4-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)butyl 4-carbamothioylbenzoate

ID: ALA5192985

PubChem CID: 168285779

Max Phase: Preclinical

Molecular Formula: C23H27ClN2O3S

Molecular Weight: 447.00

Names and Identifiers

Canonical SMILES:  NC(=S)c1ccc(C(=O)OCCCCN2CCC(O)(c3ccc(Cl)cc3)CC2)cc1

Standard InChI:  InChI=1S/C23H27ClN2O3S/c24-20-9-7-19(8-10-20)23(28)11-14-26(15-12-23)13-1-2-16-29-22(27)18-5-3-17(4-6-18)21(25)30/h3-10,28H,1-2,11-16H2,(H2,25,30)

Standard InChI Key:  IHAPRJBOWKJZEK-UHFFFAOYSA-N

Molfile:  

 
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   -5.3855    3.8691    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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    5.3855   -2.8585    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5192985

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.00

Molecular Weight (Monoisotopic): 446.1431

AlogP: 3.89

#Rotatable Bonds: 8

Polar Surface Area: 75.79

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.78

CX Basic pKa: 8.99

CX LogP: 3.88

CX LogD: 2.28

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.36

Np Likeness Score: -0.72

References

1. Dichiara M, Artacho-Cordón A, Turnaturi R, Santos-Caballero M, González-Cano R, Pasquinucci L, Barbaraci C, Rodríguez-Gómez I, Gómez-Guzmán M, Marrazzo A, Cobos EJ, Amata E..  (2022)  Dual Sigma-1 receptor antagonists and hydrogen sulfide-releasing compounds for pain treatment: Design, synthesis, and pharmacological evaluation.,  230  [PMID:35016113] [10.1016/j.ejmech.2021.114091]

Source

Source(1):

• Scientific Literature