(E)-3-(3-(4-fluorophenyl)pyridin-4-yl)-1-(3-methoxyazetidin-1-yl)prop-2-en-1-one

ID: ALA4876841

PubChem CID: 164626835

Max Phase: Preclinical

Molecular Formula: C18H17FN2O2

Molecular Weight: 312.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1CN(C(=O)/C=C/c2ccncc2-c2ccc(F)cc2)C1

Standard InChI:  InChI=1S/C18H17FN2O2/c1-23-16-11-21(12-16)18(22)7-4-14-8-9-20-10-17(14)13-2-5-15(19)6-3-13/h2-10,16H,11-12H2,1H3/b7-4+

Standard InChI Key:  BVYGXZCWDPZVQH-QPJJXVBHSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   32.9462  -23.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9451  -24.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7522  -24.6010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3628  -24.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3600  -23.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6514  -23.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6489  -22.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9400  -21.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9376  -21.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2286  -20.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6440  -20.5946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0631  -23.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7727  -23.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4783  -23.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4757  -22.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7615  -21.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0587  -22.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1813  -21.8082    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.4290  -20.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6382  -20.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8482  -19.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3447  -19.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0536  -20.0117    0.0000 C   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
  9 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  5 12  1  0
 15 18  1  0
 11 19  1  0
 19 20  1  0
 20 21  1  0
 21 11  1  0
 20 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876841

   ---

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: 312.34

Molecular Weight (Monoisotopic): 312.1274

AlogP: 2.76

#Rotatable Bonds: 4

Polar Surface Area: 42.43

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.88

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.82

Np Likeness Score: -0.70

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