tert-butyl 6-methyl-7-(7-methyl-1H-indazole-5-carbonyl)-2,7-diazaspiro[3.5]nonane-2-carboxylate

ID: ALA3629714

PubChem CID: 122194527

Max Phase: Preclinical

Molecular Formula: C22H30N4O3

Molecular Weight: 398.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC3(CC2C)CN(C(=O)OC(C)(C)C)C3)cc2cn[nH]c12

Standard InChI:  InChI=1S/C22H30N4O3/c1-14-8-16(9-17-11-23-24-18(14)17)19(27)26-7-6-22(10-15(26)2)12-25(13-22)20(28)29-21(3,4)5/h8-9,11,15H,6-7,10,12-13H2,1-5H3,(H,23,24)

Standard InChI Key:  GWCIKWDAOJYGQQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -0.7600    0.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4100    0.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4100   -1.4200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600   -1.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9324    1.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4375    1.8031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6174    3.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6411    3.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8206    4.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3270    4.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8106    5.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9935    6.7351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2150    5.9116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399    3.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7481    0.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2500    0.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3959   -0.5402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4400   -0.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -0.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500    1.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4632   -2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6229   -2.1692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -3.9268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9012   -1.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1317   -4.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8194   -6.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9788   -5.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2914   -4.6818    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
 16 21  1  0
 18 19  1  0
 19  1  1  0
  1 20  1  0
 20 21  1  0
  3 22  1  0
 22 23  2  0
 22 24  1  0
 18 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629714

   ---

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: 398.51

Molecular Weight (Monoisotopic): 398.2318

AlogP: 3.73

#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: 2.53

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -1.06

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