2-(Cyclopentyloxy)-9-(2,6-difluorobenzyl)-N-methyl-9H-purin-6-amine

ID: ALA4758206

PubChem CID: 155803649

Max Phase: Preclinical

Molecular Formula: C18H19F2N5O

Molecular Weight: 359.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nc(OC2CCCC2)nc2c1ncn2Cc1c(F)cccc1F

Standard InChI:  InChI=1S/C18H19F2N5O/c1-21-16-15-17(24-18(23-16)26-11-5-2-3-6-11)25(10-22-15)9-12-13(19)7-4-8-14(12)20/h4,7-8,10-11H,2-3,5-6,9H2,1H3,(H,21,23,24)

Standard InChI Key:  AWZRHMXFDZUHLF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   25.3492  -19.2149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0588  -18.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0560  -17.9828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3474  -17.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6411  -18.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6378  -17.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8602  -17.7402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3829  -18.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8656  -19.0613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6162  -19.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8176  -20.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7672  -19.2130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4742  -18.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3447  -16.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0511  -16.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2739  -19.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4760  -19.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2259  -20.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7800  -20.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5759  -20.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1287  -21.3904    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.5259  -18.6290    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.2195  -19.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7654  -18.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3556  -17.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5566  -17.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
  4 14  1  0
 14 15  1  0
 11 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 11  1  0
 20 21  1  0
 16 22  1  0
 13 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758206

   ---

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: 359.38

Molecular Weight (Monoisotopic): 359.1558

AlogP: 3.52

#Rotatable Bonds: 5

Polar Surface Area: 64.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.79

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.83

References

1. Nissink JWM,Bazzaz S,Blackett C,Clark MA,Collingwood O,Disch JS,Gikunju D,Goldberg K,Guilinger JP,Hardaker E,Hennessy EJ,Jetson R,Keefe AD,McCoull W,McMurray L,Olszewski A,Overman R,Pflug A,Preston M,Rawlins PB,Rivers E,Schimpl M,Smith P,Truman C,Underwood E,Warwicker J,Winter-Holt J,Woodcock S,Zhang Y.  (2021)  Generating Selective Leads for Mer Kinase Inhibitors-Example of a Comprehensive Lead-Generation Strategy.,  64  (6.0): [PMID:33683117] [10.1021/acs.jmedchem.0c01904]

Source

Source(1):

• Scientific Literature