1-(4-(2-aminobenzo[d]thiazol-5-yl)piperazin-1-yl)-2-(3,4-dichlorophenyl)ethanone

ID: ALA5287471

Max Phase: Preclinical

Molecular Formula: C19H18Cl2N4OS

Molecular Weight: 421.35

Names and Identifiers

Canonical SMILES:  Nc1nc2cc(N3CCN(C(=O)Cc4ccc(Cl)c(Cl)c4)CC3)ccc2s1

Standard InChI:  InChI=1S/C19H18Cl2N4OS/c20-14-3-1-12(9-15(14)21)10-18(26)25-7-5-24(6-8-25)13-2-4-17-16(11-13)23-19(22)27-17/h1-4,9,11H,5-8,10H2,(H2,22,23)

Standard InChI Key:  RHOFZESTPDWCIM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.1163   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2603   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2603   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457   -2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310   -1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749   -2.0614    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749   -0.4123    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871   -0.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7421    0.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7421   -0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4567    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4567    1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714    2.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860    1.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860    0.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831    0.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1504    1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6831    1.8965    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9749    1.2367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  6  9  1  0
  5 10  1  0
  1 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11 16  1  0
 14 17  1  0
 18 17  2  0
 19 18  1  0
 19 20  2  0
 21 20  1  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 24 20  1  0
 23 25  1  0
 17 26  1  0
 26 21  2  0
  1 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287471

   ---

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: 421.35

Molecular Weight (Monoisotopic): 420.0578

AlogP: 4.08

#Rotatable Bonds: 3

Polar Surface Area: 62.46

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.87

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.92

References

1. Oboh E, Teixeira JE, Schubert TJ, Maribona AS, Denman BN, Patel R, Huston CD, Meyers MJ..  (2023)  Structure-Activity relationships of replacements for the triazolopyridazine of Anti-Cryptosporidium lead SLU-2633.,  86  [PMID:37148788] [10.1016/j.bmc.2023.117295]

Source

Source(1):

• Scientific Literature