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

ID: ALA1275845

Chembl Id: CHEMBL1275845

PubChem CID: 54729436

Max Phase: Preclinical

Molecular Formula: C32H34N2O12

Molecular Weight: 638.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)Nc2c(O)c3ccc(O[C@@H]4OC(C)(C)[C@H](OC)[C@@H](OC(=O)c5ccc(C)[nH]5)[C@H]4O)c(C)c3oc2=O)ccc1O

Standard InChI:  InChI=1S/C32H34N2O12/c1-14-7-10-18(33-14)29(39)45-26-24(37)31(46-32(3,4)27(26)42-6)43-20-12-9-17-23(36)22(30(40)44-25(17)15(20)2)34-28(38)16-8-11-19(35)21(13-16)41-5/h7-13,24,26-27,31,33,35-37H,1-6H3,(H,34,38)/t24-,26+,27-,31-/m1/s1

Standard InChI Key:  XIWDWPLKRGZPJE-PPOHMGSZSA-N

Alternative Forms

1. Parent:

   

   ALA1275845

   (3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-(4-hydroxy-3-methoxybenzamido)-8-methyl-2-oxo-2H-chromen-7-yloxy)-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: 638.63

Molecular Weight (Monoisotopic): 638.2112

AlogP: 3.53

#Rotatable Bonds: 8

Polar Surface Area: 199.01

Molecular Species: ACID

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.41

CX Basic pKa:

CX LogP: 2.96

CX LogD: 1.02

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: 0.79

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