2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl (1-((2-amino-4,6-dichloropyrimidin-5-yl)amino)-2,2,2-trichloroethyl)carbamate

ID: ALA4543971

PubChem CID: 155552551

Max Phase: Preclinical

Molecular Formula: C13H13Cl5N8O4

Molecular Weight: 522.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)NC(Nc1c(Cl)nc(N)nc1Cl)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C13H13Cl5N8O4/c1-5-20-4-6(26(28)29)25(5)2-3-30-12(27)24-10(13(16,17)18)21-7-8(14)22-11(19)23-9(7)15/h4,10,21H,2-3H2,1H3,(H,24,27)(H2,19,22,23)

Standard InChI Key:  ZLXKTRBWQHDQTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
   29.8254   -1.9733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7420   -1.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9352   -0.9785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5221   -1.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0737   -2.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3563   -0.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9008   -3.1185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5130   -3.6714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1158   -3.3724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8267   -2.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8255   -3.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5403   -3.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2567   -3.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2538   -2.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5385   -1.9746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1107   -3.6266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9668   -1.9686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5401   -4.4526    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.1121   -1.9750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.3966   -3.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6818   -3.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3973   -2.3886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6832   -1.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6838   -1.1506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9684   -2.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9677   -3.2125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   32.6811   -4.4505    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.9615   -4.0333    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.2543   -1.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5394   -2.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  2  6  1  0
  7  8  2  0
  7  9  1  0
  5  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
 14 17  1  0
 12 18  1  0
 10 19  1  0
 16 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 21 26  1  0
 21 27  1  0
 21 28  1  0
 25 29  1  0
 29 30  1  0
 30  1  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4543971

   ---

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: 522.56

Molecular Weight (Monoisotopic): 519.9502

AlogP: 3.31

#Rotatable Bonds: 7

Polar Surface Area: 163.12

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.00

CX Basic pKa: 3.27

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.16

Np Likeness Score: -1.42

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