N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]-5,6,7,8-tetrahydronaphthalene-2-carboxamide

ID: ALA3717552

PubChem CID: 58965362

Max Phase: Preclinical

Molecular Formula: C23H26N2O2

Molecular Weight: 362.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)c1ccc2c(c1)CCCC2)NC1CCCc2ccccc21

Standard InChI:  InChI=1S/C23H26N2O2/c26-22(25-21-11-5-9-17-7-3-4-10-20(17)21)15-24-23(27)19-13-12-16-6-1-2-8-18(16)14-19/h3-4,7,10,12-14,21H,1-2,5-6,8-9,11,15H2,(H,24,27)(H,25,26)

Standard InChI Key:  HJPHLOJFTJJAGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2995    2.9981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    3.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385    3.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9042    5.9961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9073    7.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2082    8.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691    8.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137    9.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   10.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5181    7.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8180    8.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8248    9.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1246   10.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176    9.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4108    8.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1110    7.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 23  2  0
 22 21  2  0
 21 17  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3717552

   N-[2-oxo-2-(1,2,3,4-tetrahydronaphthalen-1-ylamino)ethyl]-5,6,7,8-tetrahydronaphthalene-2-carboxamide

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: 362.47

Molecular Weight (Monoisotopic): 362.1994

AlogP: 3.49

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.73

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.11

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.87

Np Likeness Score: -0.98

References

1.  (2007)  Tao Kinase Modulators And Method Of Use, 

Source

Source(1):

• Patent Bioactivity Data