8-(6-(1,3-dimethyl-2,6-dioxo-2,3,4,5,6,9-hexahydro-1H-purin-8-yl)-4-oxopiperidin-2-yl)-1,3-dimethyl-1H-purine-2,6(3H,9H)-dione

ID: ALA2063510

PubChem CID: 70692857

Max Phase: Preclinical

Molecular Formula: C19H23N9O5

Molecular Weight: 457.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-106221 | CHEMBL2063510

Canonical SMILES:  CN1C(=O)C2N=C(C3CC(=O)CC(c4nc5c(=O)n(C)c(=O)n(C)c5[nH]4)N3)NC2N(C)C1=O

Standard InChI:  InChI=1S/C19H23N9O5/c1-25-14-10(16(30)27(3)18(25)32)21-12(23-14)8-5-7(29)6-9(20-8)13-22-11-15(24-13)26(2)19(33)28(4)17(11)31/h8-10,14,20H,5-6H2,1-4H3,(H,21,23)(H,22,24)

Standard InChI Key:  KPXMZOXFQFCLGB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    7.7190   -9.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602   -6.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9849   -5.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1602   -5.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7456   -5.9651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7486   -4.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496   -7.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3949   -5.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9866   -6.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -7.2913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2932   -6.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2025   -6.1322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0098   -7.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0162   -8.1839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286   -8.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4429   -8.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4403   -7.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7233   -6.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1536   -6.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0444   -9.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3804   -9.9143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1162  -10.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2912  -10.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745  -11.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2781  -12.1147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1031  -12.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5245  -11.4110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3491  -11.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8583  -12.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5081  -12.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0498  -11.3872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3982   -4.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -5.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  8  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  2  7  2  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  1  0
 11 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 15  1  1  0
  1 20  2  0
 20 23  1  0
 22 21  1  0
 21  1  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  0
 26 30  2  0
 24 31  2  0
  3 32  1  0
  2  9  1  0
  5 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2063510

   8-[6-(1,3-dimethyl-2,6-dioxo-5,7-dihydro-4H-purin-8-yl)-4-oxopiperidin-2-yl]-1,3-dimethyl-7H-purine-2,6-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 457.45

Molecular Weight (Monoisotopic): 457.1822

AlogP: -2.46

#Rotatable Bonds: 2

Polar Surface Area: 166.79

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.60

CX Basic pKa: 4.34

CX LogP: -2.34

CX LogD: -2.52

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.45

Np Likeness Score: -0.16

References

1. Roldós V, Carbajo RJ, Schott AK, Pineda-Lucena A, Ochoa-Callejero L, Martínez A, Ramos A, de Pascual-Teresa B..  (2012)  Identification of first proadrenomedullin N-terminal 20 peptide (PAMP) modulator by means of virtual screening and NMR interaction experiments.,  55  [PMID:22884224] [10.1016/j.ejmech.2012.07.031]

Source

Source(1):

• Scientific Literature