(R/S)-3-(1,1-Dioxidothiomorpholino)phenyl 2-methyl-4-phenylpiperazine-1-carboxylate

ID: ALA4559165

PubChem CID: 118679490

Max Phase: Preclinical

Molecular Formula: C22H27N3O4S

Molecular Weight: 429.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CN(c2ccccc2)CCN1C(=O)Oc1cccc(N2CCS(=O)(=O)CC2)c1

Standard InChI:  InChI=1S/C22H27N3O4S/c1-18-17-24(19-6-3-2-4-7-19)10-11-25(18)22(26)29-21-9-5-8-20(16-21)23-12-14-30(27,28)15-13-23/h2-9,16,18H,10-15,17H2,1H3

Standard InChI Key:  IEDPCBGAOHTUKR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.2562   -2.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4390   -2.9386    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8476   -3.6422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9046   -0.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9035   -1.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6115   -2.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3253   -1.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3225   -0.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6098   -0.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0296   -2.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1955   -2.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4881   -1.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -0.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7801   -2.1220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0266   -2.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7309   -3.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4410   -2.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7322   -1.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754   -1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3695   -2.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3646   -2.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719   -3.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7840   -2.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561   -3.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500   -2.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2409   -3.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -4.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9475   -4.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -4.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0818   -0.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  2  0
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  2 17  1  0
 17 18  1  0
 14 19  1  0
 14 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 21 24  1  0
 19 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559165

   ---

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: 429.54

Molecular Weight (Monoisotopic): 429.1722

AlogP: 2.63

#Rotatable Bonds: 3

Polar Surface Area: 70.16

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.58

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.75

Np Likeness Score: -1.34

References

1. Lamani M, Malamas MS, Farah SI, Shukla VG, Almeida MF, Weerts CM, Anderson J, Wood JT, Farizatto KLG, Bahr BA, Makriyannis A..  (2019)  Piperidine and piperazine inhibitors of fatty acid amide hydrolase targeting excitotoxic pathology.,  27  (23): [PMID:31629610] [10.1016/j.bmc.2019.115096]

Source

Source(1):

• Scientific Literature