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

ID: ALA5289851

Max Phase: Preclinical

Molecular Formula: C23H23ClN4O2S

Molecular Weight: 418.52

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc2cc(-c3nc4ccc(C5=NCCN5)cc4s3)c(=O)oc2c1.Cl

Standard InChI:  InChI=1S/C23H22N4O2S.ClH/c1-3-27(4-2)16-7-5-14-11-17(23(28)29-19(14)13-16)22-26-18-8-6-15(12-20(18)30-22)21-24-9-10-25-21;/h5-8,11-13H,3-4,9-10H2,1-2H3,(H,24,25);1H

Standard InChI Key:  HAIHLAVUYDNDAD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    3.2254    0.0643    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6322   -1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -0.9395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224   -1.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9224   -2.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090   -2.2858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908   -1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3700   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1078   -1.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2664   -1.4444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.2663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5286   -0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3700   -0.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5469    0.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    1.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053    0.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7347    1.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    0.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7347   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0053   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    1.0797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9224    0.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9224   -0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1931    1.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4639    2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822    1.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
  2  6  1  0
  2  7  1  0
  8  7  2  0
  9  8  1  0
  9 10  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 10 14  1  0
 13 14  1  0
  7 15  1  0
 15 14  2  0
 12 16  1  0
 17 16  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 24 19  2  0
 16 25  2  0
 25 24  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 17 31  2  0
  2  3  2  0
  3  4  1  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: 418.52

Molecular Weight (Monoisotopic): 418.1463

AlogP: 4.27

#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: 8.94

CX LogP: 4.04

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.16

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