US8802673, 205

ID: ALA3641755

PubChem CID: 86766845

Max Phase: Preclinical

Molecular Formula: C14H15ClN4O

Molecular Weight: 290.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cnc(Nc2ccc([C@@H]3CNCCO3)cc2)cn1

Standard InChI:  InChI=1S/C14H15ClN4O/c15-13-8-18-14(9-17-13)19-11-3-1-10(2-4-11)12-7-16-5-6-20-12/h1-4,8-9,12,16H,5-7H2,(H,18,19)/t12-/m0/s1

Standard InChI Key:  ATWQTXOBMPMHMO-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  1  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 Cl  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
   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2007    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4972    0.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4920   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1903   -1.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939   -0.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7890   -1.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0920   -0.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3872   -1.5316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3796   -3.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0768   -3.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7816   -3.0185    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
    0.0000   -1.5000    0.0000 N   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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 10  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  1  0
  5 19  1  0
 19 20  2  0
 20  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3641755

   5-chloro-N-[4-[(2R)-morpholin-2-yl]phenyl]pyrazin-2-amine

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: 290.75

Molecular Weight (Monoisotopic): 290.0934

AlogP: 2.53

#Rotatable Bonds: 3

Polar Surface Area: 59.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.17

CX LogP: 1.80

CX LogD: 0.96

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -0.79

References

1.  (2014)  Heterocyclic amine derivatives, 

Source

Source(1):

• BindingDB Database