(E)-3-[4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenyl]-acrylic acid

ID: ALA182735

PubChem CID: 10161481

Max Phase: Preclinical

Molecular Formula: C22H17F6NO3

Molecular Weight: 457.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1c[nH]c2ccc(Oc3c(C(F)(F)F)cc(/C=C/C(=O)O)cc3C(F)(F)F)cc12

Standard InChI:  InChI=1S/C22H17F6NO3/c1-11(2)15-10-29-18-5-4-13(9-14(15)18)32-20-16(21(23,24)25)7-12(3-6-19(30)31)8-17(20)22(26,27)28/h3-11,29H,1-2H3,(H,30,31)/b6-3+

Standard InChI Key:  ZOZISPMEYNRQNA-ZZXKWVIFSA-N

Molfile:  

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    2.0542    1.4833    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1500   -1.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA182735

   (E)-3-[4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenyl]-acrylic 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: 457.37

Molecular Weight (Monoisotopic): 457.1113

AlogP: 7.22

#Rotatable Bonds: 5

Polar Surface Area: 62.32

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.82

CX Basic pKa: ┄

CX LogP: 6.74

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.12

References

1. Haning H, Woltering M, Mueller U, Schmidt G, Schmeck C, Voehringer V, Kretschmer A, Pernerstorfer J..  (2005)  Novel heterocyclic thyromimetics.,  15  (7): [PMID:15780617] [10.1016/j.bmcl.2005.02.028]

Source

Source(1):

• Scientific Literature