(S)-6,6-dimethyl-8-(7-(trifluoromethyl)imidazo[1,5-a]pyridin-5-yl)-1,3,8-triazaspiro[4.5]decane-2,4-dione

ID: ALA4853212

Cas Number: 2239305-70-3

PubChem CID: 134814487

Product Number: I647137, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H18F3N5O2

Molecular Weight: 381.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CN(c2cc(C(F)(F)F)cc3cncn23)CC[C@]12NC(=O)NC2=O

Standard InChI:  InChI=1S/C17H18F3N5O2/c1-15(2)8-24(4-3-16(15)13(26)22-14(27)23-16)12-6-10(17(18,19)20)5-11-7-21-9-25(11)12/h5-7,9H,3-4,8H2,1-2H3,(H2,22,23,26,27)/t16-/m1/s1

Standard InChI Key:  UBMTZODMRPHSBC-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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   11.8269  -10.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2432  -11.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6551  -10.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8278  -12.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2409  -11.4157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5011  -11.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6310  -12.6124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4509  -12.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2996  -12.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9471  -12.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5363  -11.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7094  -11.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5312  -12.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7138  -12.7297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4631  -13.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1258  -13.9866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7857  -13.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9509  -10.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7751  -10.5904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5411   -9.8723    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.3561   -9.8703    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4753  -12.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0643  -11.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2392  -12.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0661  -12.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8251  -13.4766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7667  -11.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  9 14  1  0
  9 12  2  0
 13 10  1  0
 10 11  2  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
 11 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
  9 22  1  0
 22 23  1  0
 22 25  1  0
 23  2  1  0
  2  4  1  0
  4 24  1  0
 24 25  1  0
  8 26  2  0
  6 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4853212

   IACS-8968 S-enantiomer

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 381.36

Molecular Weight (Monoisotopic): 381.1413

AlogP: 2.17

#Rotatable Bonds: 1

Polar Surface Area: 78.74

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.33

CX Basic pKa: 7.34

CX LogP: 1.07

CX LogD: 0.88

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.37

References

1. Hamilton MM, Mseeh F, McAfoos TJ, Leonard PG, Reyna NJ, Harris AL, Xu A, Han M, Soth MJ, Czako B, Theroff JP, Mandal PK, Burke JP, Virgin-Downey B, Petrocchi A, Pfaffinger D, Rogers NE, Parker CA, Yu SS, Jiang Y, Krapp S, Lammens A, Trevitt G, Tremblay MR, Mikule K, Wilcoxen K, Cross JB, Jones P, Marszalek JR, Lewis RT..  (2021)  Discovery of IACS-9779 and IACS-70465 as Potent Inhibitors Targeting Indoleamine 2,3-Dioxygenase 1 (IDO1) Apoenzyme.,  64  (15.0): [PMID:34292726] [10.1021/acs.jmedchem.1c00679]

Source

Source(1):

• Scientific Literature