1-cyclopropyl-6-fluoro-4-oxo-7-(4-((1-(2-oxo-2-(4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-ylthio)phenylamino)ethyl)-1H-1,2,3-triazol-4-yl)methyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4796037

Chembl Id: CHEMBL4796037

PubChem CID: 162673634

Max Phase: Preclinical

Molecular Formula: C34H38FN7O9S

Molecular Weight: 739.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cn1cc(CN2CCN(c3cc4c(cc3F)c(=O)c(C(=O)O)cn4C3CC3)CC2)nn1)Nc1ccc(S[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C34H38FN7O9S/c35-24-11-22-25(42(20-3-4-20)15-23(29(22)45)33(49)50)12-26(24)40-9-7-39(8-10-40)13-19-14-41(38-37-19)16-28(44)36-18-1-5-21(6-2-18)52-34-32(48)31(47)30(46)27(17-43)51-34/h1-2,5-6,11-12,14-15,20,27,30-32,34,43,46-48H,3-4,7-10,13,16-17H2,(H,36,44)(H,49,50)/t27-,30+,31+,32-,34+/m1/s1

Standard InChI Key:  ZXTDRDSODSQYLK-OMNLYPNUSA-N

Alternative Forms

1. Parent:

   

   ALA4796037

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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: 739.78

Molecular Weight (Monoisotopic): 739.2436

AlogP: 0.62

#Rotatable Bonds: 11

Polar Surface Area: 215.74

Molecular Species: ACID

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.87

CX Basic pKa: 4.53

CX LogP: 0.29

CX LogD: -1.30

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.12

Np Likeness Score: -1.01

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