12-(((5-Fluoro-2,3-dihydrobenzofuran-4-yl)methyl)amino)-4-(2,2,2-trifluoroethyl)-7-(trifluoromethyl)-4,5-dihydro-3H-2,4,8,11,12a-pentaazabenzo[4,5]cycloocta[1,2,3-cd]inden-3-one

ID: ALA4857414

PubChem CID: 164613073

Max Phase: Preclinical

Molecular Formula: C25H19F7N6O2

Molecular Weight: 568.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1C2N=CN3C(NCc4c(F)ccc5c4CCO5)=NC=C(c4cnc(C(F)(F)F)cc4CN1CC(F)(F)F)C23

Standard InChI:  InChI=1S/C25H19F7N6O2/c26-17-1-2-18-13(3-4-40-18)15(17)7-34-23-35-8-16-14-6-33-19(25(30,31)32)5-12(14)9-37(10-24(27,28)29)22(39)20-21(16)38(23)11-36-20/h1-2,5-6,8,11,20-21H,3-4,7,9-10H2,(H,34,35)

Standard InChI Key:  DSHXJQZGFPNTHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.2366  -14.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0262  -14.0108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.0574  -12.6334    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.0615  -11.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3518  -12.2213    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.6716  -10.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9346  -10.3015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2499  -10.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7239  -11.4830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0861  -12.7522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3660  -11.9861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3513  -10.2102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0841  -10.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7637  -10.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1208   -9.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3831   -8.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7069   -9.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1736  -10.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4968  -10.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7146  -11.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5261  -11.2942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8097  -10.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9726   -8.9473    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3237  -11.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3599  -13.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0812  -13.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8705  -13.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2709  -12.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0452  -11.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1341  -12.4843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5346  -11.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1066  -11.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2783  -11.0681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8798  -11.7984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3101  -12.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3789  -14.0839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6371  -11.1207    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.9882  -14.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1456  -15.6191    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
 25  9  2  0
 10  7  1  0
  7  8  2  0
  8  9  1  0
 10 30  1  0
 29 11  1  0
 11 12  2  0
 12 10  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 20  2  0
 19 16  2  0
 16 17  1  0
 17 18  2  0
 18 15  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 18 24  1  0
 32 25  1  0
 31 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 25  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 28 37  2  0
 35  5  1  0
  5 38  1  0
 27 39  1  0
 39  2  1  0
  2 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857414

   ---

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: 568.45

Molecular Weight (Monoisotopic): 568.1458

AlogP: 3.66

#Rotatable Bonds: 3

Polar Surface Area: 82.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 3.12

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.57

Np Likeness Score: -0.39

References

1. Rej RK, Wang C, Lu J, Wang M, Petrunak E, Zawacki KP, McEachern D, Yang CY, Wang L, Li R, Chinnaswamy K, Wen B, Sun D, Stuckey JA, Zhou Y, Chen J, Tang G, Wang S..  (2021)  Discovery of EEDi-5273 as an Exceptionally Potent and Orally Efficacious EED Inhibitor Capable of Achieving Complete and Persistent Tumor Regression.,  64  (19.0): [PMID:34613724] [10.1021/acs.jmedchem.1c01059]

Source

Source(1):

• Scientific Literature