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

ID: ALA1275840

Chembl Id: CHEMBL1275840

PubChem CID: 54729435

Max Phase: Preclinical

Molecular Formula: C32H33ClN2O11

Molecular Weight: 657.07

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)c4cc(C)c(O)c(C)c4)c(=O)oc3c2Cl)OC1(C)C

Standard InChI:  InChI=1S/C32H33ClN2O11/c1-13-11-16(12-14(2)22(13)36)28(39)35-21-23(37)17-8-10-19(20(33)25(17)44-30(21)41)43-31-24(38)26(27(42-6)32(4,5)46-31)45-29(40)18-9-7-15(3)34-18/h7-12,24,26-27,31,34,36-38H,1-6H3,(H,35,39)/t24-,26+,27-,31-/m1/s1

Standard InChI Key:  DOFGTZAYJOIEPN-PPOHMGSZSA-N

Alternative Forms

1. Parent:

   

   ALA1275840

   (3R,4S,5R,6S)-6-(8-chloro-4-hydroxy-3-(4-hydroxy-3,5-dimethylbenzamido)-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: 657.07

Molecular Weight (Monoisotopic): 656.1773

AlogP: 4.48

#Rotatable Bonds: 7

Polar Surface Area: 189.78

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.21

CX Basic pKa:

CX LogP: 4.24

CX LogD: 2.13

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: 0.65

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