4-(5-chloro-2-hydroxyphenethyl)benzene-1,2-diol

ID: ALA5277236

Max Phase: Preclinical

Molecular Formula: C14H13ClO3

Molecular Weight: 264.71

Names and Identifiers

Canonical SMILES:  Oc1ccc(CCc2cc(Cl)ccc2O)cc1O

Standard InChI:  InChI=1S/C14H13ClO3/c15-11-4-6-12(16)10(8-11)3-1-9-2-5-13(17)14(18)7-9/h2,4-8,16-18H,1,3H2

Standard InChI Key:  ATMAVLFWVXOMGQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -1.8608   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2728   -0.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612   -0.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0353   -0.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6190   -0.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316   -1.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2068   -0.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6197   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4456   -0.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8588    0.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6822    0.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6858   -0.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604   -0.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2742    0.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0987   -0.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4459    1.4301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0987   -1.4290    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
  3 15  1  0
  2 16  1  0
 10 17  1  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5277236

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 264.71

Molecular Weight (Monoisotopic): 264.0553

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 4.19

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: 0.28

References

1. He L, Su Q, Bai L, Li M, Liu J, Liu X, Zhang C, Jiang Z, He J, Shi J, Huang S, Guo L..  (2020)  Recent research progress on natural small molecule bibenzyls and its derivatives in Dendrobium species.,  204  [PMID:32711292] [10.1016/j.ejmech.2020.112530]

Source

Source(1):

• Scientific Literature