11-(((5-Fluoro-2,3-dihydrobenzofuran-4-yl)methyl)amino)-6-methyl-5,6-dihydro-2,4,6,7,10,11a-hexaazacyclopenta[4,5]cycloocta[1,2,3-cd]inden-3(4H)-one

ID: ALA4865691

PubChem CID: 164622734

Max Phase: Preclinical

Molecular Formula: C21H20FN7O2

Molecular Weight: 421.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1ncc2c1CNC(=O)C1N=CN3C(NCc4c(F)ccc5c4CCO5)=NC=C2C13

Standard InChI:  InChI=1S/C21H20FN7O2/c1-28-16-9-23-20(30)18-19-14(13(16)8-27-28)7-25-21(29(19)10-26-18)24-6-12-11-4-5-31-17(11)3-2-15(12)22/h2-3,7-8,10,18-19H,4-6,9H2,1H3,(H,23,30)(H,24,25)

Standard InChI Key:  XYQAWUHJXRFHIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 36  0  0  0  0  0  0  0  0999 V2000
   15.6050  -27.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8681  -26.9961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1833  -27.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6573  -28.1776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0195  -29.4469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2994  -28.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2847  -26.9048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0175  -27.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6971  -26.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0542  -25.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3165  -25.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6403  -26.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1070  -26.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4302  -27.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6481  -27.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4595  -27.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7431  -27.2278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9060  -25.6420    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.2571  -28.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2933  -29.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0146  -30.3646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8039  -30.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2043  -29.4173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9786  -28.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3123  -30.7786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0636  -29.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4680  -28.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9041  -27.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1512  -28.1933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2499  -29.0169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6506  -29.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 19  3  2  0
  4  1  1  0
  1  2  2  0
  2  3  1  0
  4 24  1  0
 23  5  1  0
  5  6  2  0
  6  4  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 14  2  0
 13 10  2  0
 10 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 12 18  1  0
 27 19  1  0
 26 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 22 25  2  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 26  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4865691

   ---

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: 421.44

Molecular Weight (Monoisotopic): 421.1663

AlogP: 0.71

#Rotatable Bonds: 2

Polar Surface Area: 96.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: 8.46

CX LogP: 0.25

CX LogD: -0.83

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: -0.28

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