(4-{2-[5-((2E,4E)-2,5-Dimethyl-nona-2,4-dienoyl)-4-hydroxy-6-oxo-6H-pyran-2-yl]-propyl}-phenyl)-carbamic acid methyl ester

ID: ALA364881

Chembl Id: CHEMBL364881

PubChem CID: 136109048

Max Phase: Preclinical

Molecular Formula: C27H33NO6

Molecular Weight: 467.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C(C)=C/C=C(\C)C(=O)c1c(O)cc(C(C)Cc2ccc(NC(=O)OC)cc2)oc1=O

Standard InChI:  InChI=1S/C27H33NO6/c1-6-7-8-17(2)9-10-18(3)25(30)24-22(29)16-23(34-26(24)31)19(4)15-20-11-13-21(14-12-20)28-27(32)33-5/h9-14,16,19,29H,6-8,15H2,1-5H3,(H,28,32)/b17-9+,18-10+

Standard InChI Key:  ABXAONHTLXVCQW-BEQMOXJMSA-N

Alternative Forms

1. Parent:

   

   ALA364881

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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: 467.56

Molecular Weight (Monoisotopic): 467.2308

AlogP: 6.14

#Rotatable Bonds: 10

Polar Surface Area: 105.84

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.74

CX Basic pKa: ┄

CX LogP: 6.43

CX LogD: 5.69

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 0.48

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