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

ID: ALA4522917

PubChem CID: 142505364

Max Phase: Preclinical

Molecular Formula: C20H17Cl2N3S

Molecular Weight: 402.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc(CCNCc2c(-c3ccc(Cl)cc3)nc3sccn23)cc1

Standard InChI:  InChI=1S/C20H17Cl2N3S/c21-16-5-1-14(2-6-16)9-10-23-13-18-19(15-3-7-17(22)8-4-15)24-20-25(18)11-12-26-20/h1-8,11-12,23H,9-10,13H2

Standard InChI Key:  UZOXKCGOBOQFTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.2814   -3.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449   -2.0597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7856   -2.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0310   -2.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514   -3.1091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -3.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2986   -2.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8018   -2.0202    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9717   -2.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5442   -2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7280   -2.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3384   -2.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7709   -3.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5856   -3.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216   -2.8266    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.0491   -4.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6115   -4.7591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793   -5.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -6.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7095   -6.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9136   -7.1078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813   -7.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2439   -8.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -8.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2707   -7.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127   -9.2681    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
M  END

Alternative Forms

1. Parent:

   

   ALA4522917

   ---

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: 402.35

Molecular Weight (Monoisotopic): 401.0520

AlogP: 5.70

#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: 9.49

CX LogP: 5.53

CX LogD: 3.46

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -1.64

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