CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3917 (1559)

Formula C₂₁H₂₂O₅

MW 354.4

InChIKey ZHPYEBFYLDGZKF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.26

logP 3.6232

PSA 68.15

MR 97.9308

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -150.27566

PM7_Total_Energy_ev -4351.89175

PM7_Electronic_Energy_ev -35622.4783

PM7_Dipole_Debye 2.32093

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.856

PM7_LUMO_Energy_ev -0.095

PM7_COSMO_Area_square_ang 357.84

PM7_COSMO_Volue_cubic_ang 426.92

PM7_Electron_Affinity_ev 0.095

PM7_Ionization_Energy_ev 8.856

PM7_Energy_Gap_ev 8.761

PM7_Global_Hardness_ev 4.3805

PM7_Global_Softness_ev 0.2282844424152494

PM7_Chemical_Potential_ev -4.4755

PM7_Electronigativity_ev 4.4755

PM7_Back_Donation_Energy_ev -1.095125

PM7_Electrophilicity_ev 2.286280133546399

OPENEYE_Name (6~{a}~{S},11~{a}~{S})-9-methoxy-10-(3-methylbut-2-enyl)-6,11~{a}-dihydrobenzofuro[3,2-c]chromene-3,6~{a}-diol

SMILES c1cc(cc2c1C3C(c4ccc(c(c4O3)CC=C(C)C)OC)(CO2)O)O

Canonical_SMILES COc1ccc2c(c1CC=C(C)C)O[C@@H]1[C@@]2(O)COc2c1ccc(c2)O

InChI 1/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3

InChI_3D 1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1

AuxInfo 1/0/N:18,19,20,13,3,21,1,2,4,5,15,14,11,8,6,7,12,9,10,16,17,24,25,26,22,23/E:(1,2)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d6;d7s8;s3d5;s4d8;;d13;;s6;s7s15s16;s14;s14;;s8s13;s9s15;s10s16;s11;s17;s12s20;s1;s2;s3;s4;s5;s13;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;/rC:-1.7411,-.0096,0;-5.2332,-3.0344,0;-.8777,.4982,0;-6.1086,-2.5318,0;.0037,-1.0053,0;-1.7353,-1.0096,0;-4.3605,-2.5303,0;-5.232,-1.0097,0;-.8632,-1.5101,0;-4.3573,-1.5169,0;;-6.1103,-1.5144,0;-5.2281,.9903,0;-6.0931,1.492,0;-1.7342,-3.0343,0;-2.6075,-1.5147,0;-2.6094,-2.5281,0;-6.0912,2.492,0;-6.9601,.9937,0;-7.8424,-1.5141,0;-5.23,-.0097,0;-.8564,-2.5285,0;-3.489,-1.0017,0;.8633,.5048,0;-3.0619,-4.2186,0;-6.9762,-1.0142,0;-2.1758,.2374,0;-5.2325,-3.5344,0;-.8815,.9982,0;-6.5411,-2.7827,0;.4376,-1.2537,0;-4.7946,1.2394,0;-1.4131,-3.4176,0;-2.0559,-3.4171,0;-2.607,-1.0147,0;-5.5912,2.491,0;-6.5912,2.493,0;-6.0902,2.992,0;-7.2093,1.4272,0;-6.711,.5602,0;-7.3936,.7445,0;-7.5924,-1.9471,0;-8.0923,-1.081,0;-8.2754,-1.764,0;-4.73,-.0107,0;-5.73,-.0087,0;.8605,1.0048,0;-3.5449,-4.3481,0;

Duplicates ChEBI3917

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.sdf

Formula	C₂₁H₂₂O₅
MW	354.4
InChIKey	ZHPYEBFYLDGZKF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.26
logP	3.6232
PSA	68.15
MR	97.9308
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-150.27566
PM7_Total_Energy_ev	-4351.89175
PM7_Electronic_Energy_ev	-35622.4783
PM7_Dipole_Debye	2.32093
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.856
PM7_LUMO_Energy_ev	-0.095
PM7_COSMO_Area_square_ang	357.84
PM7_COSMO_Volue_cubic_ang	426.92
PM7_Electron_Affinity_ev	0.095
PM7_Ionization_Energy_ev	8.856
PM7_Energy_Gap_ev	8.761
PM7_Global_Hardness_ev	4.3805
PM7_Global_Softness_ev	0.2282844424152494
PM7_Chemical_Potential_ev	-4.4755
PM7_Electronigativity_ev	4.4755
PM7_Back_Donation_Energy_ev	-1.095125
PM7_Electrophilicity_ev	2.286280133546399
OPENEYE_Name	(6~{a}~{S},11~{a}~{S})-9-methoxy-10-(3-methylbut-2-enyl)-6,11~{a}-dihydrobenzofuro[3,2-c]chromene-3,6~{a}-diol
SMILES	c1cc(cc2c1C3C(c4ccc(c(c4O3)CC=C(C)C)OC)(CO2)O)O
Canonical_SMILES	COc1ccc2c(c1CC=C(C)C)O[C@@H]1[C@@]2(O)COc2c1ccc(c2)O
InChI	1/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3
InChI_3D	1S/C21H22O5/c1-12(2)4-6-14-17(24-3)9-8-16-19(14)26-20-15-7-5-13(22)10-18(15)25-11-21(16,20)23/h4-5,7-10,20,22-23H,6,11H2,1-3H3/t20-,21+/m0/s1
AuxInfo	1/0/N:18,19,20,13,3,21,1,2,4,5,15,14,11,8,6,7,12,9,10,16,17,24,25,26,22,23/E:(1,2)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d6;d7s8;s3d5;s4d8;;d13;;s6;s7s15s16;s14;s14;;s8s13;s9s15;s10s16;s11;s17;s12s20;s1;s2;s3;s4;s5;s13;s15;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;/rC:-1.7411,-.0096,0;-5.2332,-3.0344,0;-.8777,.4982,0;-6.1086,-2.5318,0;.0037,-1.0053,0;-1.7353,-1.0096,0;-4.3605,-2.5303,0;-5.232,-1.0097,0;-.8632,-1.5101,0;-4.3573,-1.5169,0;;-6.1103,-1.5144,0;-5.2281,.9903,0;-6.0931,1.492,0;-1.7342,-3.0343,0;-2.6075,-1.5147,0;-2.6094,-2.5281,0;-6.0912,2.492,0;-6.9601,.9937,0;-7.8424,-1.5141,0;-5.23,-.0097,0;-.8564,-2.5285,0;-3.489,-1.0017,0;.8633,.5048,0;-3.0619,-4.2186,0;-6.9762,-1.0142,0;-2.1758,.2374,0;-5.2325,-3.5344,0;-.8815,.9982,0;-6.5411,-2.7827,0;.4376,-1.2537,0;-4.7946,1.2394,0;-1.4131,-3.4176,0;-2.0559,-3.4171,0;-2.607,-1.0147,0;-5.5912,2.491,0;-6.5912,2.493,0;-6.0902,2.992,0;-7.2093,1.4272,0;-6.711,.5602,0;-7.3936,.7445,0;-7.5924,-1.9471,0;-8.0923,-1.081,0;-8.2754,-1.764,0;-4.73,-.0107,0;-5.73,-.0087,0;.8605,1.0048,0;-3.5449,-4.3481,0;
Duplicates	ChEBI3917
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/ChEBI3917.sdf