2-Amino-4-chloro-7-(2-fluoro-4-methylbenzyl)-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

ID: ALA4863988

PubChem CID: 162767131

Max Phase: Preclinical

Molecular Formula: C14H12ClFN4O

Molecular Weight: 306.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2C(=O)Cc3c(Cl)nc(N)nc32)c(F)c1

Standard InChI:  InChI=1S/C14H12ClFN4O/c1-7-2-3-8(10(16)4-7)6-20-11(21)5-9-12(15)18-14(17)19-13(9)20/h2-4H,5-6H2,1H3,(H2,17,18,19)

Standard InChI Key:  FBDCUGDNQVNZDP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.0890  -17.2270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0879  -18.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7959  -18.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7941  -16.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5027  -17.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5076  -18.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2919  -18.2964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7719  -17.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2841  -16.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3798  -18.4546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7917  -16.0010    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.5490  -19.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3493  -19.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6016  -20.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6844  -18.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8855  -18.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9453  -19.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4014  -20.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5891  -17.6227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0572  -20.6249    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.7456  -19.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  2 10  1  0
  4 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  2  0
 14 18  1  0
 17 15  1  0
 15 16  2  0
 16 13  1  0
 17 18  2  0
  8 19  2  0
 14 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4863988

   ---

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: 306.73

Molecular Weight (Monoisotopic): 306.0684

AlogP: 2.25

#Rotatable Bonds: 2

Polar Surface Area: 72.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.06

CX Basic pKa: 1.88

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: -1.48

References

1. Yang S, Yoon NG, Kim D, Park E, Kim SY, Lee JH, Lee C, Kang BH, Kang S..  (2021)  Design and Synthesis of TRAP1 Selective Inhibitors: H-Bonding with Asn171 Residue in TRAP1 Increases Paralog Selectivity.,  12  (7.0): [PMID:34267888] [10.1021/acsmedchemlett.1c00213]

Source

Source(1):

• Scientific Literature