4-(3,5-Dichlorophenoxy)-N-(5-methylthiazol-2-yl)butanamide

ID: ALA4538648

PubChem CID: 155549173

Max Phase: Preclinical

Molecular Formula: C14H14Cl2N2O2S

Molecular Weight: 345.25

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)CCCOc2cc(Cl)cc(Cl)c2)s1

Standard InChI:  InChI=1S/C14H14Cl2N2O2S/c1-9-8-17-14(21-9)18-13(19)3-2-4-20-12-6-10(15)5-11(16)7-12/h5-8H,2-4H2,1H3,(H,17,18,19)

Standard InChI Key:  VKVUKAXKPPJBCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   31.6255  -17.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6244  -17.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3324  -18.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0421  -17.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0393  -17.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3306  -16.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9177  -16.6700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2101  -17.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5023  -16.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7947  -17.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0869  -16.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3793  -17.0795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0867  -15.8535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6715  -16.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5848  -15.8600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.7854  -15.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3769  -16.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9240  -17.0052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4528  -14.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7454  -16.6636    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.3322  -19.1241    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 16 19  1  0
  5 20  1  0
  3 21  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4538648

    ---

Associated Targets(Human)

HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

tat Human immunodeficiency virus type 1 Tat protein (1183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 345.25Molecular Weight (Monoisotopic): 344.0153AlogP: 4.56#Rotatable Bonds: 6
Polar Surface Area: 51.22Molecular Species: NEUTRALHBA: 4HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 8.08CX Basic pKa: 0.52CX LogP: 4.45CX LogD: 4.37
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.78Np Likeness Score: -2.06

References

1. Nguyen W, Jacobson J, Jarman KE, Jousset Sabroux H, Harty L, McMahon J, Lewin SR, Purcell DF, Sleebs BE..  (2019)  Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models.,  62  (10): [PMID:30973727] [10.1021/acs.jmedchem.9b00462]

Source