CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9928 (4547)

Formula C₂₂H₃₀O₈

MW 422.47

InChIKey BDIAUFOIMFAIPU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 62

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.53

logP 2.6621

PSA 100.66

MR 106.641

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -310.0273

PM7_Total_Energy_ev -5469.07736

PM7_Electronic_Energy_ev -47127.99345

PM7_Dipole_Debye 6.60913

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.26

PM7_LUMO_Energy_ev -0.43

PM7_COSMO_Area_square_ang 436.45

PM7_COSMO_Volue_cubic_ang 528.22

PM7_Electron_Affinity_ev 0.43

PM7_Ionization_Energy_ev 9.26

PM7_Energy_Gap_ev 8.83

PM7_Global_Hardness_ev 4.415

PM7_Global_Softness_ev 0.22650056625141562

PM7_Chemical_Potential_ev -4.845

PM7_Electronigativity_ev 4.845

PM7_Back_Donation_Energy_ev -1.10375

PM7_Electrophilicity_ev 2.658439977349943

OPENEYE_Name [(1~{S},6~{S},7~{R},7~{a}~{S})-4-(acetoxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate

SMILES C1=C2C(=COC(C2C3(C1OC(=O)CC(C)C)CO3)OC(=O)CC(C)C)COC(=O)C

Canonical_SMILES CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@]12OC1)OC(=O)CC(C)C)OC(=O)CC(C)C

InChI 1/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3

InChI_3D 1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1

AuxInfo 1/0/N:14,15,16,17,13,19,20,1,18,2,8,21,22,5,4,3,9,6,7,10,11,12,23,24,25,30,26,27,28,29/E:(1,2)(3,4)/rA:60cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;;;;;s1;s3;s10;s8s9s10;s5;;;;;s4;s6;s7;s14s15s19;s16s17s20;d5;d6;d7;s2s11;s8s12;s6s9;s7s11;s5s18;s1;s2;s8;s8;s9;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;/rC:;-1.3271,-2.3523,0;-.309,-.9511,0;-1.2226,-1.3578,0;-3.7541,-.589,0;1.6261,2.3282,0;1.9522,-3.2926,0;2.2872,-.7431,0;1,0,0;.5,-1.5388,0;.3955,-2.5334,0;1.309,-.9511,0;-3.8587,-1.5835,0;2.4116,4.4218,0;1.3125,5.3118,0;1.9743,-5.5286,0;.6371,-5.989,0;-2.0316,-.77,0;1.5216,3.3227,0;1.5139,-4.1914,0;1.417,4.3172,0;1.0755,-5.0902,0;-4.5632,-.0012,0;2.5396,1.9215,0;2.9498,-3.2229,0;-.5181,-2.9401,0;1.9781,-1.6942,0;.8171,1.7404,0;1.393,-2.4636,0;-2.8406,-.1822,0;-.2939,.4045,0;-1.7839,-2.5557,0;2.2697,-.2434,0;2.7823,-.8127,0;1.4891,.104,0;.0432,-1.7422,0;.5164,-3.0185,0;-4.3559,-1.5312,0;-3.3614,-1.6357,0;-3.9109,-2.0807,0;2.4638,3.9245,0;2.3593,4.919,0;2.9088,4.474,0;1.8098,5.364,0;.8152,5.2595,0;1.2602,5.809,0;2.1935,-5.0792,0;1.7551,-5.978,0;2.4237,-5.7478,0;1.0865,-6.2082,0;.1877,-5.7698,0;.4179,-6.4384,0;-2.3255,-1.1745,0;-1.7377,-.3655,0;2.0188,3.375,0;1.0243,3.2705,0;1.0645,-3.9723,0;1.9633,-4.4106,0;.9198,4.265,0;.6261,-4.871,0;

Duplicates ChEBI9928

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.sdf

Formula	C₂₂H₃₀O₈
MW	422.47
InChIKey	BDIAUFOIMFAIPU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	62
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.53
logP	2.6621
PSA	100.66
MR	106.641
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-310.0273
PM7_Total_Energy_ev	-5469.07736
PM7_Electronic_Energy_ev	-47127.99345
PM7_Dipole_Debye	6.60913
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.26
PM7_LUMO_Energy_ev	-0.43
PM7_COSMO_Area_square_ang	436.45
PM7_COSMO_Volue_cubic_ang	528.22
PM7_Electron_Affinity_ev	0.43
PM7_Ionization_Energy_ev	9.26
PM7_Energy_Gap_ev	8.83
PM7_Global_Hardness_ev	4.415
PM7_Global_Softness_ev	0.22650056625141562
PM7_Chemical_Potential_ev	-4.845
PM7_Electronigativity_ev	4.845
PM7_Back_Donation_Energy_ev	-1.10375
PM7_Electrophilicity_ev	2.658439977349943
OPENEYE_Name	[(1~{S},6~{S},7~{R},7~{a}~{S})-4-(acetoxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate
SMILES	C1=C2C(=COC(C2C3(C1OC(=O)CC(C)C)CO3)OC(=O)CC(C)C)COC(=O)C
Canonical_SMILES	CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@]12OC1)OC(=O)CC(C)C)OC(=O)CC(C)C
InChI	1/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3
InChI_3D	1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1
AuxInfo	1/0/N:14,15,16,17,13,19,20,1,18,2,8,21,22,5,4,3,9,6,7,10,11,12,23,24,25,30,26,27,28,29/E:(1,2)(3,4)/rA:60cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;;;;;s1;s3;s10;s8s9s10;s5;;;;;s4;s6;s7;s14s15s19;s16s17s20;d5;d6;d7;s2s11;s8s12;s6s9;s7s11;s5s18;s1;s2;s8;s8;s9;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;/rC:;-1.3271,-2.3523,0;-.309,-.9511,0;-1.2226,-1.3578,0;-3.7541,-.589,0;1.6261,2.3282,0;1.9522,-3.2926,0;2.2872,-.7431,0;1,0,0;.5,-1.5388,0;.3955,-2.5334,0;1.309,-.9511,0;-3.8587,-1.5835,0;2.4116,4.4218,0;1.3125,5.3118,0;1.9743,-5.5286,0;.6371,-5.989,0;-2.0316,-.77,0;1.5216,3.3227,0;1.5139,-4.1914,0;1.417,4.3172,0;1.0755,-5.0902,0;-4.5632,-.0012,0;2.5396,1.9215,0;2.9498,-3.2229,0;-.5181,-2.9401,0;1.9781,-1.6942,0;.8171,1.7404,0;1.393,-2.4636,0;-2.8406,-.1822,0;-.2939,.4045,0;-1.7839,-2.5557,0;2.2697,-.2434,0;2.7823,-.8127,0;1.4891,.104,0;.0432,-1.7422,0;.5164,-3.0185,0;-4.3559,-1.5312,0;-3.3614,-1.6357,0;-3.9109,-2.0807,0;2.4638,3.9245,0;2.3593,4.919,0;2.9088,4.474,0;1.8098,5.364,0;.8152,5.2595,0;1.2602,5.809,0;2.1935,-5.0792,0;1.7551,-5.978,0;2.4237,-5.7478,0;1.0865,-6.2082,0;.1877,-5.7698,0;.4179,-6.4384,0;-2.3255,-1.1745,0;-1.7377,-.3655,0;2.0188,3.375,0;1.0243,3.2705,0;1.0645,-3.9723,0;1.9633,-4.4106,0;.9198,4.265,0;.6261,-4.871,0;
Duplicates	ChEBI9928
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009750-0000009999/ChEBI9928.sdf