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

ID: ALA3629712

PubChem CID: 122194525

Max Phase: Preclinical

Molecular Formula: C25H28N4O3

Molecular Weight: 432.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)N2CCC3(CCN(C(=O)OCc4ccccc4)C3)CC2)cc2cn[nH]c12

Standard InChI:  InChI=1S/C25H28N4O3/c1-18-13-20(14-21-15-26-27-22(18)21)23(30)28-10-7-25(8-11-28)9-12-29(17-25)24(31)32-16-19-5-3-2-4-6-19/h2-6,13-15H,7-12,16-17H2,1H3,(H,26,27)

Standard InChI Key:  QFGBIKWNMFNJFS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    0.0186    0.7828    0.0000 C   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
    0.0186   -1.6401    0.0000 N   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
    1.4351    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483    7.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7837    6.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    0.4462    5.2971    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
    1.5333    5.8052    0.0000 O   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
    1.3979    1.3979    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
   -1.0251    3.1871    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
   -1.6040   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5805   -4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1288   -5.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1416   -6.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -8.1461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067   -9.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1708   -8.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6204   -7.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6058   -6.3888    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
 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
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3629712

   ---

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: 432.52

Molecular Weight (Monoisotopic): 432.2161

AlogP: 4.14

#Rotatable Bonds: 3

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: 3.07

CX LogD: 3.07

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.67

Np Likeness Score: -1.19

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