2-Guanidino-thiazole-4-carboxylic acid (5-fluoro-4-methyl-benzothiazol-2-yl)-amide hydrochloride

ID: ALA555671

PubChem CID: 45264320

Max Phase: Preclinical

Molecular Formula: C13H12ClFN6OS2

Molecular Weight: 350.40

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Cc1c(F)ccc2sc(NC(=O)c3csc(N=C(N)N)n3)nc12.Cl

Standard InChI:  InChI=1S/C13H11FN6OS2.ClH/c1-5-6(14)2-3-8-9(5)18-13(23-8)19-10(21)7-4-22-12(17-7)20-11(15)16;/h2-4H,1H3,(H,18,19,21)(H4,15,16,17,20);1H

Standard InChI Key:  ITDRTBJRRNPIID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   14.9590   -0.0291    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3513   -1.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2249   -2.4499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6461   -1.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8699   -2.8344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -1.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6290   -0.4703    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1973   -0.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2331   -2.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606   -2.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3440   -1.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2126   -2.8997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3560    1.3452    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991    2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  4  5  2  0
  2  6  2  0
  6  7  1  0
  2  8  1  0
  5  9  1  0
  3 10  1  0
  8 10  1  0
  2 11  1  0
  7 12  1  0
 11 12  1  0
  7 13  2  0
  5 14  1  0
  3 15  2  0
 14 15  1  0
  9 16  2  0
 13 17  1  0
 10 18  2  0
 12 19  2  0
 17 20  2  0
 19 20  1  0
 16 21  1  0
 16 22  1  0
 17 23  1  0
 13 24  1  0
M  END

Associated Targets(non-human)

Lewis lung carcinoma cell line (1243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: 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: 350.40Molecular Weight (Monoisotopic): 350.0420AlogP: 2.36#Rotatable Bonds: 3
Polar Surface Area: 119.28Molecular Species: NEUTRALHBA: 6HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 9.29CX Basic pKa: 6.22CX LogP: 2.88CX LogD: 2.85
Aromatic Rings: 3Heavy Atoms: 23QED Weighted: 0.49Np Likeness Score: -2.43

References

1. Schnur RC, Gallaschun RJ, Singleton DH, Grissom M, Sloan DE, Goodwin P, McNiff PA, Fliri AF, Mangano FM, Olson TH..  (1991)  Quantitative structure-activity relationships of antitumor guanidinothiazolecarboxamides with survival enhancement for therapy in the 3LL Lewis lung carcinoma model.,  34  (7): [PMID:2066970] [10.1021/jm00111a009]

Source