CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188937 (103217)

Formula C₂₅H₂₆O₉

MW 470.48

InChIKey PJEDYQWLAZPOEC-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 9

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.47

logP 2.6233

PSA 150.59

MR 120.809

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -355.66986

PM7_Total_Energy_ev -6080.2016

PM7_Electronic_Energy_ev -56593.04378

PM7_Dipole_Debye 7.13674

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.196

PM7_LUMO_Energy_ev -0.727

PM7_COSMO_Area_square_ang 430.08

PM7_COSMO_Volue_cubic_ang 530.23

PM7_Electron_Affinity_ev 0.727

PM7_Ionization_Energy_ev 9.196

PM7_Energy_Gap_ev 8.469

PM7_Global_Hardness_ev 4.2345

PM7_Global_Softness_ev 0.2361553902467824

PM7_Chemical_Potential_ev -4.9615

PM7_Electronigativity_ev 4.9615

PM7_Back_Donation_Energy_ev -1.058625

PM7_Electrophilicity_ev 2.9066574861258707

OPENEYE_Name (3~{R},3~{a}~{R},9~{a}~{S})-7-acetyl-9~{a}-[(3-acetyl-2,6-dihydroxy-5-methyl-phenyl)methyl]-3~{a},8-dihydroxy-3,5-dimethyl-3,9-dihydrofuro[3,4-b]chromen-1-one

SMILES c1c(c(c2c(c1C)OC3(C(OC(=O)C3(C2)Cc4c(c(cc(c4O)C)C(=O)C)O)C)O)O)C(=O)C

Canonical_SMILES Cc1cc(C(=O)C)c(c(c1O)C[C@@]12Cc3c(O[C@@]2(O)[C@H](OC1=O)C)c(C)cc(c3O)C(=O)C)O

InChI 1/C25H26O9/c1-10-6-15(12(3)26)20(29)17(19(10)28)8-24-9-18-21(30)16(13(4)27)7-11(2)22(18)34-25(24,32)14(5)33-23(24)31/h6-7,14,28-30,32H,8-9H2,1-5H3

InChI_3D 1S/C25H26O9/c1-10-6-15(12(3)26)20(29)17(19(10)28)8-24-9-18-21(30)16(13(4)27)7-11(2)22(18)34-25(24,32)14(5)33-23(24)31/h6-7,14,28-30,32H,8-9H2,1-5H3/t14-,24-,25+/m1/s1

AuxInfo 1/0/N:21,20,23,22,24,2,1,25,16,7,6,15,14,17,4,3,8,5,12,11,10,9,13,18,19,28,27,33,32,31,26,34,30,29/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d6;s3d5;s4d8;d7s8;;s3;s4;s5;;s13s16;s17s18;s6;s7;s14;s15;s17;s8s18;d13;d14;d15;s9s19;s13s17;s10;s11;s12;s19;s1;s2;s16;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s31;s32;s33;s34;/rC:;3.9696,5.7345,0;0,1.0057,0;3.0576,5.3241,0;1.7357,1.0057,0;.8679,-.4978,0;4.7834,5.1445,0;3.7651,3.7398,0;1.7371,0,0;.8679,1.5135,0;2.9513,4.3298,0;4.6853,4.1442,0;4.4313,1.3165,0;-.8675,1.5032,0;2.248,5.911,0;2.6012,1.5124,0;4.4307,-.3142,0;3.4726,1.0054,0;3.4722,-.0024,0;.8676,-1.4978,0;5.6953,5.555,0;-1.732,1.0007,0;1.3349,5.5033,0;5.9459,-1.1897,0;3.6588,2.7455,0;4.7406,2.2674,0;-.8704,2.5032,0;2.3514,6.9057,0;2.6037,-.4989,0;5.0234,.501,0;.8679,2.5135,0;2.0376,3.9233,0;5.495,3.5573,0;3.6511,-1.7432,0;-.4327,-.2506,0;4.0206,6.2319,0;2.2787,1.8945,0;2.9227,1.8954,0;4.2272,-.7709,0;1.3676,-1.498,0;.3676,-1.4976,0;.8674,-1.9978,0;5.4901,6.0109,0;5.9005,5.099,0;6.1513,5.7602,0;-1.4808,.5684,0;-1.9833,1.433,0;-2.1643,.7494,0;1.5387,5.0467,0;1.131,5.9598,0;.8783,5.2994,0;6.1961,-.7568,0;5.6958,-1.6226,0;6.3789,-1.4399,0;3.1616,2.7987,0;4.1559,2.6923,0;.4349,2.7635,0;1.9851,3.4261,0;5.9516,3.7612,0;3.2459,-2.0362,0;

