tert-butyl 2-(7-methyl-1H-indazole-5-carbonyl)-2,8-diazaspiro[4.5]decane-8-carboxylate

ID: ALA3629702

PubChem CID: 122194516

Max Phase: Preclinical

Molecular Formula: C22H30N4O3

Molecular Weight: 398.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC3(CCN(C(=O)OC(C)(C)C)CC3)C2)cc2cn[nH]c12

Standard InChI:  InChI=1S/C22H30N4O3/c1-15-11-16(12-17-13-23-24-18(15)17)19(27)26-10-7-22(14-26)5-8-25(9-6-22)20(28)29-21(2,3)4/h11-13H,5-10,14H2,1-4H3,(H,23,24)

Standard InChI Key:  PHZSAXXRIDTPNJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
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    1.3979    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5656    2.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    3.8022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742    1.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -5.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5805   -4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -3.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1409   -6.7304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071   -6.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0627   -4.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560   -4.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0173   -6.4009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227   -7.2630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787   -7.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -3.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -1.6401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6040   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8574   -0.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4462    5.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5333    5.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837    6.1572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    7.6525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6381    8.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5510    8.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4324    8.1606    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 22  1  0
 22 18  1  0
  4 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629702

   ---

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: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

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