2-Amino-6-(furan-2-yl)-4-(3-methyl-5-(4-methyl-1Himidazol-1-yl)-1-phenyl-1H-pyrazol-4-yl)nicotinonitrile

ID: ALA3298037

PubChem CID: 90682905

Max Phase: Preclinical

Molecular Formula: C24H19N7O

Molecular Weight: 421.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(-c2c(-c3cc(-c4ccco4)nc(N)c3C#N)c(C)nn2-c2ccccc2)cn1

Standard InChI:  InChI=1S/C24H19N7O/c1-15-13-30(14-27-15)24-22(16(2)29-31(24)17-7-4-3-5-8-17)18-11-20(21-9-6-10-32-21)28-23(26)19(18)12-25/h3-11,13-14H,1-2H3,(H2,26,28)

Standard InChI Key:  DSZZWTNRCUTCEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   21.7843  -23.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4874  -23.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1970  -23.4284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9027  -23.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9000  -22.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1858  -21.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4831  -22.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1798  -20.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8374  -20.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5792  -19.7189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7620  -19.7249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5153  -20.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6134  -20.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8716  -21.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6888  -21.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9356  -20.7304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2709  -20.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0555  -19.0570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8698  -19.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3452  -18.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0074  -17.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1896  -17.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7179  -18.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7400  -20.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6117  -23.4241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7138  -22.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5277  -22.1927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1739  -22.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0400  -23.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4979  -23.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9079  -24.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7033  -24.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  1  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  6  8  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  9 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 10 18  1  0
 12 24  1  0
  4 25  1  0
  5 26  1  0
 26 27  3  0
 15 28  1  0
  1 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3298037

   2-Amino-6-(furan-2-yl)-4-[3-methyl-5-(4-methylimidazol-1-yl)-1-phenylpyrazol-4-yl]pyridine-3-carbonitrile

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: 421.46

Molecular Weight (Monoisotopic): 421.1651

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 111.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 3.32

CX LogD: 3.31

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.76

References

1. Kalaria PN, Satasia SP, Avalani JR, Raval DK..  (2014)  Ultrasound-assisted one-pot four-component synthesis of novel 2-amino-3-cyanopyridine derivatives bearing 5-imidazopyrazole scaffold and their biological broadcast.,  83  [PMID:25010936] [10.1016/j.ejmech.2014.06.071]

Source

Source(1):

• Scientific Literature