1-((6-hydroxybenzo[d][1,3]dioxol-5-yl)(4-hydroxyphenyl)methyl)urea

ID: ALA4776335

PubChem CID: 340082

Max Phase: Preclinical

Molecular Formula: C15H14N2O5

Molecular Weight: 302.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)NC(c1ccc(O)cc1)c1cc2c(cc1O)OCO2

Standard InChI:  InChI=1S/C15H14N2O5/c16-15(20)17-14(8-1-3-9(18)4-2-8)10-5-12-13(6-11(10)19)22-7-21-12/h1-6,14,18-19H,7H2,(H3,16,17,20)

Standard InChI Key:  YMLDXKJGTOSLII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.0226  -11.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3093  -12.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1678  -11.4319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5949  -12.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5980   -9.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5960  -11.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8146  -12.5047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8818  -11.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0274  -12.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3075  -11.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2962  -11.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1704   -9.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1671   -8.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8067  -11.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8816  -10.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804  -12.6703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8683   -8.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5962   -8.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8601   -7.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4600  -11.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4598  -10.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7524  -11.4323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 11 14  1  0
  2  9  2  0
 15  5  2  0
  1  9  1  0
  8 15  1  0
  4 16  1  0
 13 12  2  0
  7 11  1  0
 17 13  1  0
 14  1  1  0
 10  6  1  0
 12 15  1  0
  6  8  1  0
  1 10  2  0
  6  4  2  0
  8  3  1  0
  5 18  1  0
  9  7  1  0
  4  2  1  0
 17 18  2  0
 17 19  1  0
  3 20  1  0
 20 21  2  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776335

   [(6-Hydroxy-1,3-benzodioxol-5-yl)-(4-hydroxyphenyl)methyl]urea

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: 302.29

Molecular Weight (Monoisotopic): 302.0903

AlogP: 1.58

#Rotatable Bonds: 3

Polar Surface Area: 114.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: ┄

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.69

Np Likeness Score: -0.03

References

1. Shergalis A,Xue D,Gharbia FZ,Driks H,Shrestha B,Tanweer A,Cromer K,Ljungman M,Neamati N.  (2020)  Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.,  63  (18): [PMID:32830969] [10.1021/acs.jmedchem.0c00728]

Source

Source(1):

• Scientific Literature