ID: ALA4213450

Max Phase: Preclinical

Molecular Formula: C17H21N7O10S2

Molecular Weight: 547.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  NC[C@@H]1CN(C[C@@H]2[C@H](NC(=O)/C(=N\OC3(C(=O)O)CC3)c3csc(N)n3)C(=O)N2S(=O)(=O)O)C(=O)O1

Standard InChI:  InChI=1S/C17H21N7O10S2/c18-3-7-4-23(16(29)33-7)5-9-11(13(26)24(9)36(30,31)32)21-12(25)10(8-6-35-15(19)20-8)22-34-17(1-2-17)14(27)28/h6-7,9,11H,1-5,18H2,(H2,19,20)(H,21,25)(H,27,28)(H,30,31,32)/b22-10-/t7-,9-,11+/m1/s1

Standard InChI Key:  USNQSQVXOXARQK-VARFGCAOSA-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: 547.53

Molecular Weight (Monoisotopic): 547.0791

AlogP: -2.66

#Rotatable Bonds: 10

Polar Surface Area: 257.14

Molecular Species: ZWITTERION

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.01

CX Basic pKa: 8.82

CX LogP: -3.97

CX LogD: -6.65

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.09

Np Likeness Score: 0.02

References

1. Reck F, Bermingham A, Blais J, Capka V, Cariaga T, Casarez A, Colvin R, Dean CR, Fekete A, Gong W, Growcott E, Guo H, Jones AK, Li C, Li F, Lin X, Lindvall M, Lopez S, McKenney D, Metzger L, Moser HE, Prathapam R, Rasper D, Rudewicz P, Sethuraman V, Shen X, Shaul J, Simmons RL, Tashiro K, Tang D, Tjandra M, Turner N, Uehara T, Vitt C, Whitebread S, Yifru A, Zang X, Zhu Q..  (2018)  Optimization of novel monobactams with activity against carbapenem-resistant Enterobacteriaceae - Identification of LYS228.,  28  (4): [PMID:29336873] [10.1016/j.bmcl.2018.01.006]

Source

Source(1):

• Scientific Literature