CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9106 (4096)

Formula C₂₅H₃₁NO₈

MW 473.52

InChIKey DZBWFFPQOFEYIE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.78

logP 4.0029

PSA 110.13

MR 123.756

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -296.76094

PM7_Total_Energy_ev -6037.38695

PM7_Electronic_Energy_ev -57813.26599

PM7_Dipole_Debye 5.29446

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.202

PM7_LUMO_Energy_ev -0.085

PM7_COSMO_Area_square_ang 439.78

PM7_COSMO_Volue_cubic_ang 602.74

PM7_Electron_Affinity_ev 0.085

PM7_Ionization_Energy_ev 9.202

PM7_Energy_Gap_ev 9.117

PM7_Global_Hardness_ev 4.5585

PM7_Global_Softness_ev 0.21937040693210486

PM7_Chemical_Potential_ev -4.6435

PM7_Electronigativity_ev 4.6435

PM7_Back_Donation_Energy_ev -1.139625

PM7_Electrophilicity_ev 2.3650424755950423

OPENEYE_Name [(5~{S},7~{R})-5-acetoxy-7-[(~{E})-2-methylbut-2-enoyl]oxy-6,7-dihydro-5~{H}-pyrrolizin-1-yl]methyl (~{E})-2-(3-methylbut-2-enoyloxymethyl)but-2-enoate

SMILES c1cn2c(c1COC(=O)C(=CC)COC(=O)C=C(C)C)C(CC2OC(=O)C)OC(=O)C(=CC)C

Canonical_SMILES C/C=C(/C(=O)OCc1ccn2c1[C@H](OC(=O)/C(=C/C)/C)C[C@@H]2OC(=O)C)COC(=O)C=C(C)C

InChI 1/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3

InChI_3D 1S/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3/b16-7+,18-8+/t20-,21+/m1/s1

AuxInfo 1/0/N:18,19,21,22,20,23,6,7,1,2,5,15,25,24,10,8,14,9,3,16,17,11,4,12,13,26,30,27,28,29,33,32,34,31/E:(3,4)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;;;w6;w7;d5;s5;s8;s9;;;s4s15;s15;s6;s7;s8;s10;s10;s14;s3;s9;s2s4s17;d11;d12;d13;d14;s12s16;s13s24;s11s25;s14s17;s1;s2;s5;s6;s7;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;/rC:;.5923,-.8064,0;.5841,.8125,0;1.5372,.508,0;-4.5876,5.4227,0;2.8336,4.2681,0;-.6709,4.6105,0;2.2495,3.4565,0;-1.3363,3.8641,0;-4.9013,6.3722,0;-3.6084,5.2197,0;2.6604,2.5448,0;-1.0226,2.9146,0;3.3672,-2.2934,0;3.079,.0148,0;2.4872,.8214,0;2.4945,-.7973,0;2.4227,5.1798,0;-.9846,5.56,0;1.2545,3.5565,0;-5.8805,6.5753,0;-4.2359,7.1187,0;2.5034,-2.7973,0;.2704,1.762,0;-2.3155,4.0671,0;1.5417,-.4924,0;-2.943,5.9661,0;3.6554,2.4448,0;-1.688,2.1681,0;4.2355,-2.7896,0;2.0763,1.7331,0;-.0434,2.7115,0;-3.2946,4.2702,0;3.3627,-1.2934,0;-.5,-.0026,0;.4403,-1.2827,0;-4.9203,5.0495,0;3.3311,4.2181,0;-.1813,4.509,0;3.449,.3511,0;3.4521,-.3181,0;2.9191,1.0734,0;2.2932,-1.255,0;1.9669,4.9744,0;2.8786,5.3853,0;2.2173,5.6357,0;-.5099,5.7169,0;-1.4594,5.4032,0;-1.1415,6.0348,0;1.2045,3.059,0;1.3045,4.0539,0;.757,3.6065,0;-5.982,6.0857,0;-5.779,7.0648,0;-6.3701,6.6768,0;-4.6091,7.4514,0;-3.8626,6.786,0;-3.9032,7.4919,0;2.7554,-3.2292,0;2.2515,-2.3654,0;2.0715,-3.0492,0;-.2044,1.6051,0;.7451,1.9189,0;-2.417,3.5775,0;-2.214,4.5567,0;

