2-Morpholinoethyl (1-(6-amino-2-fluoro-9H-purin-9-yl)-2,2,2-trichloroethyl)carbamate

ID: ALA4591660

PubChem CID: 155568385

Max Phase: Preclinical

Molecular Formula: C14H17Cl3FN7O3

Molecular Weight: 456.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(F)nc2c1ncn2C(NC(=O)OCCN1CCOCC1)C(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C14H17Cl3FN7O3/c15-14(16,17)11(23-13(26)28-6-3-24-1-4-27-5-2-24)25-7-20-8-9(19)21-12(18)22-10(8)25/h7,11H,1-6H2,(H,23,26)(H2,19,21,22)

Standard InChI Key:  CPZKPAAYAMGRHS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.5653  -27.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8486  -27.8248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326  -27.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4158  -27.8237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332  -26.5866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6998  -27.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9832  -27.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2713  -27.4108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5659  -26.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2827  -26.1729    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8499  -26.1718    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5594  -25.7600    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.2814  -27.8260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4495  -28.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2731  -28.7304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0008  -27.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6073  -27.9747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3924  -27.7218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5678  -26.9155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9562  -26.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1736  -26.6141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2766  -26.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688  -26.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538  -26.5851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8512  -27.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5635  -27.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1293  -25.5584    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0016  -28.2743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 13  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
  1  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
 16 13  1  0
 13 14  1  0
 14 15  2  0
 15 17  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  8 22  1  0
  8 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 20 27  1  0
 18 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4591660

   ---

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: 456.69

Molecular Weight (Monoisotopic): 455.0442

AlogP: 1.47

#Rotatable Bonds: 5

Polar Surface Area: 120.42

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.72

CX Basic pKa: 6.16

CX LogP: 1.66

CX LogD: 1.63

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.04

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