(R)-1-(1-methylpiperidin-4-yl)-1-(7-((4-(methylsulfonyl)phenyl)amino)-1,6-naphthyridin-2-yl)ethanol

ID: ALA4876976

PubChem CID: 164626574

Max Phase: Preclinical

Molecular Formula: C23H28N4O3S

Molecular Weight: 440.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC([C@@](C)(O)c2ccc3cnc(Nc4ccc(S(C)(=O)=O)cc4)cc3n2)CC1

Standard InChI:  InChI=1S/C23H28N4O3S/c1-23(28,17-10-12-27(2)13-11-17)21-9-4-16-15-24-22(14-20(16)26-21)25-18-5-7-19(8-6-18)31(3,29)30/h4-9,14-15,17,28H,10-13H2,1-3H3,(H,24,25)/t23-/m1/s1

Standard InChI Key:  CSIHSJXHRYHHEF-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

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   26.1692  -10.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5857  -11.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9978  -10.4977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8591  -13.5823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4509  -12.8700    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0382  -13.5797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1609  -12.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8771  -12.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8742  -11.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1591  -11.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4464  -12.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4488  -11.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7363  -11.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0211  -11.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0228  -12.4659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7358  -12.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3068  -11.2252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5927  -11.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8798  -11.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1661  -11.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1658  -12.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8852  -12.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5958  -12.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7375  -12.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3027  -11.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3031  -12.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0148  -12.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7299  -12.4481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7287  -11.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0125  -11.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4440  -12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  2  1  0
  5  4  2  0
  6  5  2  0
 11  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
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 11 12  1  0
 12 13  2  0
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 14 15  2  0
 15 16  1  0
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 14 17  1  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21  5  1  0
  5 24  1  0
  9  2  1  0
  2 25  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876976

   ---

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: 440.57

Molecular Weight (Monoisotopic): 440.1882

AlogP: 3.33

#Rotatable Bonds: 5

Polar Surface Area: 95.42

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 8.58

CX LogP: 2.23

CX LogD: 1.03

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.63

Np Likeness Score: -1.02

References

1. Sabnis RW..  (2021)  Novel Substituted 1,6-Naphthyridines as CDK 5 Inhibitors for Treating Kidney Diseases.,  12  (9.0): [PMID:34531944] [10.1021/acsmedchemlett.1c00424]

Source

Source(1):

• Scientific Literature