3-(4-(2,6-dichlorobenzyl)piperazin-1-yl)-N-(4-phenylthiazol-2-yl)propanamide

ID: ALA4483478

PubChem CID: 155540801

Max Phase: Preclinical

Molecular Formula: C23H24Cl2N4OS

Molecular Weight: 475.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCN(Cc2c(Cl)cccc2Cl)CC1)Nc1nc(-c2ccccc2)cs1

Standard InChI:  InChI=1S/C23H24Cl2N4OS/c24-19-7-4-8-20(25)18(19)15-29-13-11-28(12-14-29)10-9-22(30)27-23-26-21(16-31-23)17-5-2-1-3-6-17/h1-8,16H,9-15H2,(H,26,27,30)

Standard InChI Key:  IADSVWORCPNDJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   23.5980   -4.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4230   -4.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8354   -4.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4230   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5980   -3.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1811   -4.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6604   -4.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0718   -3.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8961   -3.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3117   -2.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8980   -2.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0687   -2.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6611   -2.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3561   -4.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9467   -4.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1217   -4.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7081   -5.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7060   -4.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8831   -5.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4003   -4.9405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6158   -5.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6169   -6.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4021   -6.2768    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.9475   -4.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0336   -3.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3655   -3.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6109   -3.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5284   -4.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1974   -5.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8361   -2.7452    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.3090   -4.1738    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  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
 21 24  1  0
 13 30  1  0
  9 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483478

   ---

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: 475.45

Molecular Weight (Monoisotopic): 474.1048

AlogP: 5.26

#Rotatable Bonds: 7

Polar Surface Area: 48.47

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.01

CX Basic pKa: 7.00

CX LogP: 5.14

CX LogD: 5.23

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -2.05

References

1. Chen L, Chen H, Chen P, Zhang W, Wu C, Sun C, Luo W, Zheng L, Liu Z, Liang G..  (2019)  Development of 2-amino-4-phenylthiazole analogues to disrupt myeloid differentiation factor 88 and prevent inflammatory responses in acute lung injury.,  161  [PMID:30342423] [10.1016/j.ejmech.2018.09.068]

Source

Source(1):

• Scientific Literature