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

ID: ALA4757375

PubChem CID: 162657110

Max Phase: Preclinical

Molecular Formula: C12H14N6O4

Molecular Weight: 306.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)c1cnc2c(=O)[nH]c(N)nc2n1)C(=O)O

Standard InChI:  InChI=1S/C12H14N6O4/c1-4(2)6(11(21)22)16-9(19)5-3-14-7-8(15-5)17-12(13)18-10(7)20/h3-4,6H,1-2H3,(H,16,19)(H,21,22)(H3,13,15,17,18,20)/t6-/m0/s1

Standard InChI Key:  MHYPVWJJBIITGJ-LURJTMIESA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   27.2422   -3.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9678   -4.0432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2115   -2.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4837   -2.4505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7646   -2.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7646   -3.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0502   -2.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0502   -1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3382   -1.1976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6278   -1.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6278   -2.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3312   -2.8515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9136   -2.8466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1993   -2.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4831   -2.8518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1993   -1.6082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9136   -1.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9136   -0.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9087   -2.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6365   -2.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8779   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5450   -4.0973    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
  3 19  1  1
 19 20  1  0
 19 21  1  0
  1 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757375

   ---

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: 306.28

Molecular Weight (Monoisotopic): 306.1077

AlogP: -0.87

#Rotatable Bonds: 4

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: 2.71

CX Basic pKa: ┄

CX LogP: -0.56

CX LogD: -4.07

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -0.48

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