4-Cyclohexyl-2-hydroxy-4-oxo-but-2-enoic acid

ID: ALA2040641

Chembl Id: CHEMBL2040641

PubChem CID: 6479289

Max Phase: Preclinical

Molecular Formula: C10H14O4

Molecular Weight: 198.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(O)=C/C(=O)C1CCCCC1

Standard InChI:  InChI=1S/C10H14O4/c11-8(6-9(12)10(13)14)7-4-2-1-3-5-7/h6-7,12H,1-5H2,(H,13,14)/b9-6-

Standard InChI Key:  OFOKTIUODIQWHZ-TWGQIWQCSA-N

Alternative Forms

1. Parent:

   

   ALA2040641

   (Z)-4-cyclohexyl-2-hydroxy-4-oxo-but-2-enoic acid

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: 198.22

Molecular Weight (Monoisotopic): 198.0892

AlogP: 1.66

#Rotatable Bonds: 3

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.96

CX Basic pKa:

CX LogP: 1.88

CX LogD: -1.60

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.53

Np Likeness Score: 0.42

References

1. Parkes KE, Ermert P, Fässler J, Ives J, Martin JA, Merrett JH, Obrecht D, Williams G, Klumpp K..  (2003)  Use of a pharmacophore model to discover a new class of influenza endonuclease inhibitors.,  46  (7): [PMID:12646026] [10.1021/jm020334u]

2. Tomassini J, Selnick H, Davies ME, Armstrong ME, Baldwin J, Bourgeois M, Hastings J, Hazuda D, Lewis J, McClements W..  (1994)  Inhibition of cap (m7GpppXm)-dependent endonuclease of influenza virus by 4-substituted 2,4-dioxobutanoic acid compounds.,  38  (12): [PMID:7695269] [10.1128/aac.38.12.2827]

3. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source

Source(1):

• Scientific Literature