CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189304 (103552)

Formula C₂₂H₂₅NO₇

MW 415.44

InChIKey GBBLKHXBUPVKJV-TWSYTRIPNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.13

logP 2.6131

PSA 136.15

MR 108.243

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -235.77422

PM7_Total_Energy_ev -5292.20548

PM7_Electronic_Energy_ev -44970.10731

PM7_Dipole_Debye 7.3322

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.318

PM7_LUMO_Energy_ev -1.544

PM7_COSMO_Area_square_ang 406.72

PM7_COSMO_Volue_cubic_ang 483.48

PM7_Electron_Affinity_ev 1.544

PM7_Ionization_Energy_ev 9.318

PM7_Energy_Gap_ev 7.774

PM7_Global_Hardness_ev 3.887

PM7_Global_Softness_ev 0.2572678157962439

PM7_Chemical_Potential_ev -5.431

PM7_Electronigativity_ev 5.431

PM7_Back_Donation_Energy_ev -0.97175

PM7_Electrophilicity_ev 3.794155003859017

OPENEYE_Name (~{E},5~{R})-5-hydroxy-5-[(2~{R},3~{S})-4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2~{H}-benzo[g]benzofuran-3-yl]-2-methyl-pent-2-enamide

SMILES c1c2c(c3c(c1O)C(C(O3)C)(C)C(CC=C(C(=O)N)C)O)C(=O)C(=C(C2=O)OC)C

Canonical_SMILES COC1=C(C)C(=O)c2c(C1=O)cc(c1c2O[C@@H]([C@]1(C)[C@@H](C/C=C(/C(=O)N)C)O)C)O

InChI 1/C22H25NO7/c1-9(21(23)28)6-7-14(25)22(4)11(3)30-20-15-12(8-13(24)16(20)22)18(27)19(29-5)10(2)17(15)26/h6,8,11,14,24-25H,7H2,1-5H3,(H2,23,28)/f/h23H2

InChI_3D 1S/C22H25NO7/c1-9(21(23)28)6-7-14(25)22(4)11(3)30-20-15-12(8-13(24)16(20)22)18(27)19(29-5)10(2)17(15)26/h6,8,11,14,24-25H,7H2,1-5H3,(H2,23,28)/b9-6+/t11-,14-,22-/m1/s1

AuxInfo 1/1/N:17,16,18,19,20,11,21,1,12,9,14,2,6,22,3,4,8,7,10,5,13,15,23,28,29,25,24,26,30,27/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;s2;s3;s8;s7d9;;w11;s12;;s4s14;s9;s12;s14;s15;;s11;s15s21;s13;d7;d8;d13;s5s14;s6;s22;s10s20;s1;s11;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s23;s23;s28;s29;/rC:2.6038,-.4989,0;1.7371,0,0;1.7358,1.0056,0;3.4726,1.0054,0;2.6012,1.5124,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5134,0;0,1.0056,0;;5.9793,-.7554,0;6.9742,-.6541,0;7.5593,-1.4651,0;3.817,2.5999,0;4.224,1.6775,0;-.8675,1.5031,0;7.3839,.2581,0;3.4586,4.3128,0;5.7424,2.5475,0;-2.381,-.3784,0;5.3942,.0556,0;4.8091,.8665,0;7.1495,-2.3773,0;.8676,-1.4978,0;.8679,2.5134,0;8.5542,-1.3638,0;2.814,2.4976,0;4.341,-.4975,0;5.6201,1.4517,0;-1.5143,-.8772,0;2.6037,-.9989,0;5.7744,-1.2115,0;4.293,2.7529,0;-1.1162,1.0694,0;-.6187,1.9368,0;-1.3012,1.7518,0;7.84,.0532,0;6.9278,.4629,0;7.5888,.7142,0;2.9692,4.2104,0;3.948,4.4152,0;3.3562,4.8022,0;5.991,2.1136,0;5.4939,2.9813,0;6.1763,2.796,0;-2.6304,-.8118,0;-2.8144,-.129,0;-2.1316,.055,0;5.7997,.3481,0;4.9887,-.237,0;4.4036,.574,0;6.6521,-2.4279,0;7.4421,-2.7828,0;4.3412,-.9975,0;6.0762,1.2468,0;

