US8802673, 199

ID: ALA3641749

PubChem CID: 86766844

Max Phase: Preclinical

Molecular Formula: C14H15ClN4O

Molecular Weight: 290.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cc(Nc2ccc([C@@H]3CNCCO3)cc2)ncn1

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

Standard InChI Key:  CFKXGLIQCYTCIX-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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031    3.0008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3039    3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092    5.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6108    5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9073    5.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9021    3.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2096    5.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2172    7.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5200    8.2297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8153    7.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8077    5.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5049    5.2298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    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
    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  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 12  9  1  1
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
  4 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3641749

   6-chloro-N-[4-[(2R)-morpholin-2-yl]phenyl]pyrimidin-4-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: 2.31

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -0.92

References

1.  (2014)  Heterocyclic amine derivatives, 

Source

Source(1):

• BindingDB Database