Responsive image

Common name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one

IUPAC name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one

SMILES

CCCC1C2C(OC(CC2)(O)C(C)(F)F)CC1=O

Common name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one

IUPAC name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one

SMILES

CCCC1C2C(OC(CC2)(O)C(C)(F)F)CC1=O

INCHI

InChI=1S/C13H20F2O3/c1-3-4-8-9-5-6-13(17,12(2,14)15)18-11(9)7-10(8)16/h8-9,11,17H,3-7H2,1-2H3/t8-,9-,11-,13-/m1/s1

FORMULA

C13H20F2O3

Responsive image

Common name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one

IUPAC name

(2R,4aR,5R,7aR)-2-(1,1-difluoroethyl)-2-hydroxy-5-propyl-3,4,4a,5,7,7a-hexahydrocyclopenta[b]pyran-6-one





Molecular weight

262.293

clogP

2.751

clogS

-2.644

Frequency

0.0003





HBond Acceptor

3

HBond Donor

1

Total Polar
Surface Area

46.53

Number of Rings

2

Rotatable Bond

3

Drug ID Common name Structure CAS Compound class Therapeutic area
FDBD00898 Lubiprostone Responsive image Laxatives; Alimentary Tract and Metabolism; Drugs for Constipation; Chloride Channel Agonists; For the treatment of chronic idiopathic constipation in the adult population. Also used for the treatment of irritable bowel syndrome with constipation in women who are 18 years of age or older.
1 , 1
FRAGNAME PDBID SIMILIRITY XSCORE SMILE HAC
2fxu_ligand_4_1379.mol2 2fxu 0.522388 -6.23 C(C(=O)NC)[C@H]1[C@H](CC[C@H](C)O1)C 13
2fxu_ligand_3_316.mol2 2fxu 0.522388 -6.05 C(C(=O)NC)[C@H]1[C@H](CCCO1)C 12
4xjr_ligand_1_0.mol2 4xjr 0.515152 -5.57 C(=O)(O)[C@@H]1[C@@H](F)CCCO1 10
4xjr_ligand_frag_0.mol2 4xjr 0.515152 -5.57 C(=O)(O)[C@@H]1[C@@H](F)CCCO1 10
4u8w_ligand_frag_8.mol2 4u8w 0.492537 -6.25 C1CO[C@H]2OCC([C@@H]12)(F)F 10
4yhq_ligand_frag_8.mol2 4yhq 0.492537 -6.19 C1CO[C@H]2OCC([C@@H]12)(F)F 10
2fxu_ligand_3_394.mol2 2fxu 0.492063 -6.11 C(C(=O)N)[C@H]1[C@H](CC[C@H](C)O1)C 12
2fxu_ligand_2_58.mol2 2fxu 0.492063 -5.92 C(C(=O)N)[C@H]1[C@H](CCCO1)C 11
101 , 11