6-((2,3-Dimethoxyphenyl)(morpholino)methyl)-2,2-difluorobenzo[d][1,3]dioxol-5-ol

ID: ALA4791006

PubChem CID: 162671401

Max Phase: Preclinical

Molecular Formula: C20H21F2NO6

Molecular Weight: 409.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(c2cc3c(cc2O)OC(F)(F)O3)N2CCOCC2)c1OC

Standard InChI:  InChI=1S/C20H21F2NO6/c1-25-15-5-3-4-12(19(15)26-2)18(23-6-8-27-9-7-23)13-10-16-17(11-14(13)24)29-20(21,22)28-16/h3-5,10-11,18,24H,6-9H2,1-2H3

Standard InChI Key:  ZLRIEFNTOOLHMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.5924  -12.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8111  -12.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8111  -11.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061  -10.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3970  -11.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3970  -12.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061  -12.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6920  -12.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5648  -12.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2739  -12.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9830  -12.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9830  -11.2746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3970   -9.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3970   -8.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6920   -8.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9830   -8.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9830   -9.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061   -8.4144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061   -7.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1061  -10.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8111   -9.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791006

   ---

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: 409.39

Molecular Weight (Monoisotopic): 409.1337

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 69.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.64

CX Basic pKa: 6.02

CX LogP: 3.88

CX LogD: 3.83

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.81

Np Likeness Score: -0.52

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