N4-Cyclohexyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

ID: ALA4100574

PubChem CID: 137661213

Max Phase: Preclinical

Molecular Formula: C12H17N5

Molecular Weight: 231.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(NC2CCCCC2)c2cc[nH]c2n1

Standard InChI:  InChI=1S/C12H17N5/c13-12-16-10-9(6-7-14-10)11(17-12)15-8-4-2-1-3-5-8/h6-8H,1-5H2,(H4,13,14,15,16,17)

Standard InChI Key:  ITXLJCZHADUIMI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   35.0923  -13.0853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0912  -13.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8088  -14.3305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8070  -12.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5252  -13.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5301  -13.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3208  -14.1633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8045  -13.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3129  -12.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8017  -11.8455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3777  -14.3294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0864  -11.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0832  -10.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3719  -10.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6605  -10.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6649  -11.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3807  -11.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  2 11  1  0
 10 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100574

   ---

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: 231.30

Molecular Weight (Monoisotopic): 231.1484

AlogP: 2.28

#Rotatable Bonds: 2

Polar Surface Area: 79.62

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 8.66

CX LogP: 2.23

CX LogD: 1.02

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.74

Np Likeness Score: -0.81

References

1. Anthony NG, Baiget J, Berretta G, Boyd M, Breen D, Edwards J, Gamble C, Gray AI, Harvey AL, Hatziieremia S, Ho KH, Huggan JK, Lang S, Llona-Minguez S, Luo JL, McIntosh K, Paul A, Plevin RJ, Robertson MN, Scott R, Suckling CJ, Sutcliffe OB, Young LC, Mackay SP..  (2017)  Inhibitory Kappa B Kinase α (IKKα) Inhibitors That Recapitulate Their Selectivity in Cells against Isoform-Related Biomarkers.,  60  (16): [PMID:28737909] [10.1021/acs.jmedchem.7b00484]

Source

Source(1):

• Scientific Literature