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

ID: ALA196415

PubChem CID: 9849744

Max Phase: Preclinical

Molecular Formula: C27H40FNO6S

Molecular Weight: 525.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\c1csc(C)n1)[C@@H]1C[C@@H]2O[C@]2(CF)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/C27H40FNO6S/c1-15-8-7-9-27(14-28)22(35-27)11-20(16(2)10-19-13-36-18(4)29-19)34-23(31)12-21(30)26(5,6)25(33)17(3)24(15)32/h10,13,15,17,20-22,24,30,32H,7-9,11-12,14H2,1-6H3/b16-10+/t15-,17+,20-,21-,22-,24-,27-/m0/s1

Standard InChI Key:  HRNVVEIJGCCCNC-VMPXBVPOSA-N

Molfile:  

     RDKit          2D

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  3 37  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA196415

   26-Fluoroepothilone B

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: 525.68

Molecular Weight (Monoisotopic): 525.2560

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 109.25

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.73

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.44

Np Likeness Score: 1.93

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