3-[2-(3-carboxy-5,6,7,8-tetrahydronaphthyl)-ethyl]imidazo[2,1-f][1,2,4]triazine

ID: ALA2042530

Cas Number: 1139402-96-2

PubChem CID: 46945449

Max Phase: Preclinical

Molecular Formula: C18H18N4O2

Molecular Weight: 322.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2c(c(CCc3cnc4cncnn34)c1)CCCC2

Standard InChI:  InChI=1S/C18H18N4O2/c23-18(24)14-7-12-3-1-2-4-16(12)13(8-14)5-6-15-9-20-17-10-19-11-21-22(15)17/h7-11H,1-6H2,(H,23,24)

Standard InChI Key:  NKVKYKUBNBTFAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    1.6879   -5.4643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6867   -6.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4023   -6.7058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005   -5.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1172   -5.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1175   -6.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9057   -6.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3926   -5.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9053   -5.2035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988   -7.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657   -7.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2581   -8.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0405  -10.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4736   -9.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793   -8.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3024   -9.4606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6974  -10.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7329   -8.7560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2141  -10.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250   -9.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -9.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5726  -10.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9618  -10.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856  -10.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 20  2  0
  2  3  2  0
 19 13  2  0
  3  6  1  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
 15 12  1  0
  5  4  1  0
  6  7  1  0
  7  8  2  0
 16 17  1  0
 16 18  2  0
 14 16  1  0
 19 20  1  0
  8  9  1  0
  9  5  2  0
  4  1  2  0
  7 10  1  0
  5  6  1  0
 10 11  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2042530

   4-(2-(Imidazo[2,1-f][1,2,4]triazin-7-yl)ethyl)-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

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: 322.37

Molecular Weight (Monoisotopic): 322.1430

AlogP: 2.49

#Rotatable Bonds: 4

Polar Surface Area: 80.38

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.24

CX Basic pKa: 0.60

CX LogP: 3.36

CX LogD: 0.35

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.55

References

1. Lindell SD, Maechling S, Sabina RL..  (2010)  Synthesis and Biochemical Testing of 3-(Carboxyphenylethyl)imidazo[2,1-f][1,2,4]triazines as Inhibitors of AMP Deaminase.,  1  (6): [PMID:24900209] [10.1021/ml100092a]

Source

Source(1):

• Scientific Literature