Duplicates ChEBI189304

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.sdf

Formula	C₂₂H₂₅NO₇
MW	415.44
InChIKey	GBBLKHXBUPVKJV-TWSYTRIPNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.13
logP	2.6131
PSA	136.15
MR	108.243
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-235.77422
PM7_Total_Energy_ev	-5292.20548
PM7_Electronic_Energy_ev	-44970.10731
PM7_Dipole_Debye	7.3322
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.318
PM7_LUMO_Energy_ev	-1.544
PM7_COSMO_Area_square_ang	406.72
PM7_COSMO_Volue_cubic_ang	483.48
PM7_Electron_Affinity_ev	1.544
PM7_Ionization_Energy_ev	9.318
PM7_Energy_Gap_ev	7.774
PM7_Global_Hardness_ev	3.887
PM7_Global_Softness_ev	0.2572678157962439
PM7_Chemical_Potential_ev	-5.431
PM7_Electronigativity_ev	5.431
PM7_Back_Donation_Energy_ev	-0.97175
PM7_Electrophilicity_ev	3.794155003859017
OPENEYE_Name	(~{E},5~{R})-5-hydroxy-5-[(2~{R},3~{S})-4-hydroxy-7-methoxy-2,3,8-trimethyl-6,9-dioxo-2~{H}-benzo[g]benzofuran-3-yl]-2-methyl-pent-2-enamide
SMILES	c1c2c(c3c(c1O)C(C(O3)C)(C)C(CC=C(C(=O)N)C)O)C(=O)C(=C(C2=O)OC)C
Canonical_SMILES	COC1=C(C)C(=O)c2c(C1=O)cc(c1c2O[C@@H]([C@]1(C)[C@@H](C/C=C(/C(=O)N)C)O)C)O
InChI	1/C22H25NO7/c1-9(21(23)28)6-7-14(25)22(4)11(3)30-20-15-12(8-13(24)16(20)22)18(27)19(29-5)10(2)17(15)26/h6,8,11,14,24-25H,7H2,1-5H3,(H2,23,28)/f/h23H2
InChI_3D	1S/C22H25NO7/c1-9(21(23)28)6-7-14(25)22(4)11(3)30-20-15-12(8-13(24)16(20)22)18(27)19(29-5)10(2)17(15)26/h6,8,11,14,24-25H,7H2,1-5H3,(H2,23,28)/b9-6+/t11-,14-,22-/m1/s1
AuxInfo	1/1/N:17,16,18,19,20,11,21,1,12,9,14,2,6,22,3,4,8,7,10,5,13,15,23,28,29,25,24,26,30,27/F:m/rA:55cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;s2;s3;s8;s7d9;;w11;s12;;s4s14;s9;s12;s14;s15;;s11;s15s21;s13;d7;d8;d13;s5s14;s6;s22;s10s20;s1;s11;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s23;s23;s28;s29;/rC:2.6038,-.4989,0;1.7371,0,0;1.7358,1.0056,0;3.4726,1.0054,0;2.6012,1.5124,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5134,0;0,1.0056,0;;5.9793,-.7554,0;6.9742,-.6541,0;7.5593,-1.4651,0;3.817,2.5999,0;4.224,1.6775,0;-.8675,1.5031,0;7.3839,.2581,0;3.4586,4.3128,0;5.7424,2.5475,0;-2.381,-.3784,0;5.3942,.0556,0;4.8091,.8665,0;7.1495,-2.3773,0;.8676,-1.4978,0;.8679,2.5134,0;8.5542,-1.3638,0;2.814,2.4976,0;4.341,-.4975,0;5.6201,1.4517,0;-1.5143,-.8772,0;2.6037,-.9989,0;5.7744,-1.2115,0;4.293,2.7529,0;-1.1162,1.0694,0;-.6187,1.9368,0;-1.3012,1.7518,0;7.84,.0532,0;6.9278,.4629,0;7.5888,.7142,0;2.9692,4.2104,0;3.948,4.4152,0;3.3562,4.8022,0;5.991,2.1136,0;5.4939,2.9813,0;6.1763,2.796,0;-2.6304,-.8118,0;-2.8144,-.129,0;-2.1316,.055,0;5.7997,.3481,0;4.9887,-.237,0;4.4036,.574,0;6.6521,-2.4279,0;7.4421,-2.7828,0;4.3412,-.9975,0;6.0762,1.2468,0;
Duplicates	ChEBI189304
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189304.sdf