2-(2-amino-4-oxo-3,4-dihydropteridine-7-carboxamido)acetic acid

ID: ALA4777280

PubChem CID: 136846152

Max Phase: Preclinical

Molecular Formula: C9H8N6O4

Molecular Weight: 264.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2nc(C(=O)NCC(=O)O)cnc2c(=O)[nH]1

Standard InChI:  InChI=1S/C9H8N6O4/c10-9-14-6-5(8(19)15-9)11-1-3(13-6)7(18)12-2-4(16)17/h1H,2H2,(H,12,18)(H,16,17)(H3,10,13,14,15,19)

Standard InChI Key:  CGDYFAVFPXPHPZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    7.6428   -4.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3511   -4.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6428   -3.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9425   -2.7915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -3.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -4.0273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -2.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -1.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8039   -1.5430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -2.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969   -3.1931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3825   -3.1882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -2.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9555   -3.1934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6699   -1.9527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3825   -1.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3825   -0.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287   -4.4321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  4  3  1  0
  5  4  1  0
  5  6  2  0
  7  5  1  0
  7  8  1  0
  8  9  2  0
 10  9  1  0
 10 11  2  0
 11 12  1  0
 12  7  2  0
 13 11  1  0
 14 13  2  0
 14 15  1  0
 16 14  1  0
 16 17  1  0
 17 10  1  0
 17 18  2  0
  1 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777280

   ---

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: 264.20

Molecular Weight (Monoisotopic): 264.0607

AlogP: -1.89

#Rotatable Bonds: 3

Polar Surface Area: 163.95

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.40

CX Basic pKa: ┄

CX LogP: -2.02

CX LogD: -5.54

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.50

Np Likeness Score: -0.56

References

1. Saito R,Suzuki S,Sasaki K.  (2016)  Pterin-7-carboxamides as a new class of aldose reductase inhibitors.,  26  (20.0): [PMID:27666634] [10.1016/j.bmcl.2016.09.033]

Source

Source(1):

• Scientific Literature