CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178154_s0 (94305)

Formula C₃₂H₄₄O₁₅

MW 668.69

InChIKey KEITVHVZENPMPG-OOBVWTDRNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 91

Number_Heavy_Atoms 47

Number_Rings 6

Number_Bonds 96

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 14

ONatoms 15

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.61

logP 0.0018

PSA 246.18

MR 156.082

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -594.54797

PM7_Total_Energy_ev -8952.43944

PM7_Electronic_Energy_ev -109087.88844

PM7_Dipole_Debye 1.61286

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.349

PM7_LUMO_Energy_ev 0.065

PM7_COSMO_Area_square_ang 510.94

PM7_COSMO_Volue_cubic_ang 760.95

PM7_Electron_Affinity_ev -0.065

PM7_Ionization_Energy_ev 9.349

PM7_Energy_Gap_ev 9.414

PM7_Global_Hardness_ev 4.707

PM7_Global_Softness_ev 0.21244954323348206

PM7_Chemical_Potential_ev -4.642

PM7_Electronigativity_ev 4.642

PM7_Back_Donation_Energy_ev -1.17675

PM7_Electrophilicity_ev 2.288948799660081

OPENEYE_Name (2'~{S},3~{a}~{S},5~{a}~{S},6~{R},7~{S},9~{a}~{S},9~{b}~{S})-9~{b}-[(1~{R})-2-carboxy-1-hydroxy-ethyl]-7-[(~{R})-3-furyl-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methyl]-3,3,5~{a},7-tetramethyl-5-oxo-spiro[1,3~{a},4,8,9,9~{a}-hexahydrobenzo[e]isobenzofuran-6,3'-oxirane]-2'-carboxylic acid

SMILES c1cocc1C(C2(CCC3C(C24C(O4)C(=O)O)(C(=O)CC5C3(COC5(C)C)C(CC(=O)O)O)C)C)OC6C(C(C(C(O6)CO)O)O)O

Canonical_SMILES OC[C@@H]1O[C@H](O[C@@H]([C@]2(C)CC[C@@H]3[C@]([C@@]42O[C@@H]4C(=O)O)(C)C(=O)C[C@H]2[C@@]3(COC2(C)C)[C@@H](CC(=O)O)O)c2cocc2)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C32H44O15/c1-28(2)17-9-18(34)30(4)16(31(17,13-44-28)19(35)10-20(36)37)5-7-29(3,32(30)25(47-32)26(41)42)24(14-6-8-43-12-14)46-27-23(40)22(39)21(38)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,38-40H,5,7,9-11,13H2,1-4H3,(H,36,37)(H,41,42)/f/h36,41H

InChI_3D 1S/C32H44O15/c1-28(2)17-9-18(34)30(4)16(31(17,13-44-28)19(35)10-20(36)37)5-7-29(3,32(30)25(47-32)26(41)42)24(14-6-8-43-12-14)46-27-23(40)22(39)21(38)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,38-40H,5,7,9-11,13H2,1-4H3,(H,36,37)(H,41,42)/t15-,16+,17+,19+,21-,22-,23-,24+,25+,27+,29-,30+,31-,32+/m0/s1

AuxInfo 1/1/N:27,28,26,25,9,1,10,2,8,29,30,3,11,4,18,14,13,5,32,7,16,15,17,31,12,6,19,24,23,20,21,22,45,33,46,35,41,43,42,44,34,40,36,37,39,47,38/E:(1,2)(36,37)(41,42)/F:27,28,26,25,9,1,10,2,8,29,30,3,11,4,18,14,13,5,32,7,16,15,17,31,12,6,19,24,23,20,21,22,45,33,46,41,35,43,42,44,40,34,36,37,39,47,38/E:(1,2)/rA:91cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s5;;s9;;s6;s8;s9;;s15;s15;s16;s17;s5s14;s11s13s14;s12s20;s10s22;s13;s20;s23;s24;s24;s7;s18;s4s23;s21s29;d5;d6;d7;s2s3;s11s24;s12s22;s18s19;s6;s7;s15;s16;s17;s30;s32;s19s31;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s30;s30;s31;s32;s40;s41;s42;s43;s44;s45;s46;/rC:-.095,5.6522,0;-1.0942,5.6897,0;-.6557,4.1303,0;.1761,4.6881,0;5.9284,2.5249,0;4.5582,.8913,0;3.6891,7.2009,0;6.8694,2.8632,0;4.5789,4.8006,0;3.6378,4.4623,0;6.6617,5.4188,0;4.5621,1.8913,0;7.0469,3.8473,0;5.3424,4.1548,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.1649,3.1707,0;6.2834,4.4931,0;4.2238,2.8323,0;3.4603,3.4781,0;7.897,4.3739,0;4.4013,3.8165,0;2.5794,1.966,0;8.8381,4.7122,0;8.658,2.798,0;4.3809,6.4788,0;-2.5903,1.1954,0;1.8182,4.0831,0;5.0727,5.7567,0;5.7508,1.5407,0;5.4223,.3879,0;2.7178,6.9627,0;-1.4444,4.7526,0;7.6589,5.3451,0;3.578,2.0688,0;0,2.0104,0;3.6902,.3947,0;3.9685,8.161,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-3.5748,1.0198,0;5.7948,6.4485,0;1.4725,3.1448,0;.2144,6.0451,0;-1.3715,6.1057,0;-.6751,3.6307,0;7.3694,2.8612,0;6.9543,2.3704,0;4.3306,5.2346,0;4.9631,5.1205,0;3.1378,4.4642,0;3.5529,4.955,0;6.1816,5.5585,0;6.7504,5.9109,0;5.0549,1.9762,0;6.5764,3.6781,0;5.7241,3.8319,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;4.7242,4.1982,0;4.0784,3.4347,0;4.0196,4.1394,0;3.0114,1.7143,0;2.1473,2.2177,0;2.3277,1.534,0;8.6689,5.1827,0;9.0072,4.2417,0;9.3086,4.8814,0;9.1082,3.0154,0;8.2077,2.5806,0;8.8754,2.3477,0;4.0199,6.1329,0;4.7419,6.8247,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.9911,4.5523,0;4.7117,5.4108,0;3.6883,-.1053,0;3.6226,8.5221,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-3.7449,.5497,0;5.6757,6.9342,0;

Duplicates ChEBI178154_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.sdf

Formula	C₃₂H₄₄O₁₅
MW	668.69
InChIKey	KEITVHVZENPMPG-OOBVWTDRNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	91
Number_Heavy_Atoms	47
Number_Rings	6
Number_Bonds	96
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	14
ONatoms	15
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.61
logP	0.0018
PSA	246.18
MR	156.082
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-594.54797
PM7_Total_Energy_ev	-8952.43944
PM7_Electronic_Energy_ev	-109087.88844
PM7_Dipole_Debye	1.61286
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.349
PM7_LUMO_Energy_ev	0.065
PM7_COSMO_Area_square_ang	510.94
PM7_COSMO_Volue_cubic_ang	760.95
PM7_Electron_Affinity_ev	-0.065
PM7_Ionization_Energy_ev	9.349
PM7_Energy_Gap_ev	9.414
PM7_Global_Hardness_ev	4.707
PM7_Global_Softness_ev	0.21244954323348206
PM7_Chemical_Potential_ev	-4.642
PM7_Electronigativity_ev	4.642
PM7_Back_Donation_Energy_ev	-1.17675
PM7_Electrophilicity_ev	2.288948799660081
OPENEYE_Name	(2'~{S},3~{a}~{S},5~{a}~{S},6~{R},7~{S},9~{a}~{S},9~{b}~{S})-9~{b}-[(1~{R})-2-carboxy-1-hydroxy-ethyl]-7-[(~{R})-3-furyl-[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-methyl]-3,3,5~{a},7-tetramethyl-5-oxo-spiro[1,3~{a},4,8,9,9~{a}-hexahydrobenzo[e]isobenzofuran-6,3'-oxirane]-2'-carboxylic acid
SMILES	c1cocc1C(C2(CCC3C(C24C(O4)C(=O)O)(C(=O)CC5C3(COC5(C)C)C(CC(=O)O)O)C)C)OC6C(C(C(C(O6)CO)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@H](O[C@@H]([C@]2(C)CC[C@@H]3[C@]([C@@]42O[C@@H]4C(=O)O)(C)C(=O)C[C@H]2[C@@]3(COC2(C)C)[C@@H](CC(=O)O)O)c2cocc2)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C32H44O15/c1-28(2)17-9-18(34)30(4)16(31(17,13-44-28)19(35)10-20(36)37)5-7-29(3,32(30)25(47-32)26(41)42)24(14-6-8-43-12-14)46-27-23(40)22(39)21(38)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,38-40H,5,7,9-11,13H2,1-4H3,(H,36,37)(H,41,42)/f/h36,41H
InChI_3D	1S/C32H44O15/c1-28(2)17-9-18(34)30(4)16(31(17,13-44-28)19(35)10-20(36)37)5-7-29(3,32(30)25(47-32)26(41)42)24(14-6-8-43-12-14)46-27-23(40)22(39)21(38)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,38-40H,5,7,9-11,13H2,1-4H3,(H,36,37)(H,41,42)/t15-,16+,17+,19+,21-,22-,23-,24+,25+,27+,29-,30+,31-,32+/m0/s1
AuxInfo	1/1/N:27,28,26,25,9,1,10,2,8,29,30,3,11,4,18,14,13,5,32,7,16,15,17,31,12,6,19,24,23,20,21,22,45,33,46,35,41,43,42,44,34,40,36,37,39,47,38/E:(1,2)(36,37)(41,42)/F:27,28,26,25,9,1,10,2,8,29,30,3,11,4,18,14,13,5,32,7,16,15,17,31,12,6,19,24,23,20,21,22,45,33,46,41,35,43,42,44,40,34,36,37,39,47,38/E:(1,2)/rA:91cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s5;;s9;;s6;s8;s9;;s15;s15;s16;s17;s5s14;s11s13s14;s12s20;s10s22;s13;s20;s23;s24;s24;s7;s18;s4s23;s21s29;d5;d6;d7;s2s3;s11s24;s12s22;s18s19;s6;s7;s15;s16;s17;s30;s32;s19s31;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s18;s19;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s29;s29;s30;s30;s31;s32;s40;s41;s42;s43;s44;s45;s46;/rC:-.095,5.6522,0;-1.0942,5.6897,0;-.6557,4.1303,0;.1761,4.6881,0;5.9284,2.5249,0;4.5582,.8913,0;3.6891,7.2009,0;6.8694,2.8632,0;4.5789,4.8006,0;3.6378,4.4623,0;6.6617,5.4188,0;4.5621,1.8913,0;7.0469,3.8473,0;5.3424,4.1548,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;5.1649,3.1707,0;6.2834,4.4931,0;4.2238,2.8323,0;3.4603,3.4781,0;7.897,4.3739,0;4.4013,3.8165,0;2.5794,1.966,0;8.8381,4.7122,0;8.658,2.798,0;4.3809,6.4788,0;-2.5903,1.1954,0;1.8182,4.0831,0;5.0727,5.7567,0;5.7508,1.5407,0;5.4223,.3879,0;2.7178,6.9627,0;-1.4444,4.7526,0;7.6589,5.3451,0;3.578,2.0688,0;0,2.0104,0;3.6902,.3947,0;3.9685,8.161,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-3.5748,1.0198,0;5.7948,6.4485,0;1.4725,3.1448,0;.2144,6.0451,0;-1.3715,6.1057,0;-.6751,3.6307,0;7.3694,2.8612,0;6.9543,2.3704,0;4.3306,5.2346,0;4.9631,5.1205,0;3.1378,4.4642,0;3.5529,4.955,0;6.1816,5.5585,0;6.7504,5.9109,0;5.0549,1.9762,0;6.5764,3.6781,0;5.7241,3.8319,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;4.7242,4.1982,0;4.0784,3.4347,0;4.0196,4.1394,0;3.0114,1.7143,0;2.1473,2.2177,0;2.3277,1.534,0;8.6689,5.1827,0;9.0072,4.2417,0;9.3086,4.8814,0;9.1082,3.0154,0;8.2077,2.5806,0;8.8754,2.3477,0;4.0199,6.1329,0;4.7419,6.8247,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.9911,4.5523,0;4.7117,5.4108,0;3.6883,-.1053,0;3.6226,8.5221,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-3.7449,.5497,0;5.6757,6.9342,0;
Duplicates	ChEBI178154_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178154_s0.sdf