4-((1-(3,4-Dichlorobenzyl)-3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)amino)benzoic acid

ID: ALA5075801

PubChem CID: 129269132

Max Phase: Preclinical

Molecular Formula: C21H17Cl2N5O4

Molecular Weight: 474.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(Nc2ccc(C(=O)O)cc2)nc2c1c(=O)n(Cc1ccc(Cl)c(Cl)c1)c(=O)n2C

Standard InChI:  InChI=1S/C21H17Cl2N5O4/c1-26-16-17(25-20(26)24-13-6-4-12(5-7-13)19(30)31)27(2)21(32)28(18(16)29)10-11-3-8-14(22)15(23)9-11/h3-9H,10H2,1-2H3,(H,24,25)(H,30,31)

Standard InChI Key:  FYAJFNIHHGJBTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.3477   -8.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -9.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0610   -9.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772   -9.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -8.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0593   -7.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4921   -9.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2056   -9.1587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9211   -9.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9208   -7.9232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2031   -8.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9208  -10.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4889   -7.9225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9223   -7.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6333   -7.9221    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6320   -9.5731    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6355   -8.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307   -9.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4165   -9.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9069   -8.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4242   -8.0854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7316   -8.7625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1480   -8.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9741   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3905   -7.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9856   -6.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1601   -6.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7393   -7.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6668  -10.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4048   -5.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2294   -5.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9992   -5.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 11  1  0
  9 18  1  0
 17 10  1  0
 10 11  1  0
  9 12  2  0
 11 13  2  0
 10 14  1  0
  1 15  1  0
  2 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 20 22  1  0
 23 22  1  0
 23 24  2  0
 23 28  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 19 29  1  0
 26 30  1  0
 30 31  2  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5075801

   ---

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: 474.30

Molecular Weight (Monoisotopic): 473.0658

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 111.15

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 1.44

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -1.47

References

1. Lee LC, Peng YH, Chang HH, Hsu T, Lu CT, Huang CH, Hsueh CC, Kung FC, Kuo CC, Jiaang WT, Wu SY..  (2021)  Xanthine Derivatives Reveal an Allosteric Binding Site in Methylenetetrahydrofolate Dehydrogenase 2 (MTHFD2).,  64  (15.0): [PMID:34337952] [10.1021/acs.jmedchem.1c00663]

Source

Source(1):

• Scientific Literature