Diethyl 4-[2-chloro-6-(2,4-dichloro-5-nitrophenyl)imidazo[2,1-b][1,3]thiazol-5-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

ID: ALA4564929

PubChem CID: 155560056

Max Phase: Preclinical

Molecular Formula: C24H21Cl3N4O6S

Molecular Weight: 599.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1c1c(-c2cc([N+](=O)[O-])c(Cl)cc2Cl)nc2sc(Cl)cn12

Standard InChI:  InChI=1S/C24H21Cl3N4O6S/c1-5-36-22(32)17-10(3)28-11(4)18(23(33)37-6-2)19(17)21-20(29-24-30(21)9-16(27)38-24)12-7-15(31(34)35)14(26)8-13(12)25/h7-9,19,28H,5-6H2,1-4H3

Standard InChI Key:  HWMUFLKNOURYKQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
   41.5977  -12.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.3437  -13.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0069  -13.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3342  -15.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7168  -15.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0234  -14.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3342  -16.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7168  -16.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0234  -16.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6326  -14.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4184  -14.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6243  -14.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.4184  -14.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9392  -15.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1118  -15.3781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6326  -16.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4184  -16.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8093  -14.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4149  -12.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6608  -13.3220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.4743  -13.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7312  -12.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0764  -12.0732    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.5253  -13.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1224  -12.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3047  -12.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8901  -13.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2992  -14.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1156  -14.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5101  -12.3088    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   39.9465  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2424  -16.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5368  -11.9005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.0729  -13.3019    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.8892  -14.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2958  -15.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0721  -14.7261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.5160  -15.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 19  1  2  0
  1  2  1  0
  2  3  2  0
  3 20  1  0
  5  6  1  0
  6  4  1  0
  7  4  2  0
  8  9  1  0
  9  7  1  0
  3  6  1  0
 10  4  1  0
 11  5  1  0
 12 10  2  0
 13 11  2  0
 14 10  1  0
 15 11  1  0
 16  7  1  0
 17  8  1  0
 18 15  1  0
  8  5  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 22 30  1  0
 14 31  1  0
 31 32  1  0
 25 33  1  0
 27 34  1  0
 35 36  2  0
 35 37  1  0
 28 35  1  0
 18 38  1  0
M  CHG  2  35   1  37  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4564929

   ---

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: 599.88

Molecular Weight (Monoisotopic): 598.0247

AlogP: 6.29

#Rotatable Bonds: 7

Polar Surface Area: 125.07

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.09

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.19

Np Likeness Score: -1.15

References

1. Leoni A, Frosini M, Locatelli A, Micucci M, Carotenuto C, Durante M, Cosconati S, Budriesi R..  (2019)  4-Imidazo[2,1-b]thiazole-1,4-DHPs and neuroprotection: preliminary study in hits searching.,  169  [PMID:30861492] [10.1016/j.ejmech.2019.02.075]

Source

Source(1):

• Scientific Literature