4,5-dichloro-2-methyl-6-[prop-1-enyl]-7H-pyrrolo[2,3-d]pyrimidine

ID: ALA4870933

PubChem CID: 164622448

Max Phase: Preclinical

Molecular Formula: C10H9Cl2N3

Molecular Weight: 242.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C/c1[nH]c2nc(C)nc(Cl)c2c1Cl

Standard InChI:  InChI=1S/C10H9Cl2N3/c1-3-4-6-8(11)7-9(12)13-5(2)14-10(7)15-6/h3-4H,1-2H3,(H,13,14,15)/b4-3+

Standard InChI Key:  DJTARJMJPYVPOK-ONEGZZNKSA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   31.2992  -11.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0140  -12.2909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7306  -11.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7277  -11.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3003  -11.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0082  -10.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8320   -9.8339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0152   -9.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6868  -10.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4457  -12.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5977   -9.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0052   -8.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5877   -7.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8810  -10.6829    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.5843  -12.2899    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  2  0
 12 13  1  0
  9 14  1  0
  1 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870933

   ---

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: 242.11

Molecular Weight (Monoisotopic): 241.0174

AlogP: 3.61

#Rotatable Bonds: 1

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: 11.15

CX Basic pKa: 2.23

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.78

Np Likeness Score: -0.48

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