N-(4-chloro-3-(3-methylbut-2-enyloxy)phenyl)furo[2,3-d]pyrimidin-4-amine

ID: ALA4547763

PubChem CID: 16095198

Max Phase: Preclinical

Molecular Formula: C17H16ClN3O2

Molecular Weight: 329.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCOc1cc(Nc2ncnc3occc23)ccc1Cl

Standard InChI:  InChI=1S/C17H16ClN3O2/c1-11(2)5-7-22-15-9-12(3-4-14(15)18)21-16-13-6-8-23-17(13)20-10-19-16/h3-6,8-10H,7H2,1-2H3,(H,19,20,21)

Standard InChI Key:  IJNOXINSPYNFCI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    0.6466   -3.5081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454   -4.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -4.7366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631   -4.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3517   -3.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614   -3.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6713   -2.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384   -2.2123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5229   -2.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -4.7351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785   -4.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1860   -4.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8929   -4.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8926   -3.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1795   -3.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4756   -3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1759   -2.2843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8818   -1.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5913   -2.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2972   -1.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067   -2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2936   -1.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5994   -3.0991    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 14 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547763

   N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]furo[2,3-d]pyrimidin-4-amine

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: 329.79

Molecular Weight (Monoisotopic): 329.0931

AlogP: 4.96

#Rotatable Bonds: 5

Polar Surface Area: 60.18

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.10

CX LogP: 4.42

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -0.43

References

1. Jorgensen WL..  (2016)  Computer-aided discovery of anti-HIV agents.,  24  (20): [PMID:27485603] [10.1016/j.bmc.2016.07.039]

Source

Source(1):

• Scientific Literature