5-(p-OH-phenyl)-5-phenylhydantoin

ID: ALA1908021

Cas Number: 2784-27-2

PubChem CID: 17732

Product Number: H169223, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H12N2O3

Molecular Weight: 268.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2ccccc2)(c2ccc(O)cc2)N1

Standard InChI:  InChI=1S/C15H12N2O3/c18-12-8-6-11(7-9-12)15(10-4-2-1-3-5-10)13(19)16-14(20)17-15/h1-9,18H,(H2,16,17,19,20)

Standard InChI Key:  XEEDURHPFVXALT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    3.9137   -2.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5991   -1.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -0.0408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1701    0.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9186   -1.0304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6594    1.3651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5959   -3.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934   -3.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8903   -5.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5897   -6.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2922   -5.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2953   -3.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1034   -3.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5872   -7.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  0
  4  6  2  0
  2  7  1  0
  2  8  1  0
  8  9  1  0
  8 13  2  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  7 14  1  0
  7 18  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  1 19  2  0
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908021

   5-(4-Hydroxyphenyl)-5-phenylhydantoin

Molecule Features

Natural Product: Yes

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: 268.27

Molecular Weight (Monoisotopic): 268.0848

AlogP: 1.48

#Rotatable Bonds: 2

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.44

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.81

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 0.00

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

2. PubChem BioAssay data set, 

3. Zhou J, Tracy TS, Remmel RP..  (2011)  Correlation between bilirubin glucuronidation and estradiol-3-gluronidation in the presence of model UDP-glucuronosyltransferase 1A1 substrates/inhibitors.,  39  (2): [PMID:21030469] [10.1124/dmd.110.035030]

4. Drug metabolism data, 

5. Tomohara K, Hasegawa N, Adachi I, Horino Y, Nose T..  (2020)  Early identification of promiscuous attributes of aldose reductase inhibitors using a DMSO-perturbation assay.,  30  (2): [PMID:31744675] [10.1016/j.bmcl.2019.126815]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Curated Drug Metabolism Pathways