ID: ALA2392742

Max Phase: Preclinical

Molecular Formula: C22H27N5O4S

Molecular Weight: 457.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(NS(=O)(=O)c2ccc(NC(=O)NC34CC5CC(CC(C5)C3)C4)cc2)nn1

Standard InChI:  InChI=1S/C22H27N5O4S/c1-31-20-7-6-19(25-26-20)27-32(29,30)18-4-2-17(3-5-18)23-21(28)24-22-11-14-8-15(12-22)10-16(9-14)13-22/h2-7,14-16H,8-13H2,1H3,(H,25,27)(H2,23,24,28)

Standard InChI Key:  REQFSDHIYQCSGL-UHFFFAOYSA-N

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

Properties

Molecular Weight: 457.56

Molecular Weight (Monoisotopic): 457.1784

AlogP: 3.38

#Rotatable Bonds: 6

Polar Surface Area: 122.31

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.28

CX Basic pKa:

CX LogP: 2.51

CX LogD: 1.76

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.61

Np Likeness Score: -1.71

References

1. North EJ, Scherman MS, Bruhn DF, Scarborough JS, Maddox MM, Jones V, Grzegorzewicz A, Yang L, Hess T, Morisseau C, Jackson M, McNeil MR, Lee RE..  (2013)  Design, synthesis and anti-tuberculosis activity of 1-adamantyl-3-heteroaryl ureas with improved in vitro pharmacokinetic properties.,  21  (9): [PMID:23498915] [10.1016/j.bmc.2013.02.028]

Source

Source(1):

• Scientific Literature