2-[2-(7-(N,N-Diethylamino)-2-oxo-2H-chromen-3-yl)benzothiazol-6-yl]-3,4,5,6-tetra-hydropyrimidin-1-ium chloride

ID: ALA5276739

Max Phase: Preclinical

Molecular Formula: C24H25ClN4O2S

Molecular Weight: 432.55

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc2cc(-c3nc4ccc(C5=NCCCN5)cc4s3)c(=O)oc2c1.Cl

Standard InChI:  InChI=1S/C24H24N4O2S.ClH/c1-3-28(4-2)17-8-6-15-12-18(24(29)30-20(15)14-17)23-27-19-9-7-16(13-21(19)31-23)22-25-10-5-11-26-22;/h6-9,12-14H,3-5,10-11H2,1-2H3,(H,25,26);1H

Standard InChI Key:  UKKQYSJWHJRPII-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    2.8683   -2.7364    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.3525   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7647   -0.8655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891   -0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5891   -2.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7647   -2.2945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1159   -2.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -2.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -1.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823   -1.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273   -0.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7419   -0.2611    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2915   -0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1159   -0.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4564    1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853    1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8853   -0.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4564   -0.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    1.0579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    0.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2867    1.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0273    1.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  8  1  0
  9  8  2  0
 10  9  1  0
 10 11  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 11 15  1  0
 14 15  1  0
  8 16  1  0
 16 15  2  0
 13 17  1  0
 18 17  1  0
 18 19  1  0
 20 19  1  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 25 20  2  0
 17 26  2  0
 26 25  1  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  0
 18 32  2  0
  6  7  1  0
  2  7  2  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 432.55

Molecular Weight (Monoisotopic): 432.1620

AlogP: 4.66

#Rotatable Bonds: 5

Polar Surface Area: 70.73

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.66

CX LogP: 4.10

CX LogD: 2.07

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.10

References

1. Beč A, Racané L, Žonja L, Persoons L, Daelemans D, Starčević K, Vianello R, Hranjec M..  (2023)  Biological evaluation of novel amidino substituted coumarin-benzazole hybrids as promising therapeutic agents.,  14  (5): [PMID:37252100] [10.1039/d3md00055a]

Source

Source(1):

• Scientific Literature