(3S,7S,10R,11S,12S,17S)-7,11-Dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-((S)-5-methyl-pyridin-2-yl)-vinyl]-4-oxa-bicyclo[14.1.0]heptadecane-5,9-dione

ID: ALA2373567

PubChem CID: 6918681

Max Phase: Preclinical

Molecular Formula: C29H43NO5

Molecular Weight: 485.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\c1ccc(C)cn1)[C@@H]1C[C@@H]2C[C@H]2CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1

Standard InChI:  InChI=1S/C29H43NO5/c1-17-10-11-23(30-16-17)12-19(3)24-14-22-13-21(22)9-7-8-18(2)27(33)20(4)28(34)29(5,6)25(31)15-26(32)35-24/h10-12,16,18,20-22,24-25,27,31,33H,7-9,13-15H2,1-6H3/b19-12+/t18-,20+,21?,22-,24-,25-,27-/m0/s1

Standard InChI Key:  MHRYIUJPPVFCBJ-DWGSAIITSA-N

Molfile:  

     RDKit          2D

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  9 23  1  6
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  4 37  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2373567

   (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-(5-methylpyridin-2-yl)prop-1-en-2-yl]-4-oxabicyclo[14.1.0]heptadecane-5,9-dione

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: 485.67

Molecular Weight (Monoisotopic): 485.3141

AlogP: 4.89

#Rotatable Bonds: 2

Polar Surface Area: 96.72

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 5.39

CX LogD: 5.39

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.58

Np Likeness Score: 1.68

References

1. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

2. Nicolaou KC..  (2005)  Joys of molecules. 2. Endeavors in chemical biology and medicinal chemistry.,  48  (18): [PMID:16134928] [10.1021/jm050524f]

Source

Source(1):

• Scientific Literature