methyl-5-(2-(benzo[d]oxazol-2-ylamino)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxamido)nicotinate

ID: ALA5081596

PubChem CID: 156898881

Max Phase: Preclinical

Molecular Formula: C26H21ClN6O4

Molecular Weight: 516.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cncc(NC(=O)C2=C(C)NC(Nc3nc4ccccc4o3)=NC2c2ccccc2Cl)c1

Standard InChI:  InChI=1S/C26H21ClN6O4/c1-14-21(23(34)30-16-11-15(12-28-13-16)24(35)36-2)22(17-7-3-4-8-18(17)27)32-25(29-14)33-26-31-19-9-5-6-10-20(19)37-26/h3-13,22H,1-2H3,(H,30,34)(H2,29,31,32,33)

Standard InChI Key:  SQNMMBITUZVTCB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   30.7058  -12.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6923  -13.4247    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7058  -11.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7192  -11.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7287  -11.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7287  -12.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7217  -13.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7217  -14.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7352  -15.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7487  -14.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7621  -15.1737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7756  -14.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7760  -13.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7871  -12.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8008  -13.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8030  -14.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7934  -15.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8164  -15.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8299  -14.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8434  -15.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8164  -16.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7487  -13.4183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7352  -16.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7486  -16.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7217  -16.9290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7082  -16.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6947  -16.9291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6812  -16.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5590  -15.1807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4148  -14.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8271  -13.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6582  -13.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0786  -14.9367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6639  -15.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8299  -15.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6127  -16.8197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7082  -15.1737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  1  7  2  0
  8  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
 10 22  2  0
 23  9  2  0
 23 24  1  0
 25 23  1  0
 26 25  1  0
 26 27  1  0
 27 28  1  0
 29 28  2  0
 30 29  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 35 34  1  0
 35 30  2  0
 36 35  1  0
 36 28  1  0
 37 26  2  0
 37  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5081596

   ---

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: 516.95

Molecular Weight (Monoisotopic): 516.1313

AlogP: 4.69

#Rotatable Bonds: 5

Polar Surface Area: 130.74

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.61

CX Basic pKa: 3.61

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -1.19

References

1.  (2021)  Galactokinase inhibitors, 

Source

Source(1):

• Patent Bioactivity Data