US9023865, 13

ID: ALA3703713

PubChem CID: 71555315

Max Phase: Preclinical

Molecular Formula: C17H16N8O2

Molecular Weight: 364.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2n[nH]c3cc(NC(=O)NCc4nnc(C)o4)ncc23)ccn1

Standard InChI:  InChI=1S/C17H16N8O2/c1-9-5-11(3-4-18-9)16-12-7-19-14(6-13(12)23-25-16)21-17(26)20-8-15-24-22-10(2)27-15/h3-7H,8H2,1-2H3,(H,23,25)(H2,19,20,21,26)

Standard InChI Key:  UIGSVZCMQVQVCJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    7.2826   -8.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7945   -7.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3273   -7.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -6.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    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
   -0.3115    2.9665    0.0000 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9619    2.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4015    2.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7561    0.5949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6713   -0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551   -1.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2318   -0.0195    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -5.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445   -6.5046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 16  1  0
 15 23  1  0
 23 12  2  0
 23 24  1  0
 24 25  2  0
 25 10  1  0
  4 26  2  0
 26 27  1  0
 27  2  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3703713

   1-[(5-methyl-1,3,4-oxadiazol-2-yl)methyl]-3-[3-(2-methylpyridin-4-yl)-1H-pyrazolo[4,3-c]pyridin-6-yl]urea

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: 364.37

Molecular Weight (Monoisotopic): 364.1396

AlogP: 2.34

#Rotatable Bonds: 4

Polar Surface Area: 134.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.38

CX Basic pKa: 4.77

CX LogP: -0.35

CX LogD: -0.36

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -2.05

References

1.  (2015)  Compounds that are ERK inhibitors, 

Source

Source(1):

• BindingDB Database