N-(6-fluoro-1-(methylthio)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)cyanamide

ID: ALA4560356

PubChem CID: 25239626

Max Phase: Preclinical

Molecular Formula: C13H13FN4S

Molecular Weight: 276.34

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  CSC1(NC#N)NCCc2c1[nH]c1ccc(F)cc21

Standard InChI:  InChI=1S/C13H13FN4S/c1-19-13(17-7-15)12-9(4-5-16-13)10-6-8(14)2-3-11(10)18-12/h2-3,6,16-18H,4-5H2,1H3

Standard InChI Key:  TXDRKEAAHURGHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    9.2912   -9.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0380  -10.6746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4534  -11.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2710  -11.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4375   -9.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2538   -9.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6762  -10.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7952   -9.3332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5523   -9.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4814  -10.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1522  -10.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8979  -10.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9688   -9.7789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0509  -12.0923    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.8777   -8.5929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9961   -8.8901    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7079   -9.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2851   -7.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6866   -7.1731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  6  1  0
  9 10  2  0
  9  1  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  1  1  0
  3 14  1  0
  1 15  1  0
  1 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  3  0
M  END

Associated Targets(non-human)

pyrC Dihydroorotase (41 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: 276.34Molecular Weight (Monoisotopic): 276.0845AlogP: 2.00#Rotatable Bonds: 2
Polar Surface Area: 63.64Molecular Species: NEUTRALHBA: 4HBD: 3
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 2.28CX LogP: 2.72CX LogD: 2.72
Aromatic Rings: 2Heavy Atoms: 19QED Weighted: 0.45Np Likeness Score: -0.36

References

1. Rice AJ, Lei H, Santarsiero BD, Lee H, Johnson ME..  (2016)  Ca-asp bound X-ray structure and inhibition of Bacillus anthracis dihydroorotase (DHOase).,  24  (19): [PMID:27499369] [10.1016/j.bmc.2016.07.055]

Source