1-cyclopropyl-6-fluoro-4-oxo-7-(4-(2-(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)ethyl)piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA4740180

Chembl Id: CHEMBL4740180

PubChem CID: 162645069

Max Phase: Preclinical

Molecular Formula: C38H46FN7O9S

Molecular Weight: 795.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCn1cc(CCN2CCN(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/C38H46FN7O9S/c39-28-17-26-29(46(24-6-7-24)20-27(33(26)49)37(53)54)18-30(28)44-15-13-43(14-16-44)12-10-23-19-45(42-41-23)11-2-1-3-32(48)40-22-4-8-25(9-5-22)56-38-36(52)35(51)34(50)31(21-47)55-38/h4-5,8-9,17-20,24,31,34-36,38,47,50-52H,1-3,6-7,10-16,21H2,(H,40,48)(H,53,54)/t31-,34+,35+,36-,38+/m1/s1

Standard InChI Key:  NFKXWCFMKWRSHZ-ZQDXQQKLSA-N

Alternative Forms

1. Parent:

   

   ALA4740180

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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: 795.89

Molecular Weight (Monoisotopic): 795.3062

AlogP: 1.83

#Rotatable Bonds: 15

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: 5.70

CX Basic pKa: 6.39

CX LogP: 0.74

CX LogD: -0.12

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.09

Np Likeness Score: -0.85

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