2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl (1-(6-amino-2-fluoro-9H-purin-9-yl)-2,2,2-trichloroethyl)carbamate

ID: ALA4520724

PubChem CID: 155542506

Max Phase: Preclinical

Molecular Formula: C14H13Cl3FN9O4

Molecular Weight: 496.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)NC(n1cnc2c(N)nc(F)nc21)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C14H13Cl3FN9O4/c1-6-20-4-7(27(29)30)25(6)2-3-31-13(28)24-11(14(15,16)17)26-5-21-8-9(19)22-12(18)23-10(8)26/h4-5,11H,2-3H2,1H3,(H,24,28)(H2,19,22,23)

Standard InChI Key:  HLAMRMSBHHUWAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    8.2165  -26.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006  -26.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7854  -26.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0695  -26.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7861  -25.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3543  -26.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6384  -26.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9273  -26.5463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442  -25.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367  -25.5516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6213  -26.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1746  -26.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4560  -25.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9983  -27.6908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6122  -28.2455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2168  -27.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2171  -25.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9330  -25.3097    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5019  -25.3086    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2106  -24.8972    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.9317  -26.9610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0998  -27.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9224  -27.8644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6504  -26.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2563  -27.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0404  -26.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2157  -26.0514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6049  -25.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8231  -25.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6489  -27.4088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7777  -24.6960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 21  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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  9 13  1  0
 14 15  2  0
 14 16  1  0
 12 14  1  0
  1 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 24 21  1  0
 21 22  1  0
 22 23  2  0
 23 25  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 26 30  1  0
 28 31  1  0
M  CHG  2  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4520724

   ---

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: 496.67

Molecular Weight (Monoisotopic): 495.0140

AlogP: 2.26

#Rotatable Bonds: 6

Polar Surface Area: 168.91

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.43

CX Basic pKa: 3.27

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: -1.17

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