1-cyclopropyl-6-fluoro-4-oxo-7-(4-((1-(2-(5-(N-(((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)methyl)sulfamoyl)thiophen-2-yl)ethyl)-1H-1,2,3-triazol-4-yl)methyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4796011

Chembl Id: CHEMBL4796011

PubChem CID: 162674240

Max Phase: Preclinical

Molecular Formula: C33H40FN7O9S2

Molecular Weight: 761.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@H](CNS(=O)(=O)c2ccc(CCn3cc(CN4CCN(c5cc6c(cc5F)c(=O)c(C(=O)O)cn6C5CC5)CC4)nn3)s2)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C33H40FN7O9S2/c1-18-29(42)32(45)31(44)27(50-18)14-35-52(48,49)28-5-4-21(51-28)6-7-40-16-19(36-37-40)15-38-8-10-39(11-9-38)26-13-25-22(12-24(26)34)30(43)23(33(46)47)17-41(25)20-2-3-20/h4-5,12-13,16-18,20,27,29,31-32,35,42,44-45H,2-3,6-11,14-15H2,1H3,(H,46,47)/t18-,27+,29+,31+,32+/m0/s1

Standard InChI Key:  DCCPBTNNUJXTLA-TWELLFLDSA-N

Alternative Forms

1. Parent:

   

   ALA4796011

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 761.86

Molecular Weight (Monoisotopic): 761.2313

AlogP: 0.54

#Rotatable Bonds: 12

Polar Surface Area: 212.58

Molecular Species: ACID

HBA: 15

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.87

CX Basic pKa: 4.49

CX LogP: 0.85

CX LogD: -0.76

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.13

Np Likeness Score: -1.07

References

1. Meiers J,Zahorska E,Röhrig T,Hauck D,Wagner S,Titz A.  (2020)  Directing Drugs to Bugs: Antibiotic-Carbohydrate Conjugates Targeting Biofilm-Associated Lectins of Pseudomonas aeruginosa.,  63  (20): [PMID:32924479] [10.1021/acs.jmedchem.0c00856]

Source

Source(1):

• Scientific Literature