ethyl 3-(2-(piperidin-4-ylthio)-1,6-naphthyridin-7-ylamino)benzoate

ID: ALA4869775

PubChem CID: 164622404

Max Phase: Preclinical

Molecular Formula: C22H24N4O2S

Molecular Weight: 408.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cccc(Nc2cc3nc(SC4CCNCC4)ccc3cn2)c1

Standard InChI:  InChI=1S/C22H24N4O2S/c1-2-28-22(27)15-4-3-5-17(12-15)25-20-13-19-16(14-24-20)6-7-21(26-19)29-18-8-10-23-11-9-18/h3-7,12-14,18,23H,2,8-11H2,1H3,(H,24,25)

Standard InChI Key:  UYLCQWVGQCTRKO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    9.0342   -4.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7439   -4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7411   -3.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0324   -3.3345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4472   -3.3285    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.1565   -3.7344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1570   -4.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8621   -4.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5707   -4.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5696   -3.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8599   -3.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3262   -4.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3285   -3.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6225   -3.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9138   -3.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9155   -4.5645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6220   -4.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2061   -3.3352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984   -3.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7920   -3.3319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0848   -3.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0845   -4.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7973   -4.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5015   -4.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3773   -3.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3775   -2.5139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6694   -3.7395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -3.3307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2540   -3.7391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 15 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869775

   ---

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: 408.53

Molecular Weight (Monoisotopic): 408.1620

AlogP: 4.39

#Rotatable Bonds: 6

Polar Surface Area: 76.14

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.95

CX LogP: 3.97

CX LogD: 1.50

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -1.01

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