CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195589 (108623)

Formula C₂₆H₃₃NO₁₂

MW 551.55

InChIKey GWXJMPVVJCHQIB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 74

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 9

ONatoms 13

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.08

logP -0.60542

PSA 197.39

MR 132.086

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -414.69763

PM7_Total_Energy_ev -7365.84427

PM7_Electronic_Energy_ev -76293.73632

PM7_Dipole_Debye 9.94237

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.838

PM7_LUMO_Energy_ev -0.489

PM7_COSMO_Area_square_ang 461.9

PM7_COSMO_Volue_cubic_ang 652.4

PM7_Electron_Affinity_ev 0.489

PM7_Ionization_Energy_ev 8.838

PM7_Energy_Gap_ev 8.349

PM7_Global_Hardness_ev 4.1745

PM7_Global_Softness_ev 0.23954964666427117

PM7_Chemical_Potential_ev -4.6635

PM7_Electronigativity_ev 4.6635

PM7_Back_Donation_Energy_ev -1.043625

PM7_Electrophilicity_ev 2.6048906755300036

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

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

Canonical_SMILES N#C/C=C/1[C@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2OC(=O)/C=Cc2ccc(c(c2)OC)O)O)O)C[C@@H]([C@@H]([C@H]1O)OC)OC

InChI 1/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3

InChI_3D 1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5-,14-8+/t16-,18+,19-,21+,22-,23+,24+,25-,26-/m1/s1

AuxInfo 1/0/N:23,24,25,2,10,3,11,9,1,4,13,26,5,8,6,14,7,16,21,12,15,19,18,17,20,22,27,34,30,28,31,33,32,35,38,39,37,29,36/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;;s21;t1;d12;s21s22;s6;s15;s18;s19;s26;s7s23;s12s20;s14s22;s16s24;s17s25;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;s25;s26;s26;s30;s31;s32;s33;s34;/rC:-.7945,3.6725,0;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;.8342,4.2616,0;.1899,3.4969,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;2.4659,4.8519,0;1.8182,4.0831,0;.4914,5.201,0;2.1296,5.7991,0;1.139,5.9698,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;4.8397,6.2659,0;2.0746,8.5557,0;-2.5903,1.1954,0;-1.779,3.8481,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;-.6321,6.5428,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;3.8542,6.0961,0;1.7344,7.6154,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;.36,3.0267,0;3.5014,1.3989,0;3.8005,-.3071,0;2.7858,4.4676,0;2.9004,5.0993,0;2.2505,3.8319,0;.0583,4.9511,0;2.1296,6.2991,0;.706,6.2198,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;4.7548,6.7586,0;4.9245,5.7731,0;5.3324,6.3507,0;1.6044,8.7258,0;2.5448,8.3856,0;2.2447,9.0259,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.9361,2.1819,0;-1.1246,6.4564,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;

Duplicates ChEBI195589

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.sdf

Formula	C₂₆H₃₃NO₁₂
MW	551.55
InChIKey	GWXJMPVVJCHQIB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	74
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	9
ONatoms	13
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.08
logP	-0.60542
PSA	197.39
MR	132.086
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-414.69763
PM7_Total_Energy_ev	-7365.84427
PM7_Electronic_Energy_ev	-76293.73632
PM7_Dipole_Debye	9.94237
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.838
PM7_LUMO_Energy_ev	-0.489
PM7_COSMO_Area_square_ang	461.9
PM7_COSMO_Volue_cubic_ang	652.4
PM7_Electron_Affinity_ev	0.489
PM7_Ionization_Energy_ev	8.838
PM7_Energy_Gap_ev	8.349
PM7_Global_Hardness_ev	4.1745
PM7_Global_Softness_ev	0.23954964666427117
PM7_Chemical_Potential_ev	-4.6635
PM7_Electronigativity_ev	4.6635
PM7_Back_Donation_Energy_ev	-1.043625
PM7_Electrophilicity_ev	2.6048906755300036
OPENEYE_Name	[(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[(1~{R},2~{Z},3~{S},4~{R},5~{S})-2-(cyanomethylene)-3-hydroxy-4,5-dimethoxy-cyclohexoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{Z})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	C(#N)C=C1C(CC(C(C1O)OC)OC)OC2C(C(C(C(O2)CO)O)O)OC(=O)C=Cc3ccc(c(c3)OC)O
Canonical_SMILES	N#C/C=C/1[C@H](O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2OC(=O)/C=Cc2ccc(c(c2)OC)O)O)O)C[C@@H]([C@@H]([C@H]1O)OC)OC
InChI	1/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3
InChI_3D	1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5-,14-8+/t16-,18+,19-,21+,22-,23+,24+,25-,26-/m1/s1
AuxInfo	1/0/N:23,24,25,2,10,3,11,9,1,4,13,26,5,8,6,14,7,16,21,12,15,19,18,17,20,22,27,34,30,28,31,33,32,35,38,39,37,29,36/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;s2d4;s3;s4d6;;s1w8;s5;w10;s11;;s8s13;s8;s13;s15s16;;s18;s18;s19;s20;;;;s21;t1;d12;s21s22;s6;s15;s18;s19;s26;s7s23;s12s20;s14s22;s16s24;s17s25;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;s25;s26;s26;s30;s31;s32;s33;s34;/rC:-.7945,3.6725,0;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;.8342,4.2616,0;.1899,3.4969,0;3.8224,1.0156,0;3.4795,.0762,0;2.4945,-.0965,0;2.4659,4.8519,0;1.8182,4.0831,0;.4914,5.201,0;2.1296,5.7991,0;1.139,5.9698,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;8.0726,-.0039,0;4.8397,6.2659,0;2.0746,8.5557,0;-2.5903,1.1954,0;-1.779,3.8481,0;2.1516,-1.0358,0;0,2.0104,0;7.7667,1.7115,0;-.6321,6.5428,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;7.0879,-.178,0;1.8525,.6702,0;1.2132,2.441,0;3.8542,6.0961,0;1.7344,7.6154,0;4.8301,2.51,0;6.306,2.7743,0;5.2817,-.0509,0;.36,3.0267,0;3.5014,1.3989,0;3.8005,-.3071,0;2.7858,4.4676,0;2.9004,5.0993,0;2.2505,3.8319,0;.0583,4.9511,0;2.1296,6.2991,0;.706,6.2198,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;7.9855,.4885,0;8.1597,-.4962,0;8.565,.0832,0;4.7548,6.7586,0;4.9245,5.7731,0;5.3324,6.3507,0;1.6044,8.7258,0;2.5448,8.3856,0;2.2447,9.0259,0;-2.5025,.7032,0;-2.6781,1.6877,0;7.9361,2.1819,0;-1.1246,6.4564,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;
Duplicates	ChEBI195589
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195589.sdf