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

ID: ALA4799611

Chembl Id: CHEMBL4799611

PubChem CID: 162676449

Max Phase: Preclinical

Molecular Formula: C37H44FN7O9S

Molecular Weight: 781.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCn1cc(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/C37H44FN7O9S/c38-27-15-25-28(45(23-6-7-23)19-26(32(25)48)36(52)53)16-29(27)43-13-11-42(12-14-43)17-22-18-44(41-40-22)10-2-1-3-31(47)39-21-4-8-24(9-5-21)55-37-35(51)34(50)33(49)30(20-46)54-37/h4-5,8-9,15-16,18-19,23,30,33-35,37,46,49-51H,1-3,6-7,10-14,17,20H2,(H,39,47)(H,52,53)/t30-,33+,34+,35-,37+/m1/s1

Standard InChI Key:  HYSFMEWBRAEJIR-CCRRNQKPSA-N

Alternative Forms

1. Parent:

   

   ALA4799611

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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: 781.86

Molecular Weight (Monoisotopic): 781.2905

AlogP: 1.79

#Rotatable Bonds: 14

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: 4.49

CX LogP: 1.27

CX LogD: -0.33

Aromatic Rings: 4

Heavy Atoms: 55

QED Weighted: 0.10

Np Likeness Score: -0.92

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