tert-butyl 6-(7-methyl-1H-indazole-5-carbonyl)-2,6-diazaspiro[3.3]heptane-2-carboxylate

ID: ALA3629707

PubChem CID: 122194520

Max Phase: Preclinical

Molecular Formula: C19H24N4O3

Molecular Weight: 356.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CC3(CN(C(=O)OC(C)(C)C)C3)C2)cc2cn[nH]c12

Standard InChI:  InChI=1S/C19H24N4O3/c1-12-5-13(6-14-7-20-21-15(12)14)16(24)22-8-19(9-22)10-23(11-19)17(25)26-18(2,3)4/h5-7H,8-11H2,1-4H3,(H,20,21)

Standard InChI Key:  MUXQLNFGXDGLJG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -3.6350   -5.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3731   -5.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1399   -7.1115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4347   -6.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991    2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187   -1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267   -2.9927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549   -0.8867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6944   -4.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5655   -4.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7715   -8.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6163   -8.8851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8454   -9.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754  -11.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3341  -11.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1791  -12.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203  -11.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  8 14  1  0
  6 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18  1  1  0
  1 19  1  0
 19 16  1  0
  3 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629707

   ---

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: 356.43

Molecular Weight (Monoisotopic): 356.1848

AlogP: 2.56

#Rotatable Bonds: 1

Polar Surface Area: 78.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.73

CX Basic pKa: 1.81

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -1.17

References

1. Kung DW, Griffith DA, Esler WP, Vajdos FF, Mathiowetz AM, Doran SD, Amor PA, Bagley SW, Banks T, Cabral S, Ford K, Garcia-Irizarry CN, Landis MS, Loomis K, McPherson K, Niosi M, Rockwell KL, Rose C, Smith AC, Southers JA, Tapley S, Tu M, Valentine JJ..  (2015)  Discovery of spirocyclic-diamine inhibitors of mammalian acetyl CoA-carboxylase.,  25  (22): [PMID:26411795] [10.1016/j.bmcl.2015.09.035]

Source

Source(1):

• Scientific Literature