ID: ALA2040554

Chembl Id: CHEMBL2040554

Max Phase: Preclinical

Molecular Formula: C23H30ClNO4

Molecular Weight: 419.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(O)=C/C(=O)C1(Cc2ccc(Cl)cc2)CCN(CC2CCCCC2)CC1

Standard InChI:  InChI=1S/C23H30ClNO4/c24-19-8-6-17(7-9-19)15-23(21(27)14-20(26)22(28)29)10-12-25(13-11-23)16-18-4-2-1-3-5-18/h6-9,14,18,26H,1-5,10-13,15-16H2,(H,28,29)/b20-14-

Standard InChI Key:  XWMHHMXKNMXGDP-ZHZULCJRSA-N

Alternative Forms

1. Parent:

   

   ALA2040554

   ---

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: 419.95

Molecular Weight (Monoisotopic): 419.1863

AlogP: 4.64

#Rotatable Bonds: 7

Polar Surface Area: 77.84

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.51

CX Basic pKa: 9.43

CX LogP: 2.38

CX LogD: 2.37

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.13

References

1. Baughman BM, Jake Slavish P, DuBois RM, Boyd VA, White SW, Webb TR..  (2012)  Identification of influenza endonuclease inhibitors using a novel fluorescence polarization assay.,  7  (3): [PMID:22211528] [10.1021/cb200439z]

2. Hastings JC, Selnick H, Wolanski B, Tomassini JE..  (1996)  Anti-influenza virus activities of 4-substituted 2,4-dioxobutanoic acid inhibitors.,  40  (5): [PMID:8723491] [10.1128/aac.40.5.1304]

3. 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]

4. Yan Z, Zhang L, Fu H, Wang Z, Lin J..  (2014)  Design of the influenza virus inhibitors targeting the PA endonuclease using 3D-QSAR modeling, side-chain hopping, and docking.,  24  (2): [PMID:24365156] [10.1016/j.bmcl.2013.12.026]

5. Ju H, Zhang J, Huang B, Kang D, Huang B, Liu X, Zhan P..  (2017)  Inhibitors of Influenza Virus Polymerase Acidic (PA) Endonuclease: Contemporary Developments and Perspectives.,  60  (9): [PMID:28118010] [10.1021/acs.jmedchem.6b01227]

6. 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