(3R,4S,5R,6S)-6-(8-chloro-4-hydroxy-3-(4-hydroxy-3-isobutyramidobenzamido)-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl 5-methyl-1H-pyrrole-2-carboxylate

ID: ALA1275842

Chembl Id: CHEMBL1275842

PubChem CID: 54730379

Max Phase: Preclinical

Molecular Formula: C34H36ClN3O12

Molecular Weight: 714.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1[C@@H](OC(=O)c2ccc(C)[nH]2)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc(O)c(NC(=O)C(C)C)c4)c(=O)oc3c2Cl)OC1(C)C

Standard InChI:  InChI=1S/C34H36ClN3O12/c1-14(2)29(42)37-19-13-16(8-11-20(19)39)30(43)38-23-24(40)17-9-12-21(22(35)26(17)48-32(23)45)47-33-25(41)27(28(46-6)34(4,5)50-33)49-31(44)18-10-7-15(3)36-18/h7-14,25,27-28,33,36,39-41H,1-6H3,(H,37,42)(H,38,43)/t25-,27+,28-,33-/m1/s1

Standard InChI Key:  FNPPUNGVMKGUFY-OJGAGICASA-N

Alternative Forms

1. Parent:

   

   ALA1275842

   (3R,4S,5R,6S)-6-(8-chloro-4-hydroxy-3-(4-hydroxy-3-isobutyramidobenzamido)-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl 5-methyl-1H-pyrrole-2-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 714.12

Molecular Weight (Monoisotopic): 713.1988

AlogP: 4.46

#Rotatable Bonds: 9

Polar Surface Area: 218.88

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.04

CX Basic pKa:

CX LogP: 3.69

CX LogD: 1.30

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.08

Np Likeness Score: 0.44

References

1. Anderle C, Stieger M, Burrell M, Reinelt S, Maxwell A, Page M, Heide L..  (2008)  Biological activities of novel gyrase inhibitors of the aminocoumarin class.,  52  (6): [PMID:18347114] [10.1128/aac.01235-07]

Source

Source(1):

• Scientific Literature