CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191859 (105596)

Formula C₂₅H₃₉O₈

MW 467.58

InChIKey GYNWSIBKBBWJJW-ITGNWTSRNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 73

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 13

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.04

logP 1.6674

PSA 136.68

MR 119.788

ABS 0.56

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -427.70545

PM7_Total_Energy_ev -5963.15225

PM7_Electronic_Energy_ev -57251.52445

PM7_Dipole_Debye 27.49583

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.452

PM7_LUMO_Energy_ev 4.248

PM7_COSMO_Area_square_ang 442.66

PM7_COSMO_Volue_cubic_ang 564.26

PM7_Electron_Affinity_ev -4.248

PM7_Ionization_Energy_ev 5.452

PM7_Energy_Gap_ev 9.7

PM7_Global_Hardness_ev 4.85

PM7_Global_Softness_ev 0.20618556701030927

PM7_Chemical_Potential_ev -0.602

PM7_Electronigativity_ev 0.602

PM7_Back_Donation_Energy_ev -1.2125

PM7_Electrophilicity_ev 0.037361237113402064

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[[(3~{R},5~{S},8~{R},9~{S},10~{S},13~{S},14~{S},17~{S})-17-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylate

SMILES C(=O)(C1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4CCC5O)C)C)O)O)O)[O-]

Canonical_SMILES O[C@@H]1[C@@H](O)[C@H](O[C@@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CC[C@@H]3O)C)C)O[C@@H]([C@H]1O)C(=O)O

InChI 1/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/p-1/fC25H39O8/q-1

InChI_3D 1S/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1

AuxInfo 1/1/N:24,25,2,3,4,6,7,5,9,8,10,12,16,13,14,15,17,19,18,20,11,1,21,22,23,29,31,30,32,26,27,33,28/E:(30,31)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCO-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;;;s4;;s5;s7;;s1;s2s10;s3;s4s13;s5s13;s7s10;s6;s11;s18;s19;s20;s9s12s15;s8s14s17;s22;s23;s1;d1;s11s21;s17;s18;s19;s20;s16s21;s2;s2;s3;s3;s4;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:-1.2132,2.441,0;4.4189,3.5689,0;5.293,4.065,0;7.9185,5.5534,0;4.4297,6.5874,0;7.9257,6.5634,0;1.8241,5.0887,0;5.3102,7.0863,0;2.695,5.5915,0;2.6832,3.5803,0;-.8675,1.5027,0;3.5553,4.0729,0;5.3,5.0698,0;6.1747,5.5659,0;4.4283,5.5801,0;1.8182,4.0831,0;7.0546,7.0803,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.5599,5.0785,0;6.182,6.5759,0;4.4248,4.5766,0;7.0463,6.073,0;-2.1987,2.6108,0;-.5734,3.2096,0;0,2.0104,0;8.1899,8.412,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;4.7378,3.1838,0;4.0954,3.1877,0;5.786,4.1483,0;5.4606,3.5939,0;8.4185,5.5498,0;7.9149,5.0534,0;3.937,6.5024,0;4.2614,7.0582,0;8.1016,7.0315,0;8.4173,6.4723,0;1.3314,5.0038,0;1.654,5.5589,0;4.9917,7.4717,0;5.6342,7.4672,0;2.3751,5.9758,0;3.0194,5.972,0;3.0018,3.195,0;2.3598,3.199,0;-1.3597,1.4149,0;3.124,4.3259,0;5.3034,5.5697,0;6.3005,5.082,0;3.9954,5.8304,0;1.3262,4.1724,0;6.7347,7.4645,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.1739,4.1441,0;4.6758,5.0091,0;4.8573,4.3257,0;7.2978,6.5052,0;6.7948,5.6408,0;7.4785,5.8215,0;8.0226,8.8832,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI191859

