ID: ALA1668603

Max Phase: Preclinical

Molecular Formula: C8H10O2

Molecular Weight: 138.17

Molecule Type: Small molecule

Representations

Synonyms (1): 1,2-Dimethoxybenzene
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccccc1OC

Standard InChI:  InChI=1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3

Standard InChI Key:  ABDKAPXRBAPSQN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 138.17

Molecular Weight (Monoisotopic): 138.0681

AlogP: 1.70

#Rotatable Bonds: 2

Polar Surface Area: 18.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.62

Np Likeness Score: -0.18

References

1. Durdagi S, Şentürk M, Ekinci D, Balaydın HT, Göksu S, Küfrevioğlu Öİ, Innocenti A, Scozzafava A, Supuran CT..  (2011)  Kinetic and docking studies of phenol-based inhibitors of carbonic anhydrase isoforms I, II, IX and XII evidence a new binding mode within the enzyme active site.,  19  (4): [PMID:21282059] [10.1016/j.bmc.2011.01.016]

2. Balaydın HT, Sentürk M, Menzek A..  (2012)  Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives.,  22  (3): [PMID:22230050] [10.1016/j.bmcl.2011.12.069]

3. Ekinci D, Cavdar H, Durdagi S, Talaz O, Sentürk M, Supuran CT..  (2012)  Structure-activity relationships for the interaction of 5,10-dihydroindeno[1,2-b]indole derivatives with human and bovine carbonic anhydrase isoforms I, II, III, IV and VI.,  49  [PMID:22245047] [10.1016/j.ejmech.2011.12.022]

4. Akhtar Y, Isman MB, Paduraru PM, Nagabandi S, Nair R, Plettner E..  (2007)  Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.,  55  (25): [PMID:18020407] [10.1021/jf071636d]

5. Carta F, Vullo D, Maresca A, Scozzafava A, Supuran CT..  (2013)  Mono-/dihydroxybenzoic acid esters and phenol pyridinium derivatives as inhibitors of the mammalian carbonic anhydrase isoforms I, II, VII, IX, XII and XIV.,  21  (6): [PMID:22668600] [10.1016/j.bmc.2012.05.019]

6. PubChem BioAssay data set, 

7. Alam MI, Alam MA, Alam O, Nargotra A, Taneja SC, Koul S..  (2016)  Molecular modeling and snake venom phospholipase A2 inhibition by phenolic compounds: Structure-activity relationship.,  114  [PMID:26986086] [10.1016/j.ejmech.2016.03.008]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays