CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191582_s0 (105367)

Formula C₂₅H₃₁NO₁₂

MW 537.52

InChIKey KZBHGKPXLHDZDW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 71

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 9

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.82

logP -1.25952

PSA 208.39

MR 127.356

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -410.30538

PM7_Total_Energy_ev -7216.46985

PM7_Electronic_Energy_ev -65781.94228

PM7_Dipole_Debye 4.35962

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.88

PM7_LUMO_Energy_ev -0.89

PM7_COSMO_Area_square_ang 516.94

PM7_COSMO_Volue_cubic_ang 613.37

PM7_Electron_Affinity_ev 0.89

PM7_Ionization_Energy_ev 8.88

PM7_Energy_Gap_ev 7.99

PM7_Global_Hardness_ev 3.995

PM7_Global_Softness_ev 0.2503128911138924

PM7_Chemical_Potential_ev -4.885

PM7_Electronigativity_ev 4.885

PM7_Back_Donation_Energy_ev -0.99875

PM7_Electrophilicity_ev 2.9866364205256573

OPENEYE_Name [(2~{S},3~{S},4~{S},5~{R},6~{S})-2-[(1~{S},2~{E},3~{R},4~{S},5~{R})-2-(cyanomethylene)-3,5-dihydroxy-4-methoxy-cyclohexoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES C(#N)C=C1C(CC(C(C1O)OC)O)OC2C(C(C(C(O2)CO)O)O)OC(=O)C=Cc3ccc(c(c3)OC)O

Canonical_SMILES N#C/C=C1/[C@@H](O[C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)OC)O)O)O)C[C@H]([C@@H]([C@@H]1O)OC)O

InChI 1/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3

InChI_3D 1S/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3/b6-4+,13-7-/t15-,16+,18+,20-,21+,22+,23+,24+,25+/m1/s1

AuxInfo 1/0/N:23,24,2,10,3,11,9,1,4,13,25,5,8,6,16,14,7,21,12,15,19,18,17,20,22,26,34,29,31,27,30,33,32,35,38,37,28,36/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;s21;t1;d12;s21s22;s6;s15;s16;s18;s19;s25;s7s23;s12s20;s14s22;s17s24;s2;s3;s4;s9;s10;s11;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:4.093,5.4323,0;5.1517,2.1272,0;6.1359,2.3042,0;5.4539,.4186,0;4.8074,1.1883,0;6.7825,1.5344,0;6.4447,.5877,0;2.4626,4.8479,0;3.4465,4.6694,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;.8292,4.2625,0;1.8182,4.0831,0;2.1279,5.7903,0;.4844,5.2067,0;1.1388,5.9697,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;-.5843,6.9849,0;-1.4725,3.1448,0;4.7396,6.1952,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;2.1381,7.5402,0;-.3831,4.7093,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;.2772,6.4773,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;3.6152,4.1988,0;3.5014,1.3989,0;3.8005,-.3071,0;.8277,3.7625,0;.3367,4.1762,0;2.2505,3.8319,0;2.6208,5.8737,0;.1657,5.5919,0;1.313,6.4383,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;-.3305,7.4157,0;-.8382,6.5542,0;-1.0151,7.2388,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.9361,2.1819,0;2.5726,7.7877,0;-.8153,4.9605,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-2.311,4.168,0;

Duplicates ChEBI191582_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.sdf

Formula	C₂₅H₃₁NO₁₂
MW	537.52
InChIKey	KZBHGKPXLHDZDW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	71
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	9
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.82
logP	-1.25952
PSA	208.39
MR	127.356
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-410.30538
PM7_Total_Energy_ev	-7216.46985
PM7_Electronic_Energy_ev	-65781.94228
PM7_Dipole_Debye	4.35962
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.88
PM7_LUMO_Energy_ev	-0.89
PM7_COSMO_Area_square_ang	516.94
PM7_COSMO_Volue_cubic_ang	613.37
PM7_Electron_Affinity_ev	0.89
PM7_Ionization_Energy_ev	8.88
PM7_Energy_Gap_ev	7.99
PM7_Global_Hardness_ev	3.995
PM7_Global_Softness_ev	0.2503128911138924
PM7_Chemical_Potential_ev	-4.885
PM7_Electronigativity_ev	4.885
PM7_Back_Donation_Energy_ev	-0.99875
PM7_Electrophilicity_ev	2.9866364205256573
OPENEYE_Name	[(2~{S},3~{S},4~{S},5~{R},6~{S})-2-[(1~{S},2~{E},3~{R},4~{S},5~{R})-2-(cyanomethylene)-3,5-dihydroxy-4-methoxy-cyclohexoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	C(#N)C=C1C(CC(C(C1O)OC)O)OC2C(C(C(C(O2)CO)O)O)OC(=O)C=Cc3ccc(c(c3)OC)O
Canonical_SMILES	N#C/C=C1/[C@@H](O[C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2OC(=O)/C=C/c2ccc(c(c2)OC)O)O)O)C[C@H]([C@@H]([C@@H]1O)OC)O
InChI	1/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3
InChI_3D	1S/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3/b6-4+,13-7-/t15-,16+,18+,20-,21+,22+,23+,24+,25+/m1/s1
AuxInfo	1/0/N:23,24,2,10,3,11,9,1,4,13,25,5,8,6,16,14,7,21,12,15,19,18,17,20,22,26,34,29,31,27,30,33,32,35,38,37,28,36/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;s21;t1;d12;s21s22;s6;s15;s16;s18;s19;s25;s7s23;s12s20;s14s22;s17s24;s2;s3;s4;s9;s10;s11;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:4.093,5.4323,0;5.1517,2.1272,0;6.1359,2.3042,0;5.4539,.4186,0;4.8074,1.1883,0;6.7825,1.5344,0;6.4447,.5877,0;2.4626,4.8479,0;3.4465,4.6694,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;.8292,4.2625,0;1.8182,4.0831,0;2.1279,5.7903,0;.4844,5.2067,0;1.1388,5.9697,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;-.5843,6.9849,0;-1.4725,3.1448,0;4.7396,6.1952,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;2.1381,7.5402,0;-.3831,4.7093,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;.2772,6.4773,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;3.6152,4.1988,0;3.5014,1.3989,0;3.8005,-.3071,0;.8277,3.7625,0;.3367,4.1762,0;2.2505,3.8319,0;2.6208,5.8737,0;.1657,5.5919,0;1.313,6.4383,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;-.3305,7.4157,0;-.8382,6.5542,0;-1.0151,7.2388,0;-1.9417,2.9719,0;-1.0033,3.3177,0;7.9361,2.1819,0;2.5726,7.7877,0;-.8153,4.9605,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-2.311,4.168,0;
Duplicates	ChEBI191582_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191582_s0.sdf