,Cheung T,Howard T,Garcia-Arenas R,Keen N,Pendleton CS,Pietenpol JA,Ferguson AD.  (2016)  Design, Synthesis, and Biological Activity of Substrate Competitive SMYD2 Inhibitors.,  59  (24): [PMID:28002961] [10.1021/acs.jmedchem.6b01303]

Source

Source(1):

• Scientific Literature