(E)-6-ethylimidazo[2,1-b]thiazole-5-carbaldehyde O-3,4-dichlorobenzyl oxime

ID: ALA4580512

PubChem CID: 142505400

Max Phase: Preclinical

Molecular Formula: C15H13Cl2N3OS

Molecular Weight: 354.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nc2sccn2c1/C=N/OCc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C15H13Cl2N3OS/c1-2-13-14(20-5-6-22-15(20)19-13)8-18-21-9-10-3-4-11(16)12(17)7-10/h3-8H,2,9H2,1H3/b18-8+

Standard InChI Key:  ZRPOGOCVTVSPTA-QGMBQPNBSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   15.7512   -4.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7353   -3.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2584   -3.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5230   -3.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5281   -4.1981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3139   -4.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7944   -3.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3056   -3.1139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5063   -5.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7016   -5.4326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4569   -6.2205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6522   -6.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4074   -7.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6039   -7.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3590   -8.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9192   -8.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7275   -8.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9687   -7.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6755   -9.5524    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5543   -8.3389    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4358   -3.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0135   -3.1036    0.0000 C   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
  1  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 15 20  1  0
  3 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4580512

   ---

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: 354.26

Molecular Weight (Monoisotopic): 353.0156

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 38.89

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.34

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -2.03

References

1. Liang D, Li L, Lynch C, Diethelm-Varela B, Xia M, Xue F, Wang H..  (2019)  DL5050, a Selective Agonist for the Human Constitutive Androstane Receptor.,  10  (7): [PMID:31312405] [10.1021/acsmedchemlett.9b00079]

Source

Source(1):

• Scientific Literature