1-(Hydroxy)-1,2,3,6-tetrahydro-2,6-dioxo-4-(phenylamino)-pyrimidine-5-carboxamide

ID: ALA4534066

PubChem CID: 129907323

Max Phase: Preclinical

Molecular Formula: C7H10N4O4

Molecular Weight: 214.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNc1[nH]c(=O)n(O)c(=O)c1C(N)=O

Standard InChI:  InChI=1S/C7H10N4O4/c1-2-9-5-3(4(8)12)6(13)11(15)7(14)10-5/h9,15H,2H2,1H3,(H2,8,12)(H,10,14)

Standard InChI Key:  HTCQYLCJHWSJCS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    6.1702   -6.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -6.7257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884   -6.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5884   -5.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -5.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1702   -5.4999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2975   -5.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2975   -4.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8793   -4.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4653   -6.7257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2975   -6.7257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2975   -7.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0025   -7.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4653   -5.0872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0059   -5.4945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  4  7  1  0
  5  9  2  0
  1 10  2  0
 12 13  1  0
 11 12  1  0
  3 11  1  0
  6 14  1  0
  7 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534066

   ---

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: 214.18

Molecular Weight (Monoisotopic): 214.0702

AlogP: -1.70

#Rotatable Bonds: 3

Polar Surface Area: 130.21

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.38

CX Basic pKa: ┄

CX LogP: -1.79

CX LogD: -3.66

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.45

Np Likeness Score: -0.43

References

1. Wu B, Tang J, Wilson DJ, Huber AD, Casey MC, Ji J, Kankanala J, Xie J, Sarafianos SG, Wang Z..  (2016)  3-Hydroxypyrimidine-2,4-dione-5-N-benzylcarboxamides Potently Inhibit HIV-1 Integrase and RNase H.,  59  (13): [PMID:27283261] [10.1021/acs.jmedchem.6b00040]

Source

Source(1):

• Scientific Literature