CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178577 (94698)

Formula C₂₅H₂₄O₆

MW 420.46

InChIKey KKBKTGYRMZXDKM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.66

logP 3.9177

PSA 88.38

MR 116.526

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -176.37705

PM7_Total_Energy_ev -5165.52601

PM7_Electronic_Energy_ev -43601.11165

PM7_Dipole_Debye 4.09458

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.438

PM7_LUMO_Energy_ev -0.293

PM7_COSMO_Area_square_ang 418.43

PM7_COSMO_Volue_cubic_ang 483.24

PM7_Electron_Affinity_ev 0.293

PM7_Ionization_Energy_ev 8.438

PM7_Energy_Gap_ev 8.145

PM7_Global_Hardness_ev 4.0725

PM7_Global_Softness_ev 0.24554941682013506

PM7_Chemical_Potential_ev -4.3655

PM7_Electronigativity_ev 4.3655

PM7_Back_Donation_Energy_ev -1.018125

PM7_Electrophilicity_ev 2.3397900859422958

OPENEYE_Name (2~{R},3~{S})-2-(4-hydroxy-3-methoxy-phenyl)-11-methoxy-3,4,5,6-tetrahydro-2~{H}-naphtho[2,1-f]chromene-3,8-diol

SMILES c1cc(cc2c1-c3c(c4c(cc3OC)OC(C(C4)O)c5ccc(c(c5)OC)O)CC2)O

Canonical_SMILES COc1cc2O[C@@H]([C@H](Cc2c2c1c1ccc(cc1CC2)O)O)c1ccc(c(c1)OC)O

InChI 1/C25H24O6/c1-29-22-10-14(4-8-19(22)27)25-20(28)11-18-17-6-3-13-9-15(26)5-7-16(13)24(17)23(30-2)12-21(18)31-25/h4-5,7-10,12,20,25-28H,3,6,11H2,1-2H3

InChI_3D 1S/C25H24O6/c1-29-22-10-14(4-8-19(22)27)25-20(28)11-18-17-6-3-13-9-15(26)5-7-16(13)24(17)23(30-2)12-21(18)31-25/h4-5,7-10,12,20,25-28H,3,6,11H2,1-2H3/t20-,25+/m0/s1

AuxInfo 1/0/N:24,25,19,2,3,20,1,4,6,5,21,7,11,10,15,8,12,13,16,23,14,17,18,9,22,27,28,29,30,31,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1;s8;s2d5;s6d8;s9;d12;d7s13;s3d6;s4;s5d16;s7d9;s11;s12s19;s13;s10;s21s22;;;s14s22;s15;s16;s23;s17s24;s18s25;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s27;s28;s29;/rC:.8755,1.5228,0;5.7805,4.2627,0;.0014,1.016,0;6.11,5.2068,0;7.417,3.6862,0;.8777,-.5071,0;3.4803,3.0415,0;1.7541,1.0205,0;2.6265,1.5291,0;6.429,3.5014,0;1.755,.0051,0;3.5013,1.0306,0;4.3646,1.54,0;4.3609,2.5455,0;;7.0981,5.3916,0;7.7566,4.6322,0;2.6175,2.5304,0;2.6335,-.4996,0;3.5115,.0098,0;5.2358,1.0428,0;6.0953,2.5587,0;6.1038,1.5495,0;9.0719,5.7592,0;1.7364,4.0216,0;5.2235,3.0515,0;-.8664,-.4993,0;7.4276,6.3358,0;7.825,1.8658,0;8.7396,4.816,0;1.7465,3.0216,0;.874,2.0228,0;5.289,4.1708,0;-.4317,1.2659,0;5.7842,5.586,0;7.7412,3.3055,0;.8788,-1.0071,0;3.4748,3.5415,0;2.9557,-.8819,0;2.3129,-.8833,0;4.0033,.1003,0;3.6847,-.4592,0;5.5591,.6613,0;4.9163,.6582,0;6.5884,2.4761,0;6.2776,1.0807,0;8.6003,5.9253,0;9.238,6.2308,0;9.5435,5.593,0;2.2364,4.0266,0;1.2364,4.0165,0;1.7313,4.5216,0;-.8669,-.9993,0;7.1012,6.7145,0;8.1491,1.4851,0;

