Ethyl (1-(6-Amino-2-fluoro-9H-purin-9-yl)-2,2,2-trichloroethyl)carbamate

ID: ALA4513729

PubChem CID: 155539118

Max Phase: Preclinical

Molecular Formula: C10H10Cl3FN6O2

Molecular Weight: 371.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)NC(n1cnc2c(N)nc(F)nc21)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C10H10Cl3FN6O2/c1-2-22-9(21)19-7(10(11,12)13)20-3-16-4-5(15)17-8(14)18-6(4)20/h3,7H,2H2,1H3,(H,19,21)(H2,15,17,18)

Standard InChI Key:  HSYZXYNDSYNIDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   32.4832  -18.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7672  -19.0065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0520  -18.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3361  -19.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0526  -17.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6208  -18.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9050  -19.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4838  -17.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1997  -17.3563    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.7685  -17.3552    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.4771  -16.9439    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.1984  -19.0076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3664  -19.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1889  -19.9111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9170  -18.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5229  -19.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3071  -18.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4823  -18.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8714  -17.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0896  -17.7970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9155  -19.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0443  -16.7426    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  4  6  1  0
  6  7  1  0
  1  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 15 12  1  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 17 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513729

   ---

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: 371.59

Molecular Weight (Monoisotopic): 369.9915

AlogP: 2.16

#Rotatable Bonds: 3

Polar Surface Area: 107.95

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.38

CX Basic pKa: 0.85

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -0.69

References

1. Huang P, Le X, Huang F, Yang J, Yang H, Ma J, Hu G, Li Q, Chen Z..  (2020)  Discovery of a Dual Tubulin Polymerization and Cell Division Cycle 20 Homologue Inhibitor via Structural Modification on Apcin.,  63  (9): [PMID:32290657] [10.1021/acs.jmedchem.9b02097]

Source

Source(1):

• Scientific Literature