(R)-2-(4-((1-(2,4-dichlorobenzyl)-2,5-dioxoimidazolidin-4-ylidene)methyl)-2-methoxyphenoxy)propanoic acid

ID: ALA598786

PubChem CID: 1311699

Max Phase: Preclinical

Molecular Formula: C21H18Cl2N2O6

Molecular Weight: 465.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 01138375 | CHEMBL598786|ZINC 01138375|BDBM50481413

Canonical SMILES:  COc1cc(/C=C2/NC(=O)N(Cc3ccc(Cl)cc3Cl)C2=O)ccc1O[C@H](C)C(=O)O

Standard InChI:  InChI=1S/C21H18Cl2N2O6/c1-11(20(27)28)31-17-6-3-12(8-18(17)30-2)7-16-19(26)25(21(29)24-16)10-13-4-5-14(22)9-15(13)23/h3-9,11H,10H2,1-2H3,(H,24,29)(H,27,28)/b16-7+/t11-/m1/s1

Standard InChI Key:  DPLIRFKSBJFEEF-PFJSLNBISA-N

Molfile:  

     RDKit          2D

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   -5.2295   -3.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8356   -5.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9505   -6.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4591   -6.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8529   -4.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7381   -3.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0287   -5.1303    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7510   -7.0202    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA598786

   (2R)-2-[4-[(E)-[1-[(2,4-dichlorophenyl)methyl]-2,5-dioxoimidazolidin-4-ylidene]methyl]-2-methoxyphenoxy]propanoic 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: 465.29

Molecular Weight (Monoisotopic): 464.0542

AlogP: 3.95

#Rotatable Bonds: 7

Polar Surface Area: 105.17

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 0.16

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.47

Np Likeness Score: -1.06

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

Source

Source(1):

• Scientific Literature