CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9295 (4217)

Formula C₂₀H₁₈O₇

MW 370.36

InChIKey ADTULSGZUFJGNI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 49

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.66

logP 2.7313

PSA 83.45

MR 92.65

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -196.60586

PM7_Total_Energy_ev -4764.61742

PM7_Electronic_Energy_ev -36538.24032

PM7_Dipole_Debye 4.02283

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.713

PM7_LUMO_Energy_ev -0.41

PM7_COSMO_Area_square_ang 358.2

PM7_COSMO_Volue_cubic_ang 408.39

PM7_Electron_Affinity_ev 0.41

PM7_Ionization_Energy_ev 8.713

PM7_Energy_Gap_ev 8.303

PM7_Global_Hardness_ev 4.1515

PM7_Global_Softness_ev 0.24087679152113695

PM7_Chemical_Potential_ev -4.5615

PM7_Electronigativity_ev 4.5615

PM7_Back_Donation_Energy_ev -1.037875

PM7_Electrophilicity_ev 2.5059956943273516

OPENEYE_Name (3~{R},3~{a}~{R},6~{R},6~{a}~{S})-6-(1,3-benzodioxol-5-yl)-3-(4-hydroxy-3-methoxy-phenyl)-3,3~{a},6,6~{a}-tetrahydro-1~{H}-furo[3,4-c]furan-4-one

SMILES c1cc2c(cc1C3C4COC(C4C(=O)O3)c5ccc(c(c5)OC)O)OCO2

Canonical_SMILES COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1C(=O)O[C@H]2c1ccc2c(c1)OCO2

InChI 1/C20H18O7/c1-23-15-6-11(2-4-13(15)21)19-17-12(8-24-19)18(27-20(17)22)10-3-5-14-16(7-10)26-9-25-14/h2-7,12,17-19,21H,8-9H2,1H3

InChI_3D 1S/C20H18O7/c1-23-15-6-11(2-4-13(15)21)19-17-12(8-24-19)18(27-20(17)22)10-3-5-14-16(7-10)26-9-25-14/h2-7,12,17-19,21H,8-9H2,1H3/t12-,17-,18+,19+/m1/s1

AuxInfo 1/0/N:20,2,1,4,3,6,5,14,15,7,8,19,11,9,12,10,18,16,17,13,26,21,27,25,22,23,24/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s5d9;s4;s6d11;;;;s7;s8;s13s17;s14s16s18;;d13;s9s15;s10s15;s13s16;s14s17;s11;s12s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s26;/rC:;-4.075,-3.8619,0;.868,.5079,0;-4.9356,-4.3713,0;.868,-1.5037,0;-4.9545,-2.3662,0;0,-1.0058,0;-4.08,-2.8619,0;1.736,0,0;1.736,-1.0071,0;-5.8101,-3.8756,0;-5.824,-2.8706,0;-2.2677,-.7,0;-1.8028,-3.1606,0;3.2858,-.5036,0;-.8653,-1.507,0;-3.2173,-2.3563,0;-2.4743,-1.6785,0;-1.6075,-2.1772,0;-7.556,-2.8843,0;-2.9379,.0421,0;2.6938,.311,0;2.6938,-1.3184,0;-1.2734,-.5939,0;-2.8023,-3.2723,0;-6.6706,-4.385,0;-6.6939,-2.3775,0;-.4337,.2487,0;-3.64,-4.1085,0;.868,1.0079,0;-4.9309,-4.8713,0;.8677,-2.0037,0;-4.957,-1.8662,0;-1.305,-3.2073,0;-1.7984,-3.6605,0;3.6573,-.169,0;3.6574,-.8382,0;-.5708,-1.9111,0;-3.5138,-1.9537,0;-2.9083,-1.4302,0;-2.0627,-2.384,0;-7.3025,-3.3153,0;-7.8094,-2.4533,0;-7.987,-3.1378,0;-6.6652,-4.885,0;

