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

ID: ALA4866958

PubChem CID: 162767109

Max Phase: Preclinical

Molecular Formula: C13H9Cl3N4O

Molecular Weight: 343.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2c(n1)N(Cc1ccc(Cl)c(Cl)c1)C(=O)C2

Standard InChI:  InChI=1S/C13H9Cl3N4O/c14-8-2-1-6(3-9(8)15)5-20-10(21)4-7-11(16)18-13(17)19-12(7)20/h1-3H,4-5H2,(H2,17,18,19)

Standard InChI Key:  VPULZPFYNNWXPO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.4941  -17.1238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4930  -17.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2010  -18.3523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1992  -16.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9079  -17.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9127  -17.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6971  -18.1932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1771  -17.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6892  -16.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7849  -18.3514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1968  -15.8978    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.9541  -18.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7544  -19.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0067  -19.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0895  -18.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2906  -18.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3504  -19.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8065  -20.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9942  -17.5196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0637  -20.8508    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.1508  -19.6317    0.0000 Cl  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
 18 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866958

   ---

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: 343.60

Molecular Weight (Monoisotopic): 341.9842

AlogP: 3.11

#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: 3.21

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.85

Np Likeness Score: -1.25

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