ID: ALA2407118

Max Phase: Preclinical

Molecular Formula: C20H24N8O12S2

Molecular Weight: 632.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N(S(=O)(=O)O)[C@@H]1CNC(=O)NCc1cc(=O)c(O)cn1O)c1csc(N)n1)C(=O)O

Standard InChI:  InChI=1S/C20H24N8O12S2/c1-20(2,17(33)34)40-26-13(9-7-41-18(21)24-9)15(31)25-14-10(28(16(14)32)42(37,38)39)5-23-19(35)22-4-8-3-11(29)12(30)6-27(8)36/h3,6-7,10,14,30,36H,4-5H2,1-2H3,(H2,21,24)(H,25,31)(H,33,34)(H2,22,23,35)(H,37,38,39)/b26-13-/t10-,14+/m1/s1

Standard InChI Key:  JLNPLWTWFIPBPD-SXZTXGLSSA-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: 632.59

Molecular Weight (Monoisotopic): 632.0955

AlogP: -2.59

#Rotatable Bonds: 11

Polar Surface Area: 305.17

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -1.64

CX Basic pKa: 3.91

CX LogP: -5.20

CX LogD: -8.25

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.04

Np Likeness Score: -0.08

References

1. Brown MF, Mitton-Fry MJ, Arcari JT, Barham R, Casavant J, Gerstenberger BS, Han S, Hardink JR, Harris TM, Hoang T, Huband MD, Lall MS, Lemmon MM, Li C, Lin J, McCurdy SP, McElroy E, McPherson C, Marr ES, Mueller JP, Mullins L, Nikitenko AA, Noe MC, Penzien J, Plummer MS, Schuff BP, Shanmugasundaram V, Starr JT, Sun J, Tomaras A, Young JA, Zaniewski RP..  (2013)  Pyridone-conjugated monobactam antibiotics with gram-negative activity.,  56  (13): [PMID:23755848] [10.1021/jm400560z]

Source

Source(1):

• Scientific Literature