4-{2-[4-(Benzo[1,3]dioxole-5-sulfonyl)-phenyl]-[1,3]dioxolan-2-yl}-1'-(propane-1-sulfonyl)-[1,4']bipiperidinyl

ID: ALA76164

Chembl Id: CHEMBL76164

PubChem CID: 9916852

Max Phase: Preclinical

Molecular Formula: C29H38N2O8S2

Molecular Weight: 606.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)N1CCC(N2CCC(C3(c4ccc(S(=O)(=O)c5ccc6c(c5)OCO6)cc4)OCCO3)CC2)CC1

Standard InChI:  InChI=1S/C29H38N2O8S2/c1-2-19-40(32,33)31-15-11-24(12-16-31)30-13-9-23(10-14-30)29(38-17-18-39-29)22-3-5-25(6-4-22)41(34,35)26-7-8-27-28(20-26)37-21-36-27/h3-8,20,23-24H,2,9-19,21H2,1H3

Standard InChI Key:  RZONVHYKSUHFCL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA76164

   4-[2-[4-(1,3-Benzodioxol-5-ylsulfonyl)phenyl]-1,3-dioxolan-2-yl]-1-(1-propylsulfonylpiperidin-4-yl)piperidine

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: 606.76

Molecular Weight (Monoisotopic): 606.2070

AlogP: 3.36

#Rotatable Bonds: 8

Polar Surface Area: 111.68

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.24

CX LogP: 2.92

CX LogD: 2.69

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.45

Np Likeness Score: -0.80

References

1. Boyle CD, Chackalamannil S, Clader JW, Greenlee WJ, Josien HB, Kaminski JJ, Kozlowski JA, McCombie SW, Nazareno DV, Tagat JR, Wang Y, Zhou G, Billard W, Binch H, Crosby G, Cohen-Williams M, Coffin VL, Cox KA, Grotz DE, Duffy RA, Ruperto V, Lachowicz JE..  (2001)  Metabolic stabilization of benzylidene ketal M(2) muscarinic receptor antagonists via halonaphthoic acid substitution.,  11  (17): [PMID:11527721] [10.1016/s0960-894x(01)00435-8]

2. Boyle CD, Chackalamannil S, Chen LY, Dugar S, Pushpavanam P, Billard W, Binch H, Crosby G, Cohen-Williams M, Coffin VL, Duffy RA, Ruperto V, Lachowicz JE..  (2000)  Benzylidene ketal derivatives as M2 muscarinic receptor antagonists.,  10  (24): [PMID:11133078] [10.1016/s0960-894x(00)00553-9]

3. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature