CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185333_s0 (99969)

Formula C₃₅H₅₀O₁₆

MW 726.77

InChIKey UWQVYSUHQUNHFN-ZGQWZVPSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 101

Number_Heavy_Atoms 51

Number_Rings 5

Number_Bonds 105

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 14

ONatoms 16

HB_Donor 6

HB_Acceptor 10

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -0.62

logP 0.643

PSA 252.25

MR 172.33

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -637.30249

PM7_Total_Energy_ev -9696.98685

PM7_Electronic_Energy_ev -118986.22354

PM7_Dipole_Debye 3.04115

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.263

PM7_LUMO_Energy_ev 0.544

PM7_COSMO_Area_square_ang 586.83

PM7_COSMO_Volue_cubic_ang 837.72

PM7_Electron_Affinity_ev -0.544

PM7_Ionization_Energy_ev 9.263

PM7_Energy_Gap_ev 9.807

PM7_Global_Hardness_ev 4.9035

PM7_Global_Softness_ev 0.20393596410727033

PM7_Chemical_Potential_ev -4.3595

PM7_Electronigativity_ev 4.3595

PM7_Back_Donation_Energy_ev -1.225875

PM7_Electrophilicity_ev 1.9379259967370246

OPENEYE_Name (1~{R},2~{S},2'~{S},4~{a}~{S},5~{S},6~{R},8~{a}~{R})-5-[(1~{S})-1-acetoxy-3-methoxy-3-oxo-propyl]-2-[(~{S})-3-furyl-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methyl]-6-(1-hydroxy-1-methyl-ethyl)-2,5,8~{a}-trimethyl-8-oxo-spiro[decalin-1,3'-oxirane]-2'-carboxylic acid

SMILES c1cocc1C(C2(CCC3C(C24C(O4)C(=O)O)(C(=O)CC(C3(C)C(CC(=O)OC)OC(=O)C)C(C)(C)O)C)C)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES COC(=O)C[C@@H]([C@@]1(C)[C@@H]2CC[C@@]([C@]3([C@]2(C)C(=O)C[C@H]1C(O)(C)C)O[C@@H]3C(=O)O)(C)[C@H](c1ccoc1)O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O)OC(=O)C

InChI 1/C35H50O16/c1-16(37)48-22(13-23(39)46-7)33(5)19-8-10-32(4,35(28(51-35)29(43)44)34(19,6)21(38)12-20(33)31(2,3)45)27(17-9-11-47-15-17)50-30-26(42)25(41)24(40)18(14-36)49-30/h9,11,15,18-20,22,24-28,30,36,40-42,45H,8,10,12-14H2,1-7H3,(H,43,44)/f/h43H

InChI_3D 1S/C35H50O16/c1-16(37)48-22(13-23(39)46-7)33(5)19-8-10-32(4,35(28(51-35)29(43)44)34(19,6)21(38)12-20(33)31(2,3)45)27(17-9-11-47-15-17)50-30-26(42)25(41)24(40)18(14-36)49-30/h9,11,15,18-20,22,24-28,30,36,40-42,45H,8,10,12-14H2,1-7H3,(H,43,44)/t18-,19-,20-,22-,24-,25-,26-,27-,28+,30+,32-,33-,34-,35+/m0/s1

AuxInfo 1/1/N:24,28,29,26,27,25,30,10,1,11,2,9,31,32,3,7,4,18,13,14,5,34,8,16,15,17,33,12,6,19,35,22,23,20,21,47,38,36,39,45,44,46,37,43,48,49,40,50,42,51,41/E:(2,3)(43,44)/F:24,28,29,26,27,25,30,10,1,11,2,9,31,32,3,7,4,18,13,14,5,34,8,16,15,17,33,12,6,19,35,22,23,20,21,47,38,36,39,45,44,46,43,37,48,49,40,50,42,51,41/E:(2,3)/rA:101cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;;s5;;s10;s6;s10;s9;;s15;s15;s16;s17;s5s13;s12s20;s11s21;s13s14;s7;s20;s22;s23;;;;s8;s18;s4s22;s23s31;s14s28s29;d5;d6;d7;d8;s2s3;s12s21;s18s19;s6;s15;s16;s17;s32;s35;s8s30;s7s34;s19s33;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s34;s43;s44;s45;s46;s47;s48;/rC:-.3543,4.9485,0;-1.3535,4.9859,0;-.915,3.4266,0;-.0832,3.9844,0;5.6691,1.8211,0;4.2989,.1876,0;7.0751,6.6158,0;8.9062,6.1885,0;6.6101,2.1594,0;4.3196,4.0968,0;3.3785,3.7585,0;4.3029,1.1876,0;5.0831,3.451,0;6.7876,3.1436,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.9056,2.4669,0;3.9645,2.1286,0;3.201,2.7744,0;6.0241,3.7893,0;6.4353,7.3844,0;4.1421,3.1127,0;2.6976,1.9103,0;5.1551,5.3083,0;8.084,1.6002,0;9.3681,2.1928,0;9.505,7.8137,0;8.1377,5.5487,0;-2.5903,1.1954,0;1.5589,3.3794,0;7.3691,4.9089,0;8.4297,2.5386,0;5.4916,.837,0;5.163,-.3158,0;8.0605,6.7856,0;9.8446,5.8428,0;-1.7037,4.0488,0;3.3187,1.3651,0;0,2.0104,0;3.4309,-.309,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-3.5748,1.0198,0;8.7754,3.4769,0;8.7365,7.174,0;6.7293,5.6775,0;1.2132,2.441,0;-.0449,5.3413,0;-1.6308,5.402,0;-.9343,2.9269,0;7.1101,2.1575,0;6.695,1.6667,0;4.0713,4.5308,0;4.7039,4.4167,0;2.8785,3.7605,0;3.2937,4.2512,0;4.7956,1.2724,0;5.4648,3.1281,0;7.0393,3.5756,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;6.8196,7.7043,0;6.051,7.0645,0;6.1154,7.7687,0;4.465,3.4945,0;3.8192,2.7309,0;3.7603,3.4356,0;3.1296,1.6586,0;2.2656,2.162,0;2.4459,1.4783,0;4.7211,5.06,0;5.5891,5.5566,0;4.9068,5.7423,0;7.6148,1.7731,0;8.5532,1.4274,0;7.9112,1.131,0;9.1952,1.7237,0;9.5409,2.662,0;9.8372,2.02,0;9.1852,8.198,0;9.8249,7.4294,0;9.8893,8.1336,0;8.4576,5.1644,0;7.8178,5.933,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.7318,3.8486,0;7.689,4.5247,0;3.429,-.809,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-3.7449,.5497,0;9.2682,3.5618,0;

Duplicates ChEBI185333_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.sdf

Formula	C₃₅H₅₀O₁₆
MW	726.77
InChIKey	UWQVYSUHQUNHFN-ZGQWZVPSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	101
Number_Heavy_Atoms	51
Number_Rings	5
Number_Bonds	105
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	14
ONatoms	16
HB_Donor	6
HB_Acceptor	10
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-0.62
logP	0.643
PSA	252.25
MR	172.33
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-637.30249
PM7_Total_Energy_ev	-9696.98685
PM7_Electronic_Energy_ev	-118986.22354
PM7_Dipole_Debye	3.04115
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.263
PM7_LUMO_Energy_ev	0.544
PM7_COSMO_Area_square_ang	586.83
PM7_COSMO_Volue_cubic_ang	837.72
PM7_Electron_Affinity_ev	-0.544
PM7_Ionization_Energy_ev	9.263
PM7_Energy_Gap_ev	9.807
PM7_Global_Hardness_ev	4.9035
PM7_Global_Softness_ev	0.20393596410727033
PM7_Chemical_Potential_ev	-4.3595
PM7_Electronigativity_ev	4.3595
PM7_Back_Donation_Energy_ev	-1.225875
PM7_Electrophilicity_ev	1.9379259967370246
OPENEYE_Name	(1~{R},2~{S},2'~{S},4~{a}~{S},5~{S},6~{R},8~{a}~{R})-5-[(1~{S})-1-acetoxy-3-methoxy-3-oxo-propyl]-2-[(~{S})-3-furyl-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methyl]-6-(1-hydroxy-1-methyl-ethyl)-2,5,8~{a}-trimethyl-8-oxo-spiro[decalin-1,3'-oxirane]-2'-carboxylic acid
SMILES	c1cocc1C(C2(CCC3C(C24C(O4)C(=O)O)(C(=O)CC(C3(C)C(CC(=O)OC)OC(=O)C)C(C)(C)O)C)C)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	COC(=O)C[C@@H]([C@@]1(C)[C@@H]2CC[C@@]([C@]3([C@]2(C)C(=O)C[C@H]1C(O)(C)C)O[C@@H]3C(=O)O)(C)[C@H](c1ccoc1)O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O)OC(=O)C
InChI	1/C35H50O16/c1-16(37)48-22(13-23(39)46-7)33(5)19-8-10-32(4,35(28(51-35)29(43)44)34(19,6)21(38)12-20(33)31(2,3)45)27(17-9-11-47-15-17)50-30-26(42)25(41)24(40)18(14-36)49-30/h9,11,15,18-20,22,24-28,30,36,40-42,45H,8,10,12-14H2,1-7H3,(H,43,44)/f/h43H
InChI_3D	1S/C35H50O16/c1-16(37)48-22(13-23(39)46-7)33(5)19-8-10-32(4,35(28(51-35)29(43)44)34(19,6)21(38)12-20(33)31(2,3)45)27(17-9-11-47-15-17)50-30-26(42)25(41)24(40)18(14-36)49-30/h9,11,15,18-20,22,24-28,30,36,40-42,45H,8,10,12-14H2,1-7H3,(H,43,44)/t18-,19-,20-,22-,24-,25-,26-,27-,28+,30+,32-,33-,34-,35+/m0/s1
AuxInfo	1/1/N:24,28,29,26,27,25,30,10,1,11,2,9,31,32,3,7,4,18,13,14,5,34,8,16,15,17,33,12,6,19,35,22,23,20,21,47,38,36,39,45,44,46,37,43,48,49,40,50,42,51,41/E:(2,3)(43,44)/F:24,28,29,26,27,25,30,10,1,11,2,9,31,32,3,7,4,18,13,14,5,34,8,16,15,17,33,12,6,19,35,22,23,20,21,47,38,36,39,45,44,46,43,37,48,49,40,50,42,51,41/E:(2,3)/rA:101cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;;s5;;s10;s6;s10;s9;;s15;s15;s16;s17;s5s13;s12s20;s11s21;s13s14;s7;s20;s22;s23;;;;s8;s18;s4s22;s23s31;s14s28s29;d5;d6;d7;d8;s2s3;s12s21;s18s19;s6;s15;s16;s17;s32;s35;s8s30;s7s34;s19s33;s1;s2;s3;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s34;s43;s44;s45;s46;s47;s48;/rC:-.3543,4.9485,0;-1.3535,4.9859,0;-.915,3.4266,0;-.0832,3.9844,0;5.6691,1.8211,0;4.2989,.1876,0;7.0751,6.6158,0;8.9062,6.1885,0;6.6101,2.1594,0;4.3196,4.0968,0;3.3785,3.7585,0;4.3029,1.1876,0;5.0831,3.451,0;6.7876,3.1436,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.9056,2.4669,0;3.9645,2.1286,0;3.201,2.7744,0;6.0241,3.7893,0;6.4353,7.3844,0;4.1421,3.1127,0;2.6976,1.9103,0;5.1551,5.3083,0;8.084,1.6002,0;9.3681,2.1928,0;9.505,7.8137,0;8.1377,5.5487,0;-2.5903,1.1954,0;1.5589,3.3794,0;7.3691,4.9089,0;8.4297,2.5386,0;5.4916,.837,0;5.163,-.3158,0;8.0605,6.7856,0;9.8446,5.8428,0;-1.7037,4.0488,0;3.3187,1.3651,0;0,2.0104,0;3.4309,-.309,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-3.5748,1.0198,0;8.7754,3.4769,0;8.7365,7.174,0;6.7293,5.6775,0;1.2132,2.441,0;-.0449,5.3413,0;-1.6308,5.402,0;-.9343,2.9269,0;7.1101,2.1575,0;6.695,1.6667,0;4.0713,4.5308,0;4.7039,4.4167,0;2.8785,3.7605,0;3.2937,4.2512,0;4.7956,1.2724,0;5.4648,3.1281,0;7.0393,3.5756,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;6.8196,7.7043,0;6.051,7.0645,0;6.1154,7.7687,0;4.465,3.4945,0;3.8192,2.7309,0;3.7603,3.4356,0;3.1296,1.6586,0;2.2656,2.162,0;2.4459,1.4783,0;4.7211,5.06,0;5.5891,5.5566,0;4.9068,5.7423,0;7.6148,1.7731,0;8.5532,1.4274,0;7.9112,1.131,0;9.1952,1.7237,0;9.5409,2.662,0;9.8372,2.02,0;9.1852,8.198,0;9.8249,7.4294,0;9.8893,8.1336,0;8.4576,5.1644,0;7.8178,5.933,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.7318,3.8486,0;7.689,4.5247,0;3.429,-.809,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-3.7449,.5497,0;9.2682,3.5618,0;
Duplicates	ChEBI185333_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185333_s0.sdf