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

ID: ALA4871630

PubChem CID: 162767096

Max Phase: Preclinical

Molecular Formula: C13H9BrClFN4O

Molecular Weight: 371.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2c(n1)N(Cc1ccc(Br)cc1F)C(=O)C2

Standard InChI:  InChI=1S/C13H9BrClFN4O/c14-7-2-1-6(9(16)3-7)5-20-10(21)4-8-11(15)18-13(17)19-12(8)20/h1-3H,4-5H2,(H2,17,18,19)

Standard InChI Key:  MVBWLLFRJDEVHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.8770   -9.9425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8759  -10.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5839  -11.1710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5821   -9.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2908   -9.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2956  -10.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0800  -11.0118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5600  -10.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0721   -9.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1678  -11.1700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5797   -8.7164    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.3370  -11.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1373  -11.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3896  -12.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4724  -11.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6735  -11.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7333  -12.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1894  -12.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3771  -10.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8452  -13.3403    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.5337  -12.4504    0.0000 Br  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:

   

   ALA4871630

   ---

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: 371.60

Molecular Weight (Monoisotopic): 369.9632

AlogP: 2.70

#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: 2.92

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -1.47

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