6,7-Dichloro-2-isopropyl-5-[3-(pyridin-4-ylsulfanylmethyl)-benzyloxy]-indan-1-one

ID: ALA179171

PubChem CID: 11648510

Max Phase: Preclinical

Molecular Formula: C25H23Cl2NO2S

Molecular Weight: 472.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1Cc2cc(OCc3cccc(CSc4ccncc4)c3)c(Cl)c(Cl)c2C1=O

Standard InChI:  InChI=1S/C25H23Cl2NO2S/c1-15(2)20-11-18-12-21(23(26)24(27)22(18)25(20)29)30-13-16-4-3-5-17(10-16)14-31-19-6-8-28-9-7-19/h3-10,12,15,20H,11,13-14H2,1-2H3

Standard InChI Key:  JTZQHJFWRXNBEQ-UHFFFAOYSA-N

Molfile:  

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    2.1000   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417    1.7333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0458    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3917   -1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA179171

   6,7-Dichloro-2-isopropyl-5-[3-(pyridin-4-ylsulfanylmethyl)-benzyloxy]-indan-1-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: 472.44

Molecular Weight (Monoisotopic): 471.0827

AlogP: 7.27

#Rotatable Bonds: 7

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.03

CX LogP: 6.92

CX LogD: 6.92

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -0.31

References

1. Pinkerton AB, Cube RV, Hutchinson JH, James JK, Gardner MF, Rowe BA, Schaffhauser H, Rodriguez DE, Campbell UC, Daggett LP, Vernier JM..  (2005)  Allosteric potentiators of the metabotropic glutamate receptor 2 (mGlu2). Part 3: Identification and biological activity of indanone containing mGlu2 receptor potentiators.,  15  (6): [PMID:15745798] [10.1016/j.bmcl.2005.01.077]

Source

Source(1):

• Scientific Literature