11-(((5-Fluoro-2,3-dihydrobenzofuron-4-yl)methyl)amino)-4,5-dihydro-3H-8-thia-2,4,10,11a-tetraazacyclopenta[4,5]cycloocta-[1,2,3-cd]inden-3-one

ID: ALA4847397

PubChem CID: 164612058

Max Phase: Preclinical

Molecular Formula: C21H18FN5O2S

Molecular Weight: 423.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCc2ccsc2C2=CN=C(NCc3c(F)ccc4c3CCO4)N3C=NC1C23

Standard InChI:  InChI=1S/C21H18FN5O2S/c22-15-1-2-16-12(3-5-29-16)13(15)8-24-21-25-9-14-18-17(26-10-27(18)21)20(28)23-7-11-4-6-30-19(11)14/h1-2,4,6,9-10,17-18H,3,5,7-8H2,(H,23,28)(H,24,25)

Standard InChI Key:  KOTRESBCCTWXHF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.9452  -27.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2082  -27.0952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5235  -27.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9975  -28.2767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3597  -29.5459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6396  -28.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6249  -27.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3577  -27.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0373  -26.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3944  -26.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6567  -25.6444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9805  -26.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4472  -26.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7704  -27.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9883  -28.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7997  -28.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0833  -27.3269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2462  -25.7410    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5973  -28.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6335  -30.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3548  -30.4636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1441  -30.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5445  -29.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3188  -28.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6525  -30.8776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4038  -29.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8082  -28.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2443  -27.9441    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.4914  -28.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5901  -29.1159    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  1  0
 29 30  2  0
 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4847397

   ---

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: 423.47

Molecular Weight (Monoisotopic): 423.1165

AlogP: 2.03

#Rotatable Bonds: 2

Polar Surface Area: 78.32

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.88

CX Basic pKa: 8.59

CX LogP: 1.81

CX LogD: 0.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.78

Np Likeness Score: -0.20

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