methyl 3-hydroxy-2-methoxybenzoate

ID: ALA2252249

Cas Number: 2169-25-7

PubChem CID: 14815291

Max Phase: Preclinical

Molecular Formula: C9H10O4

Molecular Weight: 182.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(O)c1OC

Standard InChI:  InChI=1S/C9H10O4/c1-12-8-6(9(11)13-2)4-3-5-7(8)10/h3-5,10H,1-2H3

Standard InChI Key:  NKRCBDHKPQKBBU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    6.8146   -6.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2271   -5.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8146   -5.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2271   -4.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0521   -4.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4646   -5.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0521   -5.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896   -6.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2271   -7.1645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9896   -5.0211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771   -5.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8146   -3.5921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0521   -7.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
  3 10  1  0
  4 12  1  0
  9 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252249

   METHYL 3-HYDROXY-2-METHOXYBENZOATE

Molecule Features

Natural Product: Yes

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: 182.18

Molecular Weight (Monoisotopic): 182.0579

AlogP: 1.19

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.72

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.51

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.70

Np Likeness Score: 0.31

References

1. Sunnerheim K, Nordqvist A, Nordlander G, Borg-Karlson AK, Unelius CR, Bohman B, Nordenhem H, Hellqvist C, Karlén A..  (2007)  Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach.,  55  (23): [PMID:17927202] [10.1021/jf070014p]

2. Chang FR, Li PS, Huang Liu R, Hu HC, Hwang TL, Lee JC, Chen SL, Wu YC, Cheng YB..  (2018)  Bioactive Phenolic Components from the Twigs of Atalantia buxifolia.,  81  (7): [PMID:29975532] [10.1021/acs.jnatprod.7b00938]

Source

Source(1):

• Scientific Literature