(R)-3-((2-(1-hydroxy-1-(1-methylpiperidin-4-yl)ethyl)-1,6-naphthyridin-7-yl)amino)benzamide

ID: ALA4874874

PubChem CID: 164629043

Max Phase: Preclinical

Molecular Formula: C23H27N5O2

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCC([C@@](C)(O)c2ccc3cnc(Nc4cccc(C(N)=O)c4)cc3n2)CC1

Standard InChI:  InChI=1S/C23H27N5O2/c1-23(30,17-8-10-28(2)11-9-17)20-7-6-16-14-25-21(13-19(16)27-20)26-18-5-3-4-15(12-18)22(24)29/h3-7,12-14,17,30H,8-11H2,1-2H3,(H2,24,29)(H,25,26)/t23-/m1/s1

Standard InChI Key:  MJDMDCAHJXXKSR-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

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   40.5260  -10.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9382   -9.9489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1011  -12.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8174  -11.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8146  -11.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0993  -10.6758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3866  -11.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3889  -11.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6763  -10.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9628  -11.9172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6758  -12.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2467  -10.6764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5325  -11.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8195  -10.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1058  -11.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1055  -11.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8249  -12.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5357  -11.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2431  -11.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2436  -11.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9552  -12.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6704  -11.8995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6693  -11.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9530  -10.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3846  -12.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3916  -10.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3919   -9.8477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6773  -11.0846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  4  5  2  0
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 18 19  1  0
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  6  2  1  0
  2 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 17 28  1  0
 28 29  2  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874874

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.2165

AlogP: 3.02

#Rotatable Bonds: 5

Polar Surface Area: 104.37

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: 8.58

CX LogP: 2.24

CX LogD: 1.04

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -0.95

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