US9351965, 90

ID: ALA4114558

PubChem CID: 57411382

Max Phase: Preclinical

Molecular Formula: C28H28N6O2

Molecular Weight: 480.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2n[nH]c3ccc(C(=O)N[C@@H]4CCC[C@](O)(Cn5cc6ccccc6n5)C4)cc23)ccn1

Standard InChI:  InChI=1S/C28H28N6O2/c1-18-13-19(10-12-29-18)26-23-14-20(8-9-25(23)31-32-26)27(35)30-22-6-4-11-28(36,15-22)17-34-16-21-5-2-3-7-24(21)33-34/h2-3,5,7-10,12-14,16,22,36H,4,6,11,15,17H2,1H3,(H,30,35)(H,31,32)/t22-,28-/m1/s1

Standard InChI Key:  IBOBUOSOXNUHIM-SKCUWOTOSA-N

Molfile:  

     RDKit          2D

 36 41  0  0  1  0  0  0  0  0999 V2000
   -1.1395   -7.7360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -6.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -6.1485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4994    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4459    4.3176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7994    4.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0995    3.7017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4615    4.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4427    3.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9424    3.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6672    1.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8922    0.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3925    0.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6677    1.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2075    2.2182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    2.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 20 19  1  6
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 29  1  0
 34 35  2  0
 35 27  1  0
 24 36  1  0
 36 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4114558

   N-[(1R,3R)-3-hydroxy-3-(indazol-2-ylmethyl)cyclohexyl]-3-(2-methylpyridin-4-yl)-1H-indazole-5-carboxamide

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: 480.57

Molecular Weight (Monoisotopic): 480.2274

AlogP: 4.39

#Rotatable Bonds: 5

Polar Surface Area: 108.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.17

CX Basic pKa: 4.37

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -0.81

References

1.  (2016)  Indazole derivatives useful as ERK inhibitors, 

Source

Source(1):

• BindingDB Database