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.sdf

Formula	C₂₅H₃₉O₈
MW	467.58
InChIKey	GYNWSIBKBBWJJW-ITGNWTSRNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	73
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	13
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.04
logP	1.6674
PSA	136.68
MR	119.788
ABS	0.56
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-427.70545
PM7_Total_Energy_ev	-5963.15225
PM7_Electronic_Energy_ev	-57251.52445
PM7_Dipole_Debye	27.49583
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.452
PM7_LUMO_Energy_ev	4.248
PM7_COSMO_Area_square_ang	442.66
PM7_COSMO_Volue_cubic_ang	564.26
PM7_Electron_Affinity_ev	-4.248
PM7_Ionization_Energy_ev	5.452
PM7_Energy_Gap_ev	9.7
PM7_Global_Hardness_ev	4.85
PM7_Global_Softness_ev	0.20618556701030927
PM7_Chemical_Potential_ev	-0.602
PM7_Electronigativity_ev	0.602
PM7_Back_Donation_Energy_ev	-1.2125
PM7_Electrophilicity_ev	0.037361237113402064
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-[[(3~{R},5~{S},8~{R},9~{S},10~{S},13~{S},14~{S},17~{S})-17-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1~{H}-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylate
SMILES	C(=O)(C1C(C(C(C(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4CCC5O)C)C)O)O)O)[O-]
Canonical_SMILES	O[C@@H]1[C@@H](O)[C@H](O[C@@H]2CC[C@]3([C@H](C2)CC[C@@H]2[C@@H]3CC[C@]3([C@H]2CC[C@@H]3O)C)C)O[C@@H]([C@H]1O)C(=O)O
InChI	1/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/p-1/fC25H39O8/q-1
InChI_3D	1S/C25H40O8/c1-24-9-7-13(32-23-20(29)18(27)19(28)21(33-23)22(30)31)11-12(24)3-4-14-15-5-6-17(26)25(15,2)10-8-16(14)24/h12-21,23,26-29H,3-11H2,1-2H3,(H,30,31)/t12-,13+,14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1
AuxInfo	1/1/N:24,25,2,3,4,6,7,5,9,8,10,12,16,13,14,15,17,19,18,20,11,1,21,22,23,29,31,30,32,26,27,33,28/E:(30,31)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCO-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;;;s4;;s5;s7;;s1;s2s10;s3;s4s13;s5s13;s7s10;s6;s11;s18;s19;s20;s9s12s15;s8s14s17;s22;s23;s1;d1;s11s21;s17;s18;s19;s20;s16s21;s2;s2;s3;s3;s4;s4;s5;s5;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:-1.2132,2.441,0;4.4189,3.5689,0;5.293,4.065,0;7.9185,5.5534,0;4.4297,6.5874,0;7.9257,6.5634,0;1.8241,5.0887,0;5.3102,7.0863,0;2.695,5.5915,0;2.6832,3.5803,0;-.8675,1.5027,0;3.5553,4.0729,0;5.3,5.0698,0;6.1747,5.5659,0;4.4283,5.5801,0;1.8182,4.0831,0;7.0546,7.0803,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.5599,5.0785,0;6.182,6.5759,0;4.4248,4.5766,0;7.0463,6.073,0;-2.1987,2.6108,0;-.5734,3.2096,0;0,2.0104,0;8.1899,8.412,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2132,2.441,0;4.7378,3.1838,0;4.0954,3.1877,0;5.786,4.1483,0;5.4606,3.5939,0;8.4185,5.5498,0;7.9149,5.0534,0;3.937,6.5024,0;4.2614,7.0582,0;8.1016,7.0315,0;8.4173,6.4723,0;1.3314,5.0038,0;1.654,5.5589,0;4.9917,7.4717,0;5.6342,7.4672,0;2.3751,5.9758,0;3.0194,5.972,0;3.0018,3.195,0;2.3598,3.199,0;-1.3597,1.4149,0;3.124,4.3259,0;5.3034,5.5697,0;6.3005,5.082,0;3.9954,5.8304,0;1.3262,4.1724,0;6.7347,7.4645,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.1739,4.1441,0;4.6758,5.0091,0;4.8573,4.3257,0;7.2978,6.5052,0;6.7948,5.6408,0;7.4785,5.8215,0;8.0226,8.8832,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI191859
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191859.sdf