Duplicates ChEBI9106

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.sdf

Formula	C₂₅H₃₁NO₈
MW	473.52
InChIKey	DZBWFFPQOFEYIE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.78
logP	4.0029
PSA	110.13
MR	123.756
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-296.76094
PM7_Total_Energy_ev	-6037.38695
PM7_Electronic_Energy_ev	-57813.26599
PM7_Dipole_Debye	5.29446
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.202
PM7_LUMO_Energy_ev	-0.085
PM7_COSMO_Area_square_ang	439.78
PM7_COSMO_Volue_cubic_ang	602.74
PM7_Electron_Affinity_ev	0.085
PM7_Ionization_Energy_ev	9.202
PM7_Energy_Gap_ev	9.117
PM7_Global_Hardness_ev	4.5585
PM7_Global_Softness_ev	0.21937040693210486
PM7_Chemical_Potential_ev	-4.6435
PM7_Electronigativity_ev	4.6435
PM7_Back_Donation_Energy_ev	-1.139625
PM7_Electrophilicity_ev	2.3650424755950423
OPENEYE_Name	[(5~{S},7~{R})-5-acetoxy-7-[(~{E})-2-methylbut-2-enoyl]oxy-6,7-dihydro-5~{H}-pyrrolizin-1-yl]methyl (~{E})-2-(3-methylbut-2-enoyloxymethyl)but-2-enoate
SMILES	c1cn2c(c1COC(=O)C(=CC)COC(=O)C=C(C)C)C(CC2OC(=O)C)OC(=O)C(=CC)C
Canonical_SMILES	C/C=C(/C(=O)OCc1ccn2c1[C@H](OC(=O)/C(=C/C)/C)C[C@@H]2OC(=O)C)COC(=O)C=C(C)C
InChI	1/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3
InChI_3D	1S/C25H31NO8/c1-7-16(5)24(29)34-20-12-21(33-17(6)27)26-10-9-19(23(20)26)14-32-25(30)18(8-2)13-31-22(28)11-15(3)4/h7-11,20-21H,12-14H2,1-6H3/b16-7+,18-8+/t20-,21+/m1/s1
AuxInfo	1/0/N:18,19,21,22,20,23,6,7,1,2,5,15,25,24,10,8,14,9,3,16,17,11,4,12,13,26,30,27,28,29,33,32,34,31/E:(3,4)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;;;w6;w7;d5;s5;s8;s9;;;s4s15;s15;s6;s7;s8;s10;s10;s14;s3;s9;s2s4s17;d11;d12;d13;d14;s12s16;s13s24;s11s25;s14s17;s1;s2;s5;s6;s7;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;/rC:;.5923,-.8064,0;.5841,.8125,0;1.5372,.508,0;-4.5876,5.4227,0;2.8336,4.2681,0;-.6709,4.6105,0;2.2495,3.4565,0;-1.3363,3.8641,0;-4.9013,6.3722,0;-3.6084,5.2197,0;2.6604,2.5448,0;-1.0226,2.9146,0;3.3672,-2.2934,0;3.079,.0148,0;2.4872,.8214,0;2.4945,-.7973,0;2.4227,5.1798,0;-.9846,5.56,0;1.2545,3.5565,0;-5.8805,6.5753,0;-4.2359,7.1187,0;2.5034,-2.7973,0;.2704,1.762,0;-2.3155,4.0671,0;1.5417,-.4924,0;-2.943,5.9661,0;3.6554,2.4448,0;-1.688,2.1681,0;4.2355,-2.7896,0;2.0763,1.7331,0;-.0434,2.7115,0;-3.2946,4.2702,0;3.3627,-1.2934,0;-.5,-.0026,0;.4403,-1.2827,0;-4.9203,5.0495,0;3.3311,4.2181,0;-.1813,4.509,0;3.449,.3511,0;3.4521,-.3181,0;2.9191,1.0734,0;2.2932,-1.255,0;1.9669,4.9744,0;2.8786,5.3853,0;2.2173,5.6357,0;-.5099,5.7169,0;-1.4594,5.4032,0;-1.1415,6.0348,0;1.2045,3.059,0;1.3045,4.0539,0;.757,3.6065,0;-5.982,6.0857,0;-5.779,7.0648,0;-6.3701,6.6768,0;-4.6091,7.4514,0;-3.8626,6.786,0;-3.9032,7.4919,0;2.7554,-3.2292,0;2.2515,-2.3654,0;2.0715,-3.0492,0;-.2044,1.6051,0;.7451,1.9189,0;-2.417,3.5775,0;-2.214,4.5567,0;
Duplicates	ChEBI9106
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9106.sdf