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

ID: ALA4798502

Chembl Id: CHEMBL4798502

PubChem CID: 162675801

Max Phase: Preclinical

Molecular Formula: C35H40FN7O9S

Molecular Weight: 753.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCn1cc(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/C35H40FN7O9S/c36-25-13-23-26(43(21-3-4-21)17-24(30(23)46)34(50)51)14-27(25)41-11-9-40(10-12-41)15-20-16-42(39-38-20)8-7-29(45)37-19-1-5-22(6-2-19)53-35-33(49)32(48)31(47)28(18-44)52-35/h1-2,5-6,13-14,16-17,21,28,31-33,35,44,47-49H,3-4,7-12,15,18H2,(H,37,45)(H,50,51)/t28-,31+,32+,33-,35+/m1/s1

Standard InChI Key:  GYOBFNUKVMXVAE-SLDZREFPSA-N

Alternative Forms

1. Parent:

   

   ALA4798502

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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: 753.81

Molecular Weight (Monoisotopic): 753.2592

AlogP: 1.01

#Rotatable Bonds: 12

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: 4.51

CX LogP: 0.53

CX LogD: -1.07

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.12

Np Likeness Score: -0.99

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