3-acrylamido-N-(5-morpholinothiazol-2-yl)benzamide

ID: ALA4777761

PubChem CID: 137358321

Max Phase: Preclinical

Molecular Formula: C17H18N4O3S

Molecular Weight: 358.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(C(=O)Nc2ncc(N3CCOCC3)s2)c1

Standard InChI:  InChI=1S/C17H18N4O3S/c1-2-14(22)19-13-5-3-4-12(10-13)16(23)20-17-18-11-15(25-17)21-6-8-24-9-7-21/h2-5,10-11H,1,6-9H2,(H,19,22)(H,18,20,23)

Standard InChI Key:  VYQFYUJCEGRLIP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.0751   -4.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739   -5.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7820   -6.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4916   -5.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4888   -4.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965   -4.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057   -4.9476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1934   -3.7245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6119   -4.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3573   -4.8643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.9019   -4.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4906   -3.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919   -3.7217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7126   -4.3339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0464   -5.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8557   -5.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3372   -4.5040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0034   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1881   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3673   -4.5483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3671   -3.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0747   -3.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -3.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6591   -2.5055    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
  7  8  1  0
  7  9  2  0
  5  7  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 12 15  1  0
  1 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777761

   ---

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: 358.42

Molecular Weight (Monoisotopic): 358.1100

AlogP: 2.36

#Rotatable Bonds: 5

Polar Surface Area: 83.56

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.60

CX Basic pKa: 0.74

CX LogP: 2.46

CX LogD: 2.46

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -1.82

References

1.  (2020)  Inhibitors of cyclin-dependent kinases, 

Source

Source(1):

• Patent Bioactivity Data