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

ID: ALA1275844

Chembl Id: CHEMBL1275844

PubChem CID: 54729450

Max Phase: Preclinical

Molecular Formula: C31H31ClN2O10S

Molecular Weight: 659.11

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(SC)cc4)c(=O)oc3c2Cl)OC1(C)C

Standard InChI:  InChI=1S/C31H31ClN2O10S/c1-14-6-12-18(33-14)28(38)43-25-23(36)30(44-31(2,3)26(25)40-4)41-19-13-11-17-22(35)21(29(39)42-24(17)20(19)32)34-27(37)15-7-9-16(45-5)10-8-15/h6-13,23,25-26,30,33,35-36H,1-5H3,(H,34,37)/t23-,25+,26-,30-/m1/s1

Standard InChI Key:  XOMHJPBHEZEXNM-CPPKFOPJSA-N

Alternative Forms

1. Parent:

   

   ALA1275844

   (3R,4S,5R,6S)-6-(8-chloro-4-hydroxy-3-(4-(methylthio)benzamido)-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: 659.11

Molecular Weight (Monoisotopic): 658.1388

AlogP: 4.88

#Rotatable Bonds: 8

Polar Surface Area: 169.55

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.10

CX Basic pKa:

CX LogP: 4.14

CX LogD: 1.96

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.12

Np Likeness Score: 0.50

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