CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1959 (430)

Formula C₂₁H₂₀O₆

MW 368.39

InChIKey MKWAWTRNIPHOLB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 2.9097

PSA 63.22

MR 96.193

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -159.31384

PM7_Total_Energy_ev -4619.13466

PM7_Electronic_Energy_ev -37382.0824

PM7_Dipole_Debye 4.26428

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.384

PM7_LUMO_Energy_ev -0.256

PM7_COSMO_Area_square_ang 350.2

PM7_COSMO_Volue_cubic_ang 413.1

PM7_Electron_Affinity_ev 0.256

PM7_Ionization_Energy_ev 8.384

PM7_Energy_Gap_ev 8.128

PM7_Global_Hardness_ev 4.064

PM7_Global_Softness_ev 0.24606299212598426

PM7_Chemical_Potential_ev -4.32

PM7_Electronigativity_ev 4.32

PM7_Back_Donation_Energy_ev -1.016

PM7_Electrophilicity_ev 2.296062992125984

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

SMILES c1cc(c(cc1C2c3cc4c(cc3CC5C2C(=O)OC5)OCO4)OC)OC

Canonical_SMILES COc1cc(ccc1OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2

InChI 1/C21H20O6/c1-23-15-4-3-11(6-16(15)24-2)19-14-8-18-17(26-10-27-18)7-12(14)5-13-9-25-21(22)20(13)19/h3-4,6-8,13,19-20H,5,9-10H2,1-2H3

InChI_3D 1S/C21H20O6/c1-23-15-4-3-11(6-16(15)24-2)19-14-8-18-17(26-10-27-18)7-12(14)5-13-9-25-21(22)20(13)19/h3-4,6-8,13,19-20H,5,9-10H2,1-2H3/t13-,19+,20-/m0/s1

AuxInfo 1/0/N:20,21,1,2,14,5,3,4,15,16,6,7,19,8,11,12,9,10,17,18,13,22,26,27,25,23,24/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3;d4s7;s3;s4d9;s2;s5d11;;s7;;;s6s8;s13s17;s14s15s18;;;d13;s9s16;s10s16;s13s15;s11s20;s12s21;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;/rC:-4.462,2.739,0;-5.1005,3.5087,0;-2.4289,-.9912,0;-2.4204,1.0264,0;-5.7942,1.6274,0;-4.8038,1.7992,0;-3.2957,-.4858,0;-3.2914,.523,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.0909,3.3368,0;-6.4428,2.3953,0;-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;-6.382,5.0442,0;-7.7726,1.2855,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-6.7294,4.1065,0;-7.4281,2.2243,0;-3.9694,2.8245,0;-4.9275,3.9778,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-5.9651,1.1575,0;-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;-5.9132,4.8706,0;-6.8509,5.2179,0;-6.2084,5.5131,0;-7.3032,1.1132,0;-8.242,1.4578,0;-7.9449,.8161,0;

Duplicates ChEBI1959

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.sdf

Formula	C₂₁H₂₀O₆
MW	368.39
InChIKey	MKWAWTRNIPHOLB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	2.9097
PSA	63.22
MR	96.193
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-159.31384
PM7_Total_Energy_ev	-4619.13466
PM7_Electronic_Energy_ev	-37382.0824
PM7_Dipole_Debye	4.26428
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.384
PM7_LUMO_Energy_ev	-0.256
PM7_COSMO_Area_square_ang	350.2
PM7_COSMO_Volue_cubic_ang	413.1
PM7_Electron_Affinity_ev	0.256
PM7_Ionization_Energy_ev	8.384
PM7_Energy_Gap_ev	8.128
PM7_Global_Hardness_ev	4.064
PM7_Global_Softness_ev	0.24606299212598426
PM7_Chemical_Potential_ev	-4.32
PM7_Electronigativity_ev	4.32
PM7_Back_Donation_Energy_ev	-1.016
PM7_Electrophilicity_ev	2.296062992125984
OPENEYE_Name	(5~{R},5~{a}~{R},8~{a}~{R})-5-(3,4-dimethoxyphenyl)-5~{a},8,8~{a},9-tetrahydro-5~{H}-isobenzofuro[6,5-f][1,3]benzodioxol-6-one
SMILES	c1cc(c(cc1C2c3cc4c(cc3CC5C2C(=O)OC5)OCO4)OC)OC
Canonical_SMILES	COc1cc(ccc1OC)[C@H]1[C@H]2C(=O)OC[C@@H]2Cc2c1cc1OCOc1c2
InChI	1/C21H20O6/c1-23-15-4-3-11(6-16(15)24-2)19-14-8-18-17(26-10-27-18)7-12(14)5-13-9-25-21(22)20(13)19/h3-4,6-8,13,19-20H,5,9-10H2,1-2H3
InChI_3D	1S/C21H20O6/c1-23-15-4-3-11(6-16(15)24-2)19-14-8-18-17(26-10-27-18)7-12(14)5-13-9-25-21(22)20(13)19/h3-4,6-8,13,19-20H,5,9-10H2,1-2H3/t13-,19+,20-/m0/s1
AuxInfo	1/0/N:20,21,1,2,14,5,3,4,15,16,6,7,19,8,11,12,9,10,17,18,13,22,26,27,25,23,24/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d5;d3;d4s7;s3;s4d9;s2;s5d11;;s7;;;s6s8;s13s17;s14s15s18;;;d13;s9s16;s10s16;s13s15;s11s20;s12s21;s1;s2;s3;s4;s5;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;/rC:-4.462,2.739,0;-5.1005,3.5087,0;-2.4289,-.9912,0;-2.4204,1.0264,0;-5.7942,1.6274,0;-4.8038,1.7992,0;-3.2957,-.4858,0;-3.2914,.523,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.0909,3.3368,0;-6.4428,2.3953,0;-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;-6.382,5.0442,0;-7.7726,1.2855,0;-6.3063,1.7933,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-6.7294,4.1065,0;-7.4281,2.2243,0;-3.9694,2.8245,0;-4.9275,3.9778,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-5.9651,1.1575,0;-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;-5.9132,4.8706,0;-6.8509,5.2179,0;-6.2084,5.5131,0;-7.3032,1.1132,0;-8.242,1.4578,0;-7.9449,.8161,0;
Duplicates	ChEBI1959
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001750-0000001999/ChEBI1959.sdf