tert-butyl 7-(7-methyl-1H-indazole-5-carbonyl)-2,7-diazaspiro[4.4]nonane-2-carboxylate

ID: ALA3629706

PubChem CID: 122194519

Max Phase: Preclinical

Molecular Formula: C21H28N4O3

Molecular Weight: 384.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC3(CCN(C(=O)OC(C)(C)C)C3)C2)cc2cn[nH]c12

Standard InChI:  InChI=1S/C21H28N4O3/c1-14-9-15(10-16-11-22-23-17(14)16)18(26)24-7-5-21(12-24)6-8-25(13-21)19(27)28-20(2,3)4/h9-11H,5-8,12-13H2,1-4H3,(H,22,23)

Standard InChI Key:  VBRIDOROBYYVSA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -1.2832   -0.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3208    0.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601    0.0139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742   -1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3679    4.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4953    3.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9836    3.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7476    6.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2495    6.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3781    4.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0431    5.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    6.9322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596    7.3850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4441    7.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1184    2.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500    0.8648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3130    1.9715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7242   -0.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5107   -1.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7435    0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    0.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2822    2.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6563    0.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    0.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9882    0.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9417    1.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802    2.1119    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  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
  9 15  1  0
  7 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 20  1  1  0
  1 21  1  0
 21 17  1  0
  3 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629706

   ---

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: 384.48

Molecular Weight (Monoisotopic): 384.2161

AlogP: 3.34

#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: 2.11

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -1.32

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