N4-cyclohexyl-N2-methyl-6-(pyridin-2-yl)pyrimidine-2,4-diamine

ID: ALA5195894

PubChem CID: 168292509

Max Phase: Preclinical

Molecular Formula: C16H21N5

Molecular Weight: 283.38

Names and Identifiers

Canonical SMILES:  CNc1nc(NC2CCCCC2)cc(-c2ccccn2)n1

Standard InChI:  InChI=1S/C16H21N5/c1-17-16-20-14(13-9-5-6-10-18-13)11-15(21-16)19-12-7-3-2-4-8-12/h5-6,9-12H,2-4,7-8H2,1H3,(H2,17,19,20,21)

Standard InChI Key:  ICZMAQAUPZLREN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.4291   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7147   -2.0597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0001   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128   -0.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0001   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4275   -0.8241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174   -2.0615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581   -1.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128    0.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    1.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0016    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7138    2.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4256    1.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    0.8278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -2.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437   -0.4096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  5  3  2  0
  4  5  1  0
  6  4  2  0
  7  6  1  0
  8  7  2  0
  3  8  1  0
  7  9  1  0
  9 10  1  0
  4 11  1  0
 13 11  2  0
 12 13  1  0
 14 12  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 17  1  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5195894

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 283.38

Molecular Weight (Monoisotopic): 283.1797

AlogP: 3.32

#Rotatable Bonds: 4

Polar Surface Area: 62.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.44

CX LogP: 3.27

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -1.18

References

1. Burley R, Hewer RC, Teall M, Dickson L, Ossola B, Russell S, Bender C, Cheung T, Powell JAC, Xu X, Brice NL, Otter L, Arimont M, Kidd SL, Vidal D, Dale JW, Mervin L, Sore HF, Mateu N, Lakshminarayana N, Dawson LA, Carlton M, Bürli RW..  (2022)  Synthesis and SAR of novel GPR39 agonists and positive allosteric modulators.,  61  [PMID:35123006] [10.1016/j.bmcl.2022.128607]

Source

Source(1):

• Scientific Literature