(1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-methyl-2-(5-methyl-pyridin-2-yl)-vinyl]-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione

ID: ALA193425

PubChem CID: 9827360

Max Phase: Preclinical

Molecular Formula: C29H43NO6

Molecular Weight: 501.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H43NO6/c1-17-10-11-21(30-16-17)13-19(3)22-14-24-29(7,36-24)12-8-9-18(2)26(33)20(4)27(34)28(5,6)23(31)15-25(32)35-22/h10-11,13,16,18,20,22-24,26,31,33H,8-9,12,14-15H2,1-7H3/b19-13+/t18-,20+,22-,23-,24-,26-,29+/m0/s1

Standard InChI Key:  RCTSIBAAPFDXRZ-SJXFZGRFSA-N

Molfile:  

     RDKit          2D

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    0.8500    1.6083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  4  6  1  0
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  2 25  1  6
  5 26  1  0
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  3 37  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA193425

   (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(5-methylpyridin-2-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[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: 501.66

Molecular Weight (Monoisotopic): 501.3090

AlogP: 4.42

#Rotatable Bonds: 2

Polar Surface Area: 109.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: 4.64

CX LogD: 4.63

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.46

Np Likeness Score: 2.11

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