1-(((2R,4S)-2-(4-chlorophenethyl)-4-(tosylmethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole

ID: ALA4516867

PubChem CID: 155540409

Max Phase: Preclinical

Molecular Formula: C23H25ClN2O4S

Molecular Weight: 460.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)C[C@@H]2CO[C@@](CCc3ccc(Cl)cc3)(Cn3ccnc3)O2)cc1

Standard InChI:  InChI=1S/C23H25ClN2O4S/c1-18-2-8-22(9-3-18)31(27,28)15-21-14-29-23(30-21,16-26-13-12-25-17-26)11-10-19-4-6-20(24)7-5-19/h2-9,12-13,17,21H,10-11,14-16H2,1H3/t21-,23+/m0/s1

Standard InChI Key:  KSLIHKHOUUSDEP-JTHBVZDNSA-N

Molfile:  

 
     RDKit          2D

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   25.3329   -3.8342    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.9243   -3.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2268   -6.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9366   -6.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6422   -6.3157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3878   -6.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9315   -6.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5193   -5.3261    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7209   -5.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.8898   -5.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6354   -5.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8182   -5.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5639   -5.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3412   -4.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0420   -3.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7518   -3.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4567   -3.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4526   -2.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7376   -2.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0356   -2.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3989   -6.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6937   -6.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6974   -7.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4122   -7.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1144   -7.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9924   -7.9780    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.1574   -2.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 19  1  0
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 27 28  1  0
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 27 30  1  0
 22 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516867

   ---

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: 460.98

Molecular Weight (Monoisotopic): 460.1224

AlogP: 4.06

#Rotatable Bonds: 8

Polar Surface Area: 70.42

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.52

CX Basic pKa: 6.43

CX LogP: 4.57

CX LogD: 4.54

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -0.81

References

1. Intagliata S, Salerno L, Ciaffaglione V, Leonardi C, Fallica AN, Carota G, Amata E, Marrazzo A, Pittalà V, Romeo G..  (2019)  Heme Oxygenase-2 (HO-2) as a therapeutic target: Activators and inhibitors.,  183  [PMID:31550661] [10.1016/j.ejmech.2019.111703]

Source

Source(1):

• Scientific Literature