Duplicates ChEBI188937

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.sdf

Formula	C₂₅H₂₆O₉
MW	470.48
InChIKey	PJEDYQWLAZPOEC-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	9
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.47
logP	2.6233
PSA	150.59
MR	120.809
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-355.66986
PM7_Total_Energy_ev	-6080.2016
PM7_Electronic_Energy_ev	-56593.04378
PM7_Dipole_Debye	7.13674
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.196
PM7_LUMO_Energy_ev	-0.727
PM7_COSMO_Area_square_ang	430.08
PM7_COSMO_Volue_cubic_ang	530.23
PM7_Electron_Affinity_ev	0.727
PM7_Ionization_Energy_ev	9.196
PM7_Energy_Gap_ev	8.469
PM7_Global_Hardness_ev	4.2345
PM7_Global_Softness_ev	0.2361553902467824
PM7_Chemical_Potential_ev	-4.9615
PM7_Electronigativity_ev	4.9615
PM7_Back_Donation_Energy_ev	-1.058625
PM7_Electrophilicity_ev	2.9066574861258707
OPENEYE_Name	(3~{R},3~{a}~{R},9~{a}~{S})-7-acetyl-9~{a}-[(3-acetyl-2,6-dihydroxy-5-methyl-phenyl)methyl]-3~{a},8-dihydroxy-3,5-dimethyl-3,9-dihydrofuro[3,4-b]chromen-1-one
SMILES	c1c(c(c2c(c1C)OC3(C(OC(=O)C3(C2)Cc4c(c(cc(c4O)C)C(=O)C)O)C)O)O)C(=O)C
Canonical_SMILES	Cc1cc(C(=O)C)c(c(c1O)C[C@@]12Cc3c(O[C@@]2(O)[C@H](OC1=O)C)c(C)cc(c3O)C(=O)C)O
InChI	1/C25H26O9/c1-10-6-15(12(3)26)20(29)17(19(10)28)8-24-9-18-21(30)16(13(4)27)7-11(2)22(18)34-25(24,32)14(5)33-23(24)31/h6-7,14,28-30,32H,8-9H2,1-5H3
InChI_3D	1S/C25H26O9/c1-10-6-15(12(3)26)20(29)17(19(10)28)8-24-9-18-21(30)16(13(4)27)7-11(2)22(18)34-25(24,32)14(5)33-23(24)31/h6-7,14,28-30,32H,8-9H2,1-5H3/t14-,24-,25+/m1/s1
AuxInfo	1/0/N:21,20,23,22,24,2,1,25,16,7,6,15,14,17,4,3,8,5,12,11,10,9,13,18,19,28,27,33,32,31,26,34,30,29/rA:60cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d6;s3d5;s4d8;d7s8;;s3;s4;s5;;s13s16;s17s18;s6;s7;s14;s15;s17;s8s18;d13;d14;d15;s9s19;s13s17;s10;s11;s12;s19;s1;s2;s16;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s31;s32;s33;s34;/rC:;3.9696,5.7345,0;0,1.0057,0;3.0576,5.3241,0;1.7357,1.0057,0;.8679,-.4978,0;4.7834,5.1445,0;3.7651,3.7398,0;1.7371,0,0;.8679,1.5135,0;2.9513,4.3298,0;4.6853,4.1442,0;4.4313,1.3165,0;-.8675,1.5032,0;2.248,5.911,0;2.6012,1.5124,0;4.4307,-.3142,0;3.4726,1.0054,0;3.4722,-.0024,0;.8676,-1.4978,0;5.6953,5.555,0;-1.732,1.0007,0;1.3349,5.5033,0;5.9459,-1.1897,0;3.6588,2.7455,0;4.7406,2.2674,0;-.8704,2.5032,0;2.3514,6.9057,0;2.6037,-.4989,0;5.0234,.501,0;.8679,2.5135,0;2.0376,3.9233,0;5.495,3.5573,0;3.6511,-1.7432,0;-.4327,-.2506,0;4.0206,6.2319,0;2.2787,1.8945,0;2.9227,1.8954,0;4.2272,-.7709,0;1.3676,-1.498,0;.3676,-1.4976,0;.8674,-1.9978,0;5.4901,6.0109,0;5.9005,5.099,0;6.1513,5.7602,0;-1.4808,.5684,0;-1.9833,1.433,0;-2.1643,.7494,0;1.5387,5.0467,0;1.131,5.9598,0;.8783,5.2994,0;6.1961,-.7568,0;5.6958,-1.6226,0;6.3789,-1.4399,0;3.1616,2.7987,0;4.1559,2.6923,0;.4349,2.7635,0;1.9851,3.4261,0;5.9516,3.7612,0;3.2459,-2.0362,0;
Duplicates	ChEBI188937
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188937.sdf