ID: ALA3763520

Max Phase: Preclinical

Molecular Formula: C16H18N6O9S2

Molecular Weight: 502.49

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC1(C)[C@H](NC(=O)/C(=N\OCc2cc(=O)c(O)cn2O)c2csc(N)n2)C(=O)N1S(=O)(=O)O

Standard InChI:  InChI=1S/C16H18N6O9S2/c1-16(2)12(14(26)22(16)33(28,29)30)19-13(25)11(8-6-32-15(17)18-8)20-31-5-7-3-9(23)10(24)4-21(7)27/h3-4,6,12,24,27H,5H2,1-2H3,(H2,17,18)(H,19,25)(H,28,29,30)/b20-11-/t12-/m1/s1

Standard InChI Key:  NJBGOBVVGPGBPM-WXYNYTDUSA-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: 502.49

Molecular Weight (Monoisotopic): 502.0577

AlogP: -1.34

#Rotatable Bonds: 7

Polar Surface Area: 226.74

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.07

CX Basic pKa: 3.28

CX LogP: -3.95

CX LogD: -3.63

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.10

Np Likeness Score: -0.11

References

1. Fu HG, Hu XX, Li CR, Li YH, Wang YX, Jiang JD, Bi CW, Tang S, You XF, Song DQ..  (2016)  Design, synthesis and biological evaluation of monobactams as antibacterial agents against gram-negative bacteria.,  110  [PMID:26827160] [10.1016/j.ejmech.2016.01.024]

2. Kou Q, Wang T, Zou F, Zhang S, Chen Q, Yang Y..  (2018)  Design, synthesis and biological evaluation of C(4) substituted monobactams as antibacterial agents against multidrug-resistant Gram-negative bacteria.,  151  [PMID:29605810] [10.1016/j.ejmech.2018.03.058]

Source

Source(1):

• Scientific Literature