Duplicates ChEBI178577

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.sdf

Formula	C₂₅H₂₄O₆
MW	420.46
InChIKey	KKBKTGYRMZXDKM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.66
logP	3.9177
PSA	88.38
MR	116.526
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-176.37705
PM7_Total_Energy_ev	-5165.52601
PM7_Electronic_Energy_ev	-43601.11165
PM7_Dipole_Debye	4.09458
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.438
PM7_LUMO_Energy_ev	-0.293
PM7_COSMO_Area_square_ang	418.43
PM7_COSMO_Volue_cubic_ang	483.24
PM7_Electron_Affinity_ev	0.293
PM7_Ionization_Energy_ev	8.438
PM7_Energy_Gap_ev	8.145
PM7_Global_Hardness_ev	4.0725
PM7_Global_Softness_ev	0.24554941682013506
PM7_Chemical_Potential_ev	-4.3655
PM7_Electronigativity_ev	4.3655
PM7_Back_Donation_Energy_ev	-1.018125
PM7_Electrophilicity_ev	2.3397900859422958
OPENEYE_Name	(2~{R},3~{S})-2-(4-hydroxy-3-methoxy-phenyl)-11-methoxy-3,4,5,6-tetrahydro-2~{H}-naphtho[2,1-f]chromene-3,8-diol
SMILES	c1cc(cc2c1-c3c(c4c(cc3OC)OC(C(C4)O)c5ccc(c(c5)OC)O)CC2)O
Canonical_SMILES	COc1cc2O[C@@H]([C@H](Cc2c2c1c1ccc(cc1CC2)O)O)c1ccc(c(c1)OC)O
InChI	1/C25H24O6/c1-29-22-10-14(4-8-19(22)27)25-20(28)11-18-17-6-3-13-9-15(26)5-7-16(13)24(17)23(30-2)12-21(18)31-25/h4-5,7-10,12,20,25-28H,3,6,11H2,1-2H3
InChI_3D	1S/C25H24O6/c1-29-22-10-14(4-8-19(22)27)25-20(28)11-18-17-6-3-13-9-15(26)5-7-16(13)24(17)23(30-2)12-21(18)31-25/h4-5,7-10,12,20,25-28H,3,6,11H2,1-2H3/t20-,25+/m0/s1
AuxInfo	1/0/N:24,25,19,2,3,20,1,4,6,5,21,7,11,10,15,8,12,13,16,23,14,17,18,9,22,27,28,29,30,31,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1;s8;s2d5;s6d8;s9;d12;d7s13;s3d6;s4;s5d16;s7d9;s11;s12s19;s13;s10;s21s22;;;s14s22;s15;s16;s23;s17s24;s18s25;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s27;s28;s29;/rC:.8755,1.5228,0;5.7805,4.2627,0;.0014,1.016,0;6.11,5.2068,0;7.417,3.6862,0;.8777,-.5071,0;3.4803,3.0415,0;1.7541,1.0205,0;2.6265,1.5291,0;6.429,3.5014,0;1.755,.0051,0;3.5013,1.0306,0;4.3646,1.54,0;4.3609,2.5455,0;;7.0981,5.3916,0;7.7566,4.6322,0;2.6175,2.5304,0;2.6335,-.4996,0;3.5115,.0098,0;5.2358,1.0428,0;6.0953,2.5587,0;6.1038,1.5495,0;9.0719,5.7592,0;1.7364,4.0216,0;5.2235,3.0515,0;-.8664,-.4993,0;7.4276,6.3358,0;7.825,1.8658,0;8.7396,4.816,0;1.7465,3.0216,0;.874,2.0228,0;5.289,4.1708,0;-.4317,1.2659,0;5.7842,5.586,0;7.7412,3.3055,0;.8788,-1.0071,0;3.4748,3.5415,0;2.9557,-.8819,0;2.3129,-.8833,0;4.0033,.1003,0;3.6847,-.4592,0;5.5591,.6613,0;4.9163,.6582,0;6.5884,2.4761,0;6.2776,1.0807,0;8.6003,5.9253,0;9.238,6.2308,0;9.5435,5.593,0;2.2364,4.0266,0;1.2364,4.0165,0;1.7313,4.5216,0;-.8669,-.9993,0;7.1012,6.7145,0;8.1491,1.4851,0;
Duplicates	ChEBI178577
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178577.sdf