SID124755680

ID: ALA2362674

PubChem CID: 53301507

Max Phase: Preclinical

Molecular Formula: C20H25NO5

Molecular Weight: 359.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2oc3c(c2C(=O)OCCN(C)C)C(O)CCC3)c1

Standard InChI:  InChI=1S/C20H25NO5/c1-21(2)10-11-25-20(23)18-17-15(22)8-5-9-16(17)26-19(18)13-6-4-7-14(12-13)24-3/h4,6-7,12,15,22H,5,8-11H2,1-3H3

Standard InChI Key:  YGPFOCHNQHDEHJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    0.9426    0.6618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103   -1.6111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5495   -1.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -1.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7736    1.5780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3383   -3.3452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9426   -0.6618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238    0.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492    0.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515   -0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5515    0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000    0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4223    0.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5390   -0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917    0.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702   -2.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0785   -2.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973    2.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846   -3.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8996   -3.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  1 10  1  0
  2 13  1  0
  2 22  1  0
  3 12  1  0
  4 13  2  0
  5 19  1  0
  5 24  1  0
  6 23  1  0
  6 25  1  0
  6 26  1  0
  7  8  1  0
  7  9  2  0
  7 13  1  0
  8 10  2  0
  8 12  1  0
  9 11  1  0
 10 14  1  0
 11 16  2  0
 11 17  1  0
 12 15  1  0
 14 18  1  0
 15 18  1  0
 16 19  1  0
 17 20  2  0
 19 21  2  0
 20 21  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2362674

   2-(Dimethylamino)ethyl 4-hydroxy-2-(3-methoxyphenyl)-4,5,6,7-tetrahydro-1-benzofuran-3-carboxylate

Molecule Features

Natural Product: No

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: 359.42

Molecular Weight (Monoisotopic): 359.1733

AlogP: 3.04

#Rotatable Bonds: 6

Polar Surface Area: 72.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: 8.42

CX LogP: 2.53

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.80

Np Likeness Score: 0.06

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays