ID: ALA3091580

Max Phase: Preclinical

Molecular Formula: C20H24N4O5S

Molecular Weight: 432.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1ccc(NC(=O)[C@H](CC2CCCC2)n2cnc(S(=O)(=O)C3CC3)c2)nc1

Standard InChI:  InChI=1S/C20H24N4O5S/c25-19(23-17-8-5-14(10-21-17)20(26)27)16(9-13-3-1-2-4-13)24-11-18(22-12-24)30(28,29)15-6-7-15/h5,8,10-13,15-16H,1-4,6-7,9H2,(H,26,27)(H,21,23,25)/t16-/m0/s1

Standard InChI Key:  NSASUTPYNBBWSU-INIZCTEOSA-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: 432.50

Molecular Weight (Monoisotopic): 432.1467

AlogP: 2.67

#Rotatable Bonds: 8

Polar Surface Area: 131.25

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.80

CX Basic pKa: 2.13

CX LogP: 2.31

CX LogD: -0.81

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -0.95

References

1. Stevens BD, Litchfield J, Pfefferkorn JA, Atkinson K, Perreault C, Amor P, Bahnck K, Berliner MA, Calloway J, Carlo A, Derksen DR, Filipski KJ, Gumkowski M, Jassal C, MacDougall M, Murphy B, Nkansah P, Pettersen J, Rotter C, Zhang Y..  (2013)  Discovery of an intravenous hepatoselective glucokinase activator for the treatment of inpatient hyperglycemia.,  23  (24): [PMID:24239482] [10.1016/j.bmcl.2013.10.057]

Source

Source(1):

• Scientific Literature