2-(((2S,4S)-2-((1H-imidazol-1-yl)methyl)-2-(4-chlorophenethyl)-1,3-dioxolan-4-yl)methylthio)-5-(trifluoromethyl)pyridine

ID: ALA5079136

PubChem CID: 166628742

Max Phase: Preclinical

Molecular Formula: C22H21ClF3N3O2S

Molecular Weight: 483.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1ccc(SC[C@@H]2CO[C@](CCc3ccc(Cl)cc3)(Cn3ccnc3)O2)nc1

Standard InChI:  InChI=1S/C22H21ClF3N3O2S/c23-18-4-1-16(2-5-18)7-8-21(14-29-10-9-27-15-29)30-12-19(31-21)13-32-20-6-3-17(11-28-20)22(24,25)26/h1-6,9-11,15,19H,7-8,12-14H2/t19-,21-/m0/s1

Standard InChI Key:  QJIXKBNNYAEGKH-FPOVZHCZSA-N

Molfile:  

 
     RDKit          2D

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    8.2883   -8.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6173   -8.8475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0444   -9.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7599   -9.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4619   -5.9988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3326   -9.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2740   -4.5739    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5079136

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 483.94

Molecular Weight (Monoisotopic): 483.0995

AlogP: 5.49

#Rotatable Bonds: 8

Polar Surface Area: 49.17

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.43

CX LogP: 5.69

CX LogD: 5.66

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -1.07

References

1. Fallica AN, Sorrenti V, D'Amico AG, Salerno L, Romeo G, Intagliata S, Consoli V, Floresta G, Rescifina A, D'Agata V, Vanella L, Pittalà V..  (2021)  Discovery of Novel Acetamide-Based Heme Oxygenase-1 Inhibitors with Potent In Vitro Antiproliferative Activity.,  64  (18.0): [PMID:34472337] [10.1021/acs.jmedchem.1c00633]

Source

Source(1):

• Scientific Literature