CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190107 (104200)

Formula C₂₁H₂₂O₅

MW 354.4

InChIKey LSOMOCKNPBFMAK-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 4

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 2.78

logP 3.6221

PSA 68.15

MR 98.8778

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -158.94677

PM7_Total_Energy_ev -4352.33432

PM7_Electronic_Energy_ev -34516.09741

PM7_Dipole_Debye 3.13645

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.454

PM7_LUMO_Energy_ev -0.032

PM7_COSMO_Area_square_ang 366.74

PM7_COSMO_Volue_cubic_ang 418.62

PM7_Electron_Affinity_ev 0.032

PM7_Ionization_Energy_ev 8.454

PM7_Energy_Gap_ev 8.422

PM7_Global_Hardness_ev 4.211

PM7_Global_Softness_ev 0.23747328425552125

PM7_Chemical_Potential_ev -4.243

PM7_Electronigativity_ev 4.243

PM7_Back_Donation_Energy_ev -1.05275

PM7_Electrophilicity_ev 2.1376215863215386

OPENEYE_Name (2~{R},3~{S})-2-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-3,4-dihydro-2~{H}-pyrano[2,3-h]chromen-3-ol

SMILES c1cc(ccc1C2C(Cc3c(c4c(cc3OC)OC(C=C4)(C)C)O2)O)O

Canonical_SMILES COc1cc2OC(C)(C)C=Cc2c2c1C[C@H](O)[C@H](O2)c1ccc(cc1)O

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

InChI_3D 1S/C21H22O5/c1-21(2)9-8-14-18(26-21)11-17(24-3)15-10-16(23)19(25-20(14)15)12-4-6-13(22)7-5-12/h4-9,11,16,19,22-23H,10H2,1-3H3/t16-,19+/m0/s1

AuxInfo 1/0/N:19,20,21,1,2,3,4,13,14,15,5,7,11,6,8,17,12,9,16,10,18,24,25,26,22,23/E:(1,2)(4,5)(6,7)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;d6s8;s3d4;s5d8;s6;d13;s8;s7;s15s16;s14;s18;s18;;s10s16;s9s18;s11;s17;s12s21;s1;s2;s3;s4;s5;s13;s14;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;s25;/rC:.0782,-2.5035,0;-1.629,-2.1944,0;-.1009,-3.4926,0;-1.8081,-3.1835,0;-3.0211,1.761,0;-3.0336,.0142,0;-.6868,-1.8594,0;-1.5126,.8788,0;-3.5316,.888,0;-2.0212,.0035,0;-1.045,-3.8376,0;-2.0126,1.7601,0;-3.5356,-.8539,0;-4.5433,-.8462,0;-.5031,.8809,0;-.5086,-.8754,0;;-5.0414,.0275,0;-6.3892,-1.0887,0;-5.8026,.676,0;-2.0053,3.4921,0;-1.5202,-.8698,0;-4.5316,.8935,0;-1.2232,-4.8216,0;1.3368,-1.1294,0;-1.509,2.624,0;.5486,-2.334,0;-2.0101,-1.8707,0;.2816,-3.8146,0;-2.2793,-3.3509,0;-3.2697,2.1948,0;-3.2874,-1.288,0;-4.7961,-1.2776,0;-.5898,1.3733,0;-.0328,1.0508,0;-.0394,-1.0481,0;.3843,.3198,0;-6.0703,-1.4738,0;-6.7081,-.7036,0;-6.7743,-1.4076,0;-6.1269,.2954,0;-5.4784,1.0566,0;-6.1832,1.0002,0;-1.5712,3.7403,0;-2.4394,3.244,0;-2.2535,3.9262,0;-.8416,-5.1448,0;1.8072,-.96,0;

