N-(trans-5-Hydroxy-2-adamantyl)-4-methoxy-2-methylthiazole-5-carboxamide

ID: ALA3127886

Chembl Id: CHEMBL3127886

PubChem CID: 76336473

Max Phase: Preclinical

Molecular Formula: C16H22N2O3S

Molecular Weight: 322.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1nc(C)sc1C(=O)N[C@H]1C2CC3CC1C[C@](O)(C3)C2

Standard InChI:  InChI=1S/C16H22N2O3S/c1-8-17-15(21-2)13(22-8)14(19)18-12-10-3-9-4-11(12)7-16(20,5-9)6-10/h9-12,20H,3-7H2,1-2H3,(H,18,19)/t9?,10?,11?,12-,16-

Standard InChI Key:  RMXGPFJITJCYDV-CFKDSMASSA-N

Alternative Forms

1. Parent:

   

   ALA3127886

   N-(5-hydroxy-2-adamantyl)-4-methoxy-2-methyl-1,3-thiazole-5-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: 322.43

Molecular Weight (Monoisotopic): 322.1351

AlogP: 2.13

#Rotatable Bonds: 3

Polar Surface Area: 71.45

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: ┄

CX LogP: 1.26

CX LogD: 1.26

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -0.73

References

1. Goldberg FW, Dossetter AG, Scott JS, Robb GR, Boyd S, Groombridge SD, Kemmitt PD, Sjögren T, Gutierrez PM, deSchoolmeester J, Swales JG, Turnbull AV, Wild MJ..  (2014)  Optimization of brain penetrant 11β-hydroxysteroid dehydrogenase type I inhibitors and in vivo testing in diet-induced obese mice.,  57  (3): [PMID:24422550] [10.1021/jm4016729]

Source

Source(1):

• Scientific Literature