Duplicates ChEBI9295

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.sdf

Formula	C₂₀H₁₈O₇
MW	370.36
InChIKey	ADTULSGZUFJGNI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	49
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.66
logP	2.7313
PSA	83.45
MR	92.65
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-196.60586
PM7_Total_Energy_ev	-4764.61742
PM7_Electronic_Energy_ev	-36538.24032
PM7_Dipole_Debye	4.02283
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.713
PM7_LUMO_Energy_ev	-0.41
PM7_COSMO_Area_square_ang	358.2
PM7_COSMO_Volue_cubic_ang	408.39
PM7_Electron_Affinity_ev	0.41
PM7_Ionization_Energy_ev	8.713
PM7_Energy_Gap_ev	8.303
PM7_Global_Hardness_ev	4.1515
PM7_Global_Softness_ev	0.24087679152113695
PM7_Chemical_Potential_ev	-4.5615
PM7_Electronigativity_ev	4.5615
PM7_Back_Donation_Energy_ev	-1.037875
PM7_Electrophilicity_ev	2.5059956943273516
OPENEYE_Name	(3~{R},3~{a}~{R},6~{R},6~{a}~{S})-6-(1,3-benzodioxol-5-yl)-3-(4-hydroxy-3-methoxy-phenyl)-3,3~{a},6,6~{a}-tetrahydro-1~{H}-furo[3,4-c]furan-4-one
SMILES	c1cc2c(cc1C3C4COC(C4C(=O)O3)c5ccc(c(c5)OC)O)OCO2
Canonical_SMILES	COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1C(=O)O[C@H]2c1ccc2c(c1)OCO2
InChI	1/C20H18O7/c1-23-15-6-11(2-4-13(15)21)19-17-12(8-24-19)18(27-20(17)22)10-3-5-14-16(7-10)26-9-25-14/h2-7,12,17-19,21H,8-9H2,1H3
InChI_3D	1S/C20H18O7/c1-23-15-6-11(2-4-13(15)21)19-17-12(8-24-19)18(27-20(17)22)10-3-5-14-16(7-10)26-9-25-14/h2-7,12,17-19,21H,8-9H2,1H3/t12-,17-,18+,19+/m1/s1
AuxInfo	1/0/N:20,2,1,4,3,6,5,14,15,7,8,19,11,9,12,10,18,16,17,13,26,21,27,25,22,23,24/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s5d9;s4;s6d11;;;;s7;s8;s13s17;s14s16s18;;d13;s9s15;s10s15;s13s16;s14s17;s11;s12s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s26;/rC:;-4.075,-3.8619,0;.868,.5079,0;-4.9356,-4.3713,0;.868,-1.5037,0;-4.9545,-2.3662,0;0,-1.0058,0;-4.08,-2.8619,0;1.736,0,0;1.736,-1.0071,0;-5.8101,-3.8756,0;-5.824,-2.8706,0;-2.2677,-.7,0;-1.8028,-3.1606,0;3.2858,-.5036,0;-.8653,-1.507,0;-3.2173,-2.3563,0;-2.4743,-1.6785,0;-1.6075,-2.1772,0;-7.556,-2.8843,0;-2.9379,.0421,0;2.6938,.311,0;2.6938,-1.3184,0;-1.2734,-.5939,0;-2.8023,-3.2723,0;-6.6706,-4.385,0;-6.6939,-2.3775,0;-.4337,.2487,0;-3.64,-4.1085,0;.868,1.0079,0;-4.9309,-4.8713,0;.8677,-2.0037,0;-4.957,-1.8662,0;-1.305,-3.2073,0;-1.7984,-3.6605,0;3.6573,-.169,0;3.6574,-.8382,0;-.5708,-1.9111,0;-3.5138,-1.9537,0;-2.9083,-1.4302,0;-2.0627,-2.384,0;-7.3025,-3.3153,0;-7.8094,-2.4533,0;-7.987,-3.1378,0;-6.6652,-4.885,0;
Duplicates	ChEBI9295
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9295.sdf