6-amino-2-chloro-5-fluoronicotinonitrile

ID: ALA4074975

Cas Number: 1448776-04-2

PubChem CID: 88543284

Max Phase: Preclinical

Molecular Formula: C6H3ClFN3

Molecular Weight: 171.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(F)c(N)nc1Cl

Standard InChI:  InChI=1S/C6H3ClFN3/c7-5-3(2-9)1-4(8)6(10)11-5/h1H,(H2,10,11)

Standard InChI Key:  AIJNOCYLVBYQPU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 11  0  0  0  0  0  0  0  0999 V2000
   36.4915   -3.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4904   -4.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1984   -5.0214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9081   -4.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9053   -3.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1966   -3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7837   -3.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0754   -2.9755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6114   -3.3780    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6164   -5.0194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7824   -5.0205    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  3  0
  5  9  1  0
  4 10  1  0
  2 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4074975

   6-Amino-2-chloro-5-fluoronicotinonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 171.56

Molecular Weight (Monoisotopic): 171.0000

AlogP: 1.33

#Rotatable Bonds: ┄

Polar Surface Area: 62.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 1

Heavy Atoms: 11

QED Weighted: 0.60

Np Likeness Score: -1.50

References

1. Huard K, Ahn K, Amor P, Beebe DA, Borzilleri KA, Chrunyk BA, Coffey SB, Cong Y, Conn EL, Culp JS, Dowling MS, Gorgoglione MF, Gutierrez JA, Knafels JD, Lachapelle EA, Pandit J, Parris KD, Perez S, Pfefferkorn JA, Price DA, Raymer B, Ross TT, Shavnya A, Smith AC, Subashi TA, Tesz GJ, Thuma BA, Tu M, Weaver JD, Weng Y, Withka JM, Xing G, Magee TV..  (2017)  Discovery of Fragment-Derived Small Molecules for in Vivo Inhibition of Ketohexokinase (KHK).,  60  (18): [PMID:28853885] [10.1021/acs.jmedchem.7b00947]

Source

Source(1):

• Scientific Literature