sodium 4-methoxy-3H-spiro[1-benzofuran-2,1'-cyclohexane]-6-carboxylate

ID: ALA384823

PubChem CID: 23684450

Max Phase: Preclinical

Molecular Formula: C15H17NaO4

Molecular Weight: 262.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)[O-])cc2c1CC1(CCCCC1)O2.[Na+]

Standard InChI:  InChI=1S/C15H18O4.Na/c1-18-12-7-10(14(16)17)8-13-11(12)9-15(19-13)5-3-2-4-6-15;/h7-8H,2-6,9H2,1H3,(H,16,17);/q;+1/p-1

Standard InChI Key:  QBSMBFHUQMURLK-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    8.0125   -7.7417    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    2.7452   -7.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452   -8.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4563   -9.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674   -8.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674   -7.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4563   -7.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -5.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8663   -4.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0383   -4.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6304   -5.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8731   -6.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0421   -6.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7865   -6.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1269   -6.9263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -5.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3984   -6.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2735   -3.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0973   -3.9834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8571   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
 12  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 13  1  0
 12 13  2  0
 13 14  1  0
  7 14  1  0
  7 15  1  0
 15 12  1  0
  2  3  1  0
 16 17  1  0
 11 16  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
 18 19  1  0
 18 20  2  0
  9 18  1  0
M  CHG  2   1   1  19  -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: 3.78

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.89

Np Likeness Score: 0.53

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