sodium 4-methoxy-3H-spiro[1-benzofuran-2,1'-cyclohexane]-7-carboxylate

ID: ALA214540

PubChem CID: 44416622

Max Phase: Preclinical

Molecular Formula: C15H17NaO4

Molecular Weight: 262.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)[O-])c2c1CC1(CCCCC1)O2.[Na+]

Standard InChI:  InChI=1S/C15H18O4.Na/c1-18-12-6-5-10(14(16)17)13-11(12)9-15(19-13)7-3-2-4-8-15;/h5-6H,2-4,7-9H2,1H3,(H,16,17);/q;+1/p-1

Standard InChI Key:  IJHDZMSPUUYSFF-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.6756   -5.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6756   -6.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646   -6.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -6.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -5.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646   -4.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -2.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5546   -2.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3825   -2.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7904   -2.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5477   -3.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -3.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6344   -4.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -4.3097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -2.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034   -3.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978   -2.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6127   -2.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -3.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -5.9000    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
 11  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 12  1  0
 11 12  2  0
 12 13  1  0
  6 13  1  0
  6 14  1  0
 14 11  1  0
  1  2  1  0
  1  6  1  0
 15 16  1  0
 15 17  2  0
  7 15  1  0
  2  3  1  0
  3  4  1  0
 18 19  1  0
 10 18  1  0
M  CHG  2  16  -1  20   1
M  END

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: 262.30

Molecular Weight (Monoisotopic): 262.1205

AlogP: 3.03

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.00

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: -0.08

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.89

Np Likeness Score: 0.64

References

1. Useglio M, Castellano PM, Operto MA, Torres R, Kaufman TS..  (2006)  Synthesis of 3H-spiro[benzofuran-2,1'-cyclohexane] derivatives from naturally occurring filifolinol and their classical complement pathway inhibitory activity.,  16  (19): [PMID:16875818] [10.1016/j.bmcl.2006.07.029]

Source

Source(1):

• Scientific Literature