Duplicates ChEBI190107

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.sdf

Formula	C₂₁H₂₂O₅
MW	354.4
InChIKey	LSOMOCKNPBFMAK-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	4
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	2.78
logP	3.6221
PSA	68.15
MR	98.8778
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-158.94677
PM7_Total_Energy_ev	-4352.33432
PM7_Electronic_Energy_ev	-34516.09741
PM7_Dipole_Debye	3.13645
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.454
PM7_LUMO_Energy_ev	-0.032
PM7_COSMO_Area_square_ang	366.74
PM7_COSMO_Volue_cubic_ang	418.62
PM7_Electron_Affinity_ev	0.032
PM7_Ionization_Energy_ev	8.454
PM7_Energy_Gap_ev	8.422
PM7_Global_Hardness_ev	4.211
PM7_Global_Softness_ev	0.23747328425552125
PM7_Chemical_Potential_ev	-4.243
PM7_Electronigativity_ev	4.243
PM7_Back_Donation_Energy_ev	-1.05275
PM7_Electrophilicity_ev	2.1376215863215386
OPENEYE_Name	(2~{R},3~{S})-2-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-3,4-dihydro-2~{H}-pyrano[2,3-h]chromen-3-ol
SMILES	c1cc(ccc1C2C(Cc3c(c4c(cc3OC)OC(C=C4)(C)C)O2)O)O
Canonical_SMILES	COc1cc2OC(C)(C)C=Cc2c2c1C[C@H](O)[C@H](O2)c1ccc(cc1)O
InChI	1/C21H22O5/c1-21(2)9-8-14-18(26-21)11-17(24-3)15-10-16(23)19(25-20(14)15)12-4-6-13(22)7-5-12/h4-9,11,16,19,22-23H,10H2,1-3H3
InChI_3D	1S/C21H22O5/c1-21(2)9-8-14-18(26-21)11-17(24-3)15-10-16(23)19(25-20(14)15)12-4-6-13(22)7-5-12/h4-9,11,16,19,22-23H,10H2,1-3H3/t16-,19+/m0/s1
AuxInfo	1/0/N:19,20,21,1,2,3,4,13,14,15,5,7,11,6,8,17,12,9,16,10,18,24,25,26,22,23/E:(1,2)(4,5)(6,7)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;d6s8;s3d4;s5d8;s6;d13;s8;s7;s15s16;s14;s18;s18;;s10s16;s9s18;s11;s17;s12s21;s1;s2;s3;s4;s5;s13;s14;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;s25;/rC:.0782,-2.5035,0;-1.629,-2.1944,0;-.1009,-3.4926,0;-1.8081,-3.1835,0;-3.0211,1.761,0;-3.0336,.0142,0;-.6868,-1.8594,0;-1.5126,.8788,0;-3.5316,.888,0;-2.0212,.0035,0;-1.045,-3.8376,0;-2.0126,1.7601,0;-3.5356,-.8539,0;-4.5433,-.8462,0;-.5031,.8809,0;-.5086,-.8754,0;;-5.0414,.0275,0;-6.3892,-1.0887,0;-5.8026,.676,0;-2.0053,3.4921,0;-1.5202,-.8698,0;-4.5316,.8935,0;-1.2232,-4.8216,0;1.3368,-1.1294,0;-1.509,2.624,0;.5486,-2.334,0;-2.0101,-1.8707,0;.2816,-3.8146,0;-2.2793,-3.3509,0;-3.2697,2.1948,0;-3.2874,-1.288,0;-4.7961,-1.2776,0;-.5898,1.3733,0;-.0328,1.0508,0;-.0394,-1.0481,0;.3843,.3198,0;-6.0703,-1.4738,0;-6.7081,-.7036,0;-6.7743,-1.4076,0;-6.1269,.2954,0;-5.4784,1.0566,0;-6.1832,1.0002,0;-1.5712,3.7403,0;-2.4394,3.244,0;-2.2535,3.9262,0;-.8416,-5.1448,0;1.8072,-.96,0;
Duplicates	ChEBI190107
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190000-0000190249/ChEBI190107.sdf