N-((6-(4-chlorophenyl)imidazo[2,1-b]thiazol-5-yl)methyl)-2-(3,4-dichlorophenyl)ethan-1-amine

ID: ALA4527619

PubChem CID: 142505420

Max Phase: Preclinical

Molecular Formula: C20H16Cl3N3S

Molecular Weight: 436.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(-c2nc3sccn3c2CNCCc2ccc(Cl)c(Cl)c2)cc1

Standard InChI:  InChI=1S/C20H16Cl3N3S/c21-15-4-2-14(3-5-15)19-18(26-9-10-27-20(26)25-19)12-24-8-7-13-1-6-16(22)17(23)11-13/h1-6,9-11,24H,7-8,12H2

Standard InChI Key:  PEMODJCBCAKYMD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    5.2785  -15.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2420  -13.8058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827  -14.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0281  -14.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0485  -14.8552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8319  -15.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2957  -14.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7989  -13.7663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687  -14.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412  -13.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7251  -13.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355  -14.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7680  -15.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5827  -15.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187  -14.5727    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0462  -15.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6086  -16.5052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3764  -17.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9388  -17.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7065  -18.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107  -18.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6784  -19.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2410  -20.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0392  -20.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2678  -19.2538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0098  -21.0141    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8836  -19.8268    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  2  0
  2  3  1  0
  3  1  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  3  9  1  0
 12 15  1  0
  1 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527619

   ---

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: 436.80

Molecular Weight (Monoisotopic): 435.0131

AlogP: 6.36

#Rotatable Bonds: 6

Polar Surface Area: 29.33

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.43

CX LogP: 6.13

CX LogD: 4.12

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -1.82

References

1. Liang D, Li L, Lynch C, Mackowiak B, Hedrich WD, Ai Y, Yin Y, Heyward S, Xia M, Wang H, Xue F..  (2019)  Human constitutive androstane receptor agonist DL5016: A novel sensitizer for cyclophosphamide-based chemotherapies.,  179  [PMID:31247375] [10.1016/j.ejmech.2019.06.031]

Source

Source(1):

• Scientific Literature