CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1729 (386)

Formula C₂₁H₂₀O₇

MW 384.38

InChIKey RFDMNXDDRXVJTM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.09

logP 2.6153

PSA 83.45

MR 98.216

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -200.62131

PM7_Total_Energy_ev -4914.38007

PM7_Electronic_Energy_ev -40247.80886

PM7_Dipole_Debye 5.18771

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.469

PM7_LUMO_Energy_ev -0.326

PM7_COSMO_Area_square_ang 354.81

PM7_COSMO_Volue_cubic_ang 423.53

PM7_Electron_Affinity_ev 0.326

PM7_Ionization_Energy_ev 8.469

PM7_Energy_Gap_ev 8.143

PM7_Global_Hardness_ev 4.0715

PM7_Global_Softness_ev 0.24560972614515536

PM7_Chemical_Potential_ev -4.3975

PM7_Electronigativity_ev 4.3975

PM7_Back_Donation_Energy_ev -1.017875

PM7_Electrophilicity_ev 2.3748012096279014

OPENEYE_Name (5~{R},5~{a}~{R},8~{a}~{R})-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},8,8~{a},9-tetrahydro-5~{H}-isobenzofuro[6,5-f][1,3]benzodioxol-6-one

SMILES c1c2c(cc3c1OCO3)C(C4C(=O)OCC4C2)c5cc(c(c(c5)OC)O)OC

Canonical_SMILES COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2

InChI 1/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3

InChI_3D 1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3/t12-,18+,19-/m0/s1

AuxInfo 1/0/N:20,21,14,1,3,4,2,15,16,5,7,19,6,8,9,10,11,17,18,12,13,26,22,27,28,25,23,24/E:(1,2)(5,6)(16,17)(24,25)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;s5;;;s6s7;s13s17;s14s15s18;;;d13;s8s16;s9s16;s13s15;s12;s10s20;s11s21;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-4.9393,3.3127,0;-6.2698,2.1991,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2852,2.3744,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5845,4.0835,0;-6.9149,2.9699,0;-6.5755,3.916,0;-5.9974,.8422,0;-4.162,-.9852,0;-5.9975,-.7992,0;;-4.162,1.0324,0;-5.0327,.5285,0;-5.0327,-.4858,0;-5.8781,5.7905,0;-8.2399,1.8543,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.2174,4.6829,0;-5.2385,5.0218,0;-7.8994,2.7946,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-4.4466,3.3982,0;-6.4407,1.7292,0;-3.8404,-1.3681,0;-4.4828,-1.3688,0;-5.7941,-1.256,0;-6.4305,-1.0492,0;.374,.3319,0;.3691,-.3373,0;-3.8393,1.4143,0;-4.5996,.2787,0;-5.4372,-.1919,0;-6.2624,5.4707,0;-5.4937,6.1103,0;-6.1978,6.1749,0;-7.7697,1.6841,0;-8.71,2.0245,0;-8.4101,1.3842,0;-7.7099,4.5967,0;

Duplicates ChEBI1729

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.sdf

Formula	C₂₁H₂₀O₇
MW	384.38
InChIKey	RFDMNXDDRXVJTM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.09
logP	2.6153
PSA	83.45
MR	98.216
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-200.62131
PM7_Total_Energy_ev	-4914.38007
PM7_Electronic_Energy_ev	-40247.80886
PM7_Dipole_Debye	5.18771
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.469
PM7_LUMO_Energy_ev	-0.326
PM7_COSMO_Area_square_ang	354.81
PM7_COSMO_Volue_cubic_ang	423.53
PM7_Electron_Affinity_ev	0.326
PM7_Ionization_Energy_ev	8.469
PM7_Energy_Gap_ev	8.143
PM7_Global_Hardness_ev	4.0715
PM7_Global_Softness_ev	0.24560972614515536
PM7_Chemical_Potential_ev	-4.3975
PM7_Electronigativity_ev	4.3975
PM7_Back_Donation_Energy_ev	-1.017875
PM7_Electrophilicity_ev	2.3748012096279014
OPENEYE_Name	(5~{R},5~{a}~{R},8~{a}~{R})-5-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},8,8~{a},9-tetrahydro-5~{H}-isobenzofuro[6,5-f][1,3]benzodioxol-6-one
SMILES	c1c2c(cc3c1OCO3)C(C4C(=O)OCC4C2)c5cc(c(c(c5)OC)O)OC
Canonical_SMILES	COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2
InChI	1/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3
InChI_3D	1S/C21H20O7/c1-24-16-5-11(6-17(25-2)20(16)22)18-13-7-15-14(27-9-28-15)4-10(13)3-12-8-26-21(23)19(12)18/h4-7,12,18-19,22H,3,8-9H2,1-2H3/t12-,18+,19-/m0/s1
AuxInfo	1/0/N:20,21,14,1,3,4,2,15,16,5,7,19,6,8,9,10,11,17,18,12,13,26,22,27,28,25,23,24/E:(1,2)(5,6)(16,17)(24,25)/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;s5;;;s6s7;s13s17;s14s15s18;;;d13;s8s16;s9s16;s13s15;s12;s10s20;s11s21;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-4.9393,3.3127,0;-6.2698,2.1991,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2852,2.3744,0;-1.5555,-.4928,0;-1.5481,.5155,0;-5.5845,4.0835,0;-6.9149,2.9699,0;-6.5755,3.916,0;-5.9974,.8422,0;-4.162,-.9852,0;-5.9975,-.7992,0;;-4.162,1.0324,0;-5.0327,.5285,0;-5.0327,-.4858,0;-5.8781,5.7905,0;-8.2399,1.8543,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.2174,4.6829,0;-5.2385,5.0218,0;-7.8994,2.7946,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-4.4466,3.3982,0;-6.4407,1.7292,0;-3.8404,-1.3681,0;-4.4828,-1.3688,0;-5.7941,-1.256,0;-6.4305,-1.0492,0;.374,.3319,0;.3691,-.3373,0;-3.8393,1.4143,0;-4.5996,.2787,0;-5.4372,-.1919,0;-6.2624,5.4707,0;-5.4937,6.1103,0;-6.1978,6.1749,0;-7.7697,1.6841,0;-8.71,2.0245,0;-8.4101,1.3842,0;-7.7099,4.5967,0;
Duplicates	ChEBI1729
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1729.sdf