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

ID: ALA1275843

Chembl Id: CHEMBL1275843

PubChem CID: 54732409

Max Phase: Preclinical

Molecular Formula: C34H38N2O11

Molecular Weight: 650.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(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/C34H38N2O11/c1-7-8-18-15-19(10-13-22(18)37)30(40)36-24-25(38)20-11-14-23(17(3)27(20)45-32(24)42)44-33-26(39)28(29(43-6)34(4,5)47-33)46-31(41)21-12-9-16(2)35-21/h9-15,26,28-29,33,35,37-39H,7-8H2,1-6H3,(H,36,40)/t26-,28+,29-,33-/m1/s1

Standard InChI Key:  BSULDEYEQDESSB-ZQZBKPNISA-N

Alternative Forms

1. Parent:

   

   ALA1275843

   (3R,4S,5R,6R)-5-hydroxy-6-(4-hydroxy-3-(4-hydroxy-3-propylbenzamido)-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: 650.68

Molecular Weight (Monoisotopic): 650.2476

AlogP: 4.47

#Rotatable Bonds: 9

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: 5.53

CX Basic pKa:

CX LogP: 4.52

CX LogD: 2.67

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.13

Np Likeness Score: 0.77

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