(E)-7-(but-2-en-1-yl)-5-(3-fluoro-4-(4-(methylsulfonyl)piperazine-1-carbonyl)phenyl)imidazo[1,5-a]pyrazin-8(7H)-one

ID: ALA4549494

PubChem CID: 155550768

Max Phase: Preclinical

Molecular Formula: C22H24FN5O4S

Molecular Weight: 473.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/Cn1cc(-c2ccc(C(=O)N3CCN(S(C)(=O)=O)CC3)c(F)c2)n2cncc2c1=O

Standard InChI:  InChI=1S/C22H24FN5O4S/c1-3-4-7-26-14-20(28-15-24-13-19(28)22(26)30)16-5-6-17(18(23)12-16)21(29)25-8-10-27(11-9-25)33(2,31)32/h3-6,12-15H,7-11H2,1-2H3/b4-3+

Standard InChI Key:  FJIJVRLXFGUCPZ-ONEGZZNKSA-N

Molfile:  

 
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    4.6446  -22.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2318  -17.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7699  -21.4905    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  2 32  1  0
 12 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549494

   ---

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: 473.53

Molecular Weight (Monoisotopic): 473.1533

AlogP: 1.60

#Rotatable Bonds: 5

Polar Surface Area: 96.99

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.90

CX LogP: -0.09

CX LogD: -0.09

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.52

Np Likeness Score: -1.46

References

1. Zheng P, Zhang J, Ma H, Yuan X, Chen P, Zhou J, Zhang H..  (2019)  Design, synthesis and biological evaluation of imidazo[1,5-a]pyrazin-8(7H)-one derivatives as BRD9 inhibitors.,  27  (7): [PMID:30824168] [10.1016/j.bmc.2019.02.045]

Source

Source(1):

• Scientific Literature