US9359371, 7

ID: ALA3975058

PubChem CID: 73214322

Max Phase: Preclinical

Molecular Formula: C24H31ClN6O2

Molecular Weight: 471.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CC4CC4C3)ncc2C(=O)NCC2CCNCC2)cc1Cl

Standard InChI:  InChI=1S/C24H31ClN6O2/c1-33-21-3-2-16(8-20(21)25)11-27-22-19(23(32)28-10-15-4-6-26-7-5-15)12-29-24(30-22)31-13-17-9-18(17)14-31/h2-3,8,12,15,17-18,26H,4-7,9-11,13-14H2,1H3,(H,28,32)(H,27,29,30)

Standard InChI Key:  MNEFEOJKLYSCJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    3.6387   -0.8963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 O   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
   -2.6003    1.4977    0.0000 C   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
   -5.2004    2.9933    0.0000 N   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
   -7.7985    2.9932    0.0000 N   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
   -6.4994    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5025   -0.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4643   -1.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8033   -1.5062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8064   -3.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1072   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1125   -5.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4142   -6.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7106   -5.2466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7054   -3.7466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4038   -3.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4996    5.2440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2874    6.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7533    7.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5053    8.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2532    7.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7145    6.1019    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
    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 27  1  0
 29 30  1  0
 30 25  1  0
  6 31  1  0
 31 32  2  0
 32  3  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3975058

   2-(3-azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)-N-(piperdin-4-ylmethyl)pyrimidine-5-formamide

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: 471.01

Molecular Weight (Monoisotopic): 470.2197

AlogP: 2.94

#Rotatable Bonds: 8

Polar Surface Area: 91.41

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.05

CX LogP: 3.13

CX LogD: 0.57

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: -1.12

References

1.  (2016)  Bicyclic substituted pyrimidine compounds, 

Source

Source(1):

• BindingDB Database