4-(7-Chloro-1,1,3-trioxo-3,4-dihydro-1H-1lambda*6*-benzo[1,2,4]thiadiazin-2-ylmethyl)-piperidine-1-carboxylic acid adamantan-2-yl-methyl-amide

ID: ALA2023587

Chembl Id: CHEMBL2023587

PubChem CID: 70691964

Max Phase: Preclinical

Molecular Formula: C25H33ClN4O4S

Molecular Weight: 521.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C(=O)N1CCC(CN2C(=O)Nc3ccc(Cl)cc3S2(=O)=O)CC1)C1C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C25H33ClN4O4S/c1-28(23-18-9-16-8-17(11-18)12-19(23)10-16)25(32)29-6-4-15(5-7-29)14-30-24(31)27-21-3-2-20(26)13-22(21)35(30,33)34/h2-3,13,15-19,23H,4-12,14H2,1H3,(H,27,31)

Standard InChI Key:  USEVDAWMSYMUKI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2023587

   N-(2-adamantyl)-4-[(7-chloro-1,1,3-trioxo-4H-1lambda6,2,4-benzothiadiazin-2-yl)methyl]-N-methylpiperidine-1-carboxamide

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: 521.08

Molecular Weight (Monoisotopic): 520.1911

AlogP: 4.46

#Rotatable Bonds: 3

Polar Surface Area: 90.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.53

CX Basic pKa: 0.50

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.64

Np Likeness Score: -1.07

References

1. Zhang L, Chen J, Ning M, Zou Q, Leng Y, Shen J..  (2012)  Synthesis and evaluation of piperidine urea derivatives as efficacious 11β-hydroxysteroid dehydrogenase type 1 inhibitors in diabetic ob/ob mice.,  22  (8): [PMID:22440625] [10.1016/j.bmcl.2012.02.095]

Source

Source(1):

• Scientific Literature