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

ID: ALA4874124

PubChem CID: 162767101

Max Phase: Preclinical

Molecular Formula: C14H10ClF3N4O

Molecular Weight: 342.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(Cl)c2c(n1)N(Cc1ccc(C(F)(F)F)cc1)C(=O)C2

Standard InChI:  InChI=1S/C14H10ClF3N4O/c15-11-9-5-10(23)22(12(9)21-13(19)20-11)6-7-1-3-8(4-2-7)14(16,17)18/h1-4H,5-6H2,(H2,19,20,21)

Standard InChI Key:  RFNSMFOUHVZBMK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    7.9325  -25.7168    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7220  -26.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5136  -26.2953    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663  -24.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652  -24.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7732  -25.2324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7714  -23.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801  -24.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849  -24.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2693  -25.0733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7493  -24.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614  -23.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3571  -25.2315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690  -22.7779    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5263  -25.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3266  -26.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5789  -26.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6617  -25.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8628  -25.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9226  -26.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3787  -26.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5664  -24.3996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9803  -27.2874    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  5 13  1  0
  7 14  1  0
 10 15  1  0
 15 16  1  0
 16 17  2  0
 17 21  1  0
 20 18  1  0
 18 19  2  0
 19 16  1  0
 20 21  2  0
 11 22  2  0
 20  2  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874124

   ---

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: 342.71

Molecular Weight (Monoisotopic): 342.0495

AlogP: 2.82

#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: 2.88

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.85

Np Likeness Score: -1.22

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