(3R)-neopentyl 3,7-dimethyl-8-(7-methyl-1H-indazole-5-carbonyl)-2,8-diazaspiro[4.5]decane-2-carboxylate

ID: ALA3629718

PubChem CID: 122194531

Max Phase: Preclinical

Molecular Formula: C25H36N4O3

Molecular Weight: 440.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC3(CC2C)C[C@@H](C)N(C(=O)OCC(C)(C)C)C3)cc2cn[nH]c12

Standard InChI:  InChI=1S/C25H36N4O3/c1-16-9-19(10-20-13-26-27-21(16)20)22(30)28-8-7-25(11-17(28)2)12-18(3)29(14-25)23(31)32-15-24(4,5)6/h9-10,13,17-18H,7-8,11-12,14-15H2,1-6H3,(H,26,27)/t17?,18-,25?/m1/s1

Standard InChI Key:  FSHHIYCYKBYPLX-JXHCQPQMSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
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   -0.8574   -0.4287    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
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   -2.1591    5.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868    8.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2449    7.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3795    6.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8368    6.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5984    7.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6202    8.4638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7825    9.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5333    5.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0251    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3687   -3.9550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9047   -3.3860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6644    3.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3625   -4.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8290   -5.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950   -6.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0016   -5.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6360   -4.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4114   -1.8534    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
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 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
 17 22  1  0
 19 20  1  0
 20  1  1  0
  1 21  1  0
 21 22  1  0
  3 23  1  0
 23 24  2  0
 23 25  1  0
 19 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  4 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3629718

   ---

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: 440.59

Molecular Weight (Monoisotopic): 440.2787

AlogP: 4.76

#Rotatable Bonds: 2

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: 3.80

CX LogD: 3.80

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.73

Np Likeness Score: -0.83

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