4-chloro-2,5-dimethyl-6-propyl-7H-pyrrolo[2,3-d]pyrimidine

ID: ALA4870610

PubChem CID: 164623423

Max Phase: Preclinical

Molecular Formula: C11H14ClN3

Molecular Weight: 223.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1[nH]c2nc(C)nc(Cl)c2c1C

Standard InChI:  InChI=1S/C11H14ClN3/c1-4-5-8-6(2)9-10(12)13-7(3)14-11(9)15-8/h4-5H2,1-3H3,(H,13,14,15)

Standard InChI Key:  PLXWOAMCNOQVTP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   24.7148  -11.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4296  -11.8322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1461  -11.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1432  -10.5883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7159  -10.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4236  -10.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2476   -9.3753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4308   -9.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1024  -10.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8612  -11.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0133   -8.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4208   -7.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0033   -7.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2967  -10.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9999  -11.8312    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  3 10  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
  9 14  1  0
  1 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870610

   ---

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: 223.71

Molecular Weight (Monoisotopic): 223.0876

AlogP: 3.18

#Rotatable Bonds: 2

Polar Surface Area: 41.57

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.84

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.79

Np Likeness Score: -0.80

References

1. Akaki T, Bessho Y, Ito T, Fujioka S, Ubukata M, Mori G, Yamanaka K, Orita T, Doi S, Iwanaga T, Ikegashira K, Hantani Y, Nakanishi I, Adachi T..  (2021)  Fragment-based lead discovery to identify novel inhibitors that target the ATP binding site of pyruvate dehydrogenase kinases.,  44  [PMID:34274549] [10.1016/j.bmc.2021.116283]

Source

Source(1):

• Scientific Literature