(E)-3-(3-(3-(naphthalen-2-yl)pyridin-4-yl)acrylamido)propanoic acid

ID: ALA4874386

PubChem CID: 164626764

Max Phase: Preclinical

Molecular Formula: C21H18N2O3

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCNC(=O)/C=C/c1ccncc1-c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C21H18N2O3/c24-20(23-12-10-21(25)26)8-7-16-9-11-22-14-19(16)18-6-5-15-3-1-2-4-17(15)13-18/h1-9,11,13-14H,10,12H2,(H,23,24)(H,25,26)/b8-7+

Standard InChI Key:  HOGGTKPOURHLCC-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   39.1619   -6.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1607   -7.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9678   -7.7742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5784   -7.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5756   -6.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8670   -6.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8645   -5.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1556   -4.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1532   -4.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4442   -3.7721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2787   -6.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9883   -6.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2743   -5.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6906   -5.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6897   -6.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4087   -6.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1289   -6.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1258   -5.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4062   -4.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8596   -3.7679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9864   -4.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8572   -2.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5637   -2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5613   -1.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2677   -1.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8523   -1.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 11 12  2  0
 12 15  1  0
 14 21  1  0
 21 13  2  0
 13 11  1  0
  5 11  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  9 20  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874386

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1317

AlogP: 3.51

#Rotatable Bonds: 6

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.08

CX Basic pKa: 4.94

CX LogP: 1.69

CX LogD: -0.29

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.28

References

1. Zhang H, Jing L, Liu M, Goto M, Lai F, Liu X, Sheng L, Yang Y, Yang Y, Li Y, Chen X, Lee KH, Xiao Z..  (2021)  Identification of 3, 4-disubstituted pyridine derivatives as novel CDK8 inhibitors.,  223  [PMID:34147745] [10.1016/j.ejmech.2021.113634]

Source

Source(1):

• Scientific Literature