{(E)-5-[4-Hydroxy-5-((E)-3-methyl-hept-2-enylcarbamoyl)-6-oxo-6H-pyran-2-yl]-hex-1-enyl}-carbamic acid methyl ester

ID: ALA187047

Chembl Id: CHEMBL187047

PubChem CID: 54734297

Max Phase: Preclinical

Molecular Formula: C22H32N2O6

Molecular Weight: 420.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C(C)=C/CNC(=O)c1c(O)cc(C(C)CC/C=C/NC(=O)OC)oc1=O

Standard InChI:  InChI=1S/C22H32N2O6/c1-5-6-9-15(2)11-13-23-20(26)19-17(25)14-18(30-21(19)27)16(3)10-7-8-12-24-22(28)29-4/h8,11-12,14,16,25H,5-7,9-10,13H2,1-4H3,(H,23,26)(H,24,28)/b12-8+,15-11+

Standard InChI Key:  DRZRAJBMSWUUCZ-HRVWGNOLSA-N

Alternative Forms

1. Parent:

   

   ALA187047

   methyl N-[(E)-5-[4-hydroxy-5-[[(E)-3-methylhept-2-enyl]carbamoyl]-6-oxopyran-2-yl]hex-1-enyl]carbamate

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: 420.51

Molecular Weight (Monoisotopic): 420.2260

AlogP: 3.97

#Rotatable Bonds: 11

Polar Surface Area: 117.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.20

CX Basic pKa: ┄

CX LogP: 3.38

CX LogD: 3.31

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: 1.09

References

1. Doundoulakis T, Xiang AX, Lira R, Agrios KA, Webber SE, Sisson W, Aust RM, Shah AM, Showalter RE, Appleman JR, Simonsen KB..  (2004)  Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation.,  14  (22): [PMID:15482944] [10.1016/j.bmcl.2004.08.045]

Source

Source(1):

• Scientific Literature