(Z)-(4S,7R,8S,9S,16S)-4,8-Dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methylsulfanyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

ID: ALA372255

PubChem CID: 9892530

Max Phase: Preclinical

Molecular Formula: C26H39NO5S2

Molecular Weight: 509.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(/C=C(\C)[C@@H]2C/C=C\CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O2)cs1

Standard InChI:  InChI=1S/C26H39NO5S2/c1-16-11-9-7-8-10-12-20(17(2)13-19-15-34-25(27-19)33-6)32-22(29)14-21(28)26(4,5)24(31)18(3)23(16)30/h8,10,13,15-16,18,20-21,23,28,30H,7,9,11-12,14H2,1-6H3/b10-8-,17-13+/t16-,18+,20-,21-,23-/m0/s1

Standard InChI Key:  UHENYLVONKTLBW-YAARFRSZSA-N

Molfile:  

     RDKit          2D

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    4.4667    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 13 23  1  1
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 28 16  1  0
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 20 31  1  6
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M  END

Alternative Forms

1. Parent:

   

   ALA372255

   (4S,7R,8S,9S,13Z,16S)-4,8-dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-(2-methylsulfanyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-1-oxacyclohexadec-13-ene-2,6-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: 509.73

Molecular Weight (Monoisotopic): 509.2270

AlogP: 5.29

#Rotatable Bonds: 3

Polar Surface Area: 96.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.85

CX LogP: 6.04

CX LogD: 6.04

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: 1.62

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