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

ID: ALA3629704

PubChem CID: 122194518

Max Phase: Preclinical

Molecular Formula: C21H28N4O3

Molecular Weight: 384.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CC3(CCN(C(=O)OC(C)(C)C)CC3)C2)cc2cn[nH]c12

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

Standard InChI Key:  BLXPQTMNYUXYSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  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
    0.2800   -0.4200    0.0000 C   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
    2.2500    0.4000    0.0000 N   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
    0.3000    1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1330   -4.9824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -3.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050   -4.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7489   -6.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927   -6.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337   -5.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929   -6.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1546   -7.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6118   -8.1583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5963   -7.3024    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
   -2.4100   -1.4200    0.0000 N   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
   -2.4100    0.2300    0.0000 C   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
    3.7481    0.4699    0.0000 C   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
    4.4375    1.8031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9367    1.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879    2.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1354    1.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5845    0.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 10 16  1  0
  8 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20  1  1  0
  1 21  1  0
 21 18  1  0
  4 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:

   

   ALA3629704

   ---

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: -1.36

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