(1S,3S,10R,11S,12S,16R)-11-Hydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-methyl-2-(2-methylsulfanyl-thiazol-4-yl)-vinyl]-4-oxa-bicyclo[14.1.0]heptadecane-5,9-dione

ID: ALA196498

PubChem CID: 44403679

Max Phase: Preclinical

Molecular Formula: C28H43NO4S2

Molecular Weight: 521.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(/C=C(\C)[C@@H]2C[C@@H]3C[C@@]3(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)CCC(=O)O2)cs1

Standard InChI:  InChI=1S/C28H43NO4S2/c1-17-9-8-11-28(6)15-20(28)14-22(18(2)13-21-16-35-26(29-21)34-7)33-23(30)10-12-27(4,5)25(32)19(3)24(17)31/h13,16-17,19-20,22,24,31H,8-12,14-15H2,1-7H3/b18-13+/t17-,19+,20+,22-,24-,28+/m0/s1

Standard InChI Key:  RWCGFGVAZCRLSQ-OWYYKWNWSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA196498

   (1S,3S,10R,11S,12S,16R)-11-hydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methylsulfanyl-1,3-thiazol-4-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: 521.79

Molecular Weight (Monoisotopic): 521.2634

AlogP: 6.79

#Rotatable Bonds: 3

Polar Surface Area: 76.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.85

CX LogP: 7.44

CX LogD: 7.44

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: 1.46

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