{(E)-5-[5-((2E,4E)-2,5-Dimethyl-nona-2,4-dienoyl)-4-hydroxy-6-oxo-6H-pyran-2-yl]-hex-1-enyl}-carbamic acid 2-dimethylamino-ethyl ester

ID: ALA186226

Chembl Id: CHEMBL186226

PubChem CID: 136109046

Max Phase: Preclinical

Molecular Formula: C27H40N2O6

Molecular Weight: 488.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC/C(C)=C/C=C(\C)C(=O)c1c(O)cc(C(C)CC/C=C/NC(=O)OCCN(C)C)oc1=O

Standard InChI:  InChI=1S/C27H40N2O6/c1-7-8-11-19(2)13-14-21(4)25(31)24-22(30)18-23(35-26(24)32)20(3)12-9-10-15-28-27(33)34-17-16-29(5)6/h10,13-15,18,20,30H,7-9,11-12,16-17H2,1-6H3,(H,28,33)/b15-10+,19-13+,21-14+

Standard InChI Key:  CXOWVFJZMPKLEU-XBQPQSSSSA-N

Alternative Forms

1. Parent:

   

   ALA186226

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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: 488.63

Molecular Weight (Monoisotopic): 488.2886

AlogP: 5.30

#Rotatable Bonds: 14

Polar Surface Area: 109.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.85

CX Basic pKa: 8.43

CX LogP: 3.56

CX LogD: 3.58

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.21

Np Likeness Score: 0.97

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