trans-4-(4-(1H-indazol-3-yl)pyrimidin-2-ylamino)cyclohexanol

ID: ALA2425644

PubChem CID: 24960635

Max Phase: Preclinical

Molecular Formula: C17H19N5O

Molecular Weight: 309.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@H]1CC[C@H](Nc2nccc(-c3n[nH]c4ccccc34)n2)CC1

Standard InChI:  InChI=1S/C17H19N5O/c23-12-7-5-11(6-8-12)19-17-18-10-9-15(20-17)16-13-3-1-2-4-14(13)21-22-16/h1-4,9-12,23H,5-8H2,(H,21,22)(H,18,19,20)/t11-,12-

Standard InChI Key:  NIWQPPGSGWOACD-HAQNSBGRSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.3600  -23.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5715  -23.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3791  -24.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551  -23.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7387  -22.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9445  -22.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7527  -20.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7515  -21.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4705  -21.5985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1828  -21.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1799  -20.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4687  -19.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0326  -21.6058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111  -21.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3052  -20.3669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5943  -19.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8691  -20.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8774  -21.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5983  -21.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8979  -21.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1834  -21.9367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6595  -21.2995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446  -19.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  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
  8 13  1  0
 14 13  1  1
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20  6  1  0
  5 21  1  0
 21 22  1  0
 22 20  2  0
 17 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2425644

   4-[[4-(1H-indazol-3-yl)pyrimidin-2-yl]amino]cyclohexan-1-ol

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: 309.37

Molecular Weight (Monoisotopic): 309.1590

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 86.72

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.67

CX Basic pKa: 2.54

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: -0.92

References

1. Palmer WS, Alam M, Arzeno HB, Chang KC, Dunn JP, Goldstein DM, Gong L, Goyal B, Hermann JC, Hogg JH, Hsieh G, Jahangir A, Janson C, Jin S, Ursula Kammlott R, Kuglstatter A, Lukacs C, Michoud C, Niu L, Reuter DC, Shao A, Silva T, Trejo-Martin TA, Stein K, Tan YC, Tivitmahaisoon P, Tran P, Wagner P, Weller P, Wu SY..  (2013)  Development of amino-pyrimidine inhibitors of c-Jun N-terminal kinase (JNK): kinase profiling guided optimization of a 1,2,3-benzotriazole lead.,  23  (5): [PMID:23352510] [10.1016/j.bmcl.2012.12.047]

Source

Source(1):

• Scientific Literature