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

ID: ALA4860270

PubChem CID: 164618097

Max Phase: Preclinical

Molecular Formula: C9H8BrClN4O

Molecular Weight: 303.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1[nH]c2nc(C)nc(Cl)c2c1Br

Standard InChI:  InChI=1S/C9H8BrClN4O/c1-3-13-7(11)4-5(10)6(9(16)12-2)15-8(4)14-3/h1-2H3,(H,12,16)(H,13,14,15)

Standard InChI Key:  PLFOJRNQRMXOSQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   31.6201   -5.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3349   -5.7114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0514   -5.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0486   -4.4674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6212   -4.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3290   -4.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1528   -3.2544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3361   -3.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0076   -3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7665   -5.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9186   -2.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3261   -1.7452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9086   -1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2019   -4.1034    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   30.0935   -2.4684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9052   -5.7105    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
 11 15  2  0
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860270

   ---

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: 303.55

Molecular Weight (Monoisotopic): 301.9570

AlogP: 2.04

#Rotatable Bonds: 1

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.10

CX Basic pKa: 3.01

CX LogP: 1.55

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -1.06

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