(S)-6-fluoro-5-(1-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)piperidin-4-yl)-5H-imidazo[5,1-a]isoindole

ID: ALA4522927

PubChem CID: 122650373

Max Phase: Preclinical

Molecular Formula: C25H24FN5

Molecular Weight: 413.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(-c2ccc(N3CCC([C@H]4c5c(F)cccc5-c5cncn54)CC3)cc2)cn1

Standard InChI:  InChI=1S/C25H24FN5/c1-29-15-19(13-28-29)17-5-7-20(8-6-17)30-11-9-18(10-12-30)25-24-21(3-2-4-22(24)26)23-14-27-16-31(23)25/h2-8,13-16,18,25H,9-12H2,1H3/t25-/m0/s1

Standard InChI Key:  UJGQDAMZVUNFBQ-VWLOTQADSA-N

Molfile:  

 
     RDKit          2D

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   35.4130  -11.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   41.0783   -8.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5305   -7.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7328   -7.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8771   -7.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4818   -8.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1915   -8.0706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0253   -7.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   43.5750   -6.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 14  1  6
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 23 26  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522927

   ---

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: 413.50

Molecular Weight (Monoisotopic): 413.2016

AlogP: 4.91

#Rotatable Bonds: 3

Polar Surface Area: 38.88

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.19

CX Basic pKa: 6.05

CX LogP: 4.05

CX LogD: 4.04

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.35

References

1. Tu W, Yang F, Xu G, Chi J, Liu Z, Peng W, Hu B, Zhang L, Wan H, Yu N, Jin F, Hu Q, Zhang L, He F, Tao W..  (2019)  Discovery of Imidazoisoindole Derivatives as Highly Potent and Orally Active Indoleamine-2,3-dioxygenase Inhibitors.,  10  (6): [PMID:31223453] [10.1021/acsmedchemlett.9b00114]

2. Tang K, Wang B, Yu B, Liu HM..  (2022)  Indoleamine 2,3-dioxygenase 1 (IDO1) inhibitors and PROTAC-based degraders for cancer therapy.,  227  [PMID:34752953] [10.1016/j.ejmech.2021.113967]

Source

Source(1):

• Scientific Literature