(6-[[(E)-(4-hydroxyphenyl)methyleneamino]-methyl-amino]-3-methyl-lH-pyrimidine-2,4-dione

ID: ALA4647422

PubChem CID: 156021015

Max Phase: Preclinical

Molecular Formula: C13H14N4O3

Molecular Weight: 274.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(/N=C/c1ccc(O)cc1)c1cc(=O)n(C)c(=O)[nH]1

Standard InChI:  InChI=1S/C13H14N4O3/c1-16-12(19)7-11(15-13(16)20)17(2)14-8-9-3-5-10(18)6-4-9/h3-8,18H,1-2H3,(H,15,20)/b14-8+

Standard InChI Key:  WPHWOEGYLVUVDK-RIYZIHGNSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.8739  -28.1316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870  -27.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003  -28.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003  -28.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870  -29.3676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8739  -28.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568  -29.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131  -29.3674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7302  -28.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7302  -28.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4430  -27.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4433  -26.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1538  -26.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8669  -26.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8692  -27.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1603  -28.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5840  -26.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0131  -30.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870  -26.8917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568  -27.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  1  0
  1  6  1  0
  6  7  2  0
  4  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
  8 18  1  0
  2 19  2  0
  1 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647422

   ---

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: 274.28

Molecular Weight (Monoisotopic): 274.1066

AlogP: 0.25

#Rotatable Bonds: 3

Polar Surface Area: 90.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.07

CX Basic pKa: 2.75

CX LogP: 0.76

CX LogD: 0.75

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.62

Np Likeness Score: -0.57

References

1. Letfus V, Jelić D, Bokulić A, Petrinić Grba A, Koštrun S..  (2020)  Rational design, synthesis and biological profiling of new KDM4C inhibitors.,  28  (1): [PMID:31784197] [10.1016/j.bmc.2019.115128]

Source

Source(1):

• Scientific Literature