(R)-7-(7-chloro-6-hydroxy-3,7-dimethyloct-2-enyloxy)-2H-chromen-2-one

ID: ALA2346912

Chembl Id: CHEMBL2346912

Cas Number: 169869-82-3

PubChem CID: 71717738

Max Phase: Preclinical

Molecular Formula: C19H23ClO4

Molecular Weight: 350.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\COc1ccc2ccc(=O)oc2c1)CC[C@@H](O)C(C)(C)Cl

Standard InChI:  InChI=1S/C19H23ClO4/c1-13(4-8-17(21)19(2,3)20)10-11-23-15-7-5-14-6-9-18(22)24-16(14)12-15/h5-7,9-10,12,17,21H,4,8,11H2,1-3H3/b13-10+/t17-/m1/s1

Standard InChI Key:  LJKOFXGMGDOURN-JIIJFUIFSA-N

Alternative Forms

1. Parent:

   

   ALA2346912

   7-[[(2E,6R)-7-Chloro-6-hydroxy-3,7-dimethyl-2-octen-1-yl]oxy]-2H-1-benzopyran-2-one

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: 350.84

Molecular Weight (Monoisotopic): 350.1285

AlogP: 4.28

#Rotatable Bonds: 7

Polar Surface Area: 59.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: 1.42

References

1. Li J, Mahdi F, Du L, Jekabsons MB, Zhou YD, Nagle DG..  (2013)  Semisynthetic studies identify mitochondria poisons from botanical dietary supplements--geranyloxycoumarins from Aegle marmelos.,  21  (7): [PMID:23434131] [10.1016/j.bmc.2013.01.048]

Source

Source(1):

• Scientific Literature