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

ID: ALA3298186

PubChem CID: 90683012

Max Phase: Preclinical

Molecular Formula: C24H19N7S

Molecular Weight: 437.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cn(-c2c(-c3cc(-c4cccs4)nc(N)c3C#N)c(C)nn2-c2ccccc2)cn1

Standard InChI:  InChI=1S/C24H19N7S/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:  MUKZVPPSGGQPJA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    3.5930  -30.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025  -30.8038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0082  -30.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056  -29.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914  -29.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5886  -29.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2854  -28.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430  -27.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6848  -27.0943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8675  -27.1002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6208  -27.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189  -28.1155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9771  -28.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7943  -28.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0412  -28.1058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3765  -27.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1611  -26.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9754  -26.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4507  -25.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1129  -25.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2951  -25.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8234  -25.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455  -28.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7173  -30.7995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8194  -29.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332  -29.5680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2795  -29.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8838  -30.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1361  -30.4787    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915  -31.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0028  -31.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8015  -31.6212    0.0000 C   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
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  5  7  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  8 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  9 17  1  0
 11 23  1  0
  3 24  1  0
  4 25  1  0
 25 26  3  0
 14 27  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 28  2  0
  1 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3298186

   2-Amino-4-[3-methyl-5-(4-methylimidazol-1-yl)-1-phenylpyrazol-4-yl]-6-thiophen-2-ylpyridine-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: 437.53

Molecular Weight (Monoisotopic): 437.1423

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 98.34

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 4.04

CX LogD: 4.03

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.96

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