CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184068 (98807)

Formula C₂₆H₂₈N₂O₉

MW 512.52

InChIKey UZLBTLIRYSYTRG-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 3

XLogP3 0

XLogP -0.22

logP 0.8183

PSA 174.59

MR 130.362

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -281.13924

PM7_Total_Energy_ev -6599.96347

PM7_Electronic_Energy_ev -61404.28451

PM7_Dipole_Debye 3.09302

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.43

PM7_LUMO_Energy_ev -0.551

PM7_COSMO_Area_square_ang 476.18

PM7_COSMO_Volue_cubic_ang 587.49

PM7_Electron_Affinity_ev 0.551

PM7_Ionization_Energy_ev 8.43

PM7_Energy_Gap_ev 7.879

PM7_Global_Hardness_ev 3.9395

PM7_Global_Softness_ev 0.2538393197106232

PM7_Chemical_Potential_ev -4.4905

PM7_Electronigativity_ev 4.4905

PM7_Back_Donation_Energy_ev -0.984875

PM7_Electrophilicity_ev 2.5592829356517326

OPENEYE_Name (2~{S},3~{R},4~{S})-4-(9~{H}-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylic acid

SMILES c1ccc2c(c1)c3ccnc(c3[nH]2)CC4C(=COC(C4C=C)OC5C(C(C(C(O5)CO)O)O)O)C(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]([C@H]2C=C)Cc2nccc3c2[nH]c2c3cccc2)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)/f/h33H

InChI_3D 1S/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)/t12-,15+,19-,21-,22+,23-,25+,26+/m1/s1

AuxInfo 1/1/N:14,15,1,2,3,4,5,6,25,26,12,18,7,8,17,13,9,11,22,10,20,19,21,16,23,24,27,28,36,34,33,35,29,32,30,31,37/E:(33,34)/F:14,15,1,2,3,4,5,6,25,26,12,18,7,8,17,13,9,11,22,10,20,19,21,16,23,24,27,28,36,34,33,35,32,29,30,31,37/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s5s7;d4s7;d8;s10;;d12;;d14;s13;s13;s15s17;;s19;s19;s20;s18;s21;s11s17;s22;s6d11;s9s10;d16;s12s23;s22s24;s16;s19;s20;s21;s26;s23s24;s1;s2;s3;s4;s5;s6;s12;s14;s14;s15;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s26;s26;s28;s32;s33;s34;s35;s36;/rC:;-.3143,.9606,0;.9816,-.2059,0;.3605,1.7075,0;3.3258,-.2052,0;4.3095,.0013,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;3.9487,1.7045,0;5.6088,5.8538,0;4.7573,5.3197,0;6.5426,1.5989,0;6.851,2.5502,0;3.8729,5.7865,0;4.7967,4.3205,0;5.6791,3.8499,0;10.2219,4.8588,0;10.2613,3.8596,0;9.3395,5.3294,0;9.4098,3.3255,0;6.5307,4.384,0;8.4879,4.7953,0;4.2571,2.6558,0;8.7985,2.5341,0;4.6201,.9615,0;2.1552,2.0893,0;3.8349,6.7857,0;6.4999,5.3886,0;8.5187,3.7907,0;3.0265,5.2539,0;10.7615,6.5235,0;11.9718,4.2296,0;8.1676,6.6291,0;8.1872,1.7426,0;7.5093,4.5897,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;.2068,2.1833,0;3.1701,-.6803,0;4.6438,-.3705,0;5.5891,6.3534,0;6.8774,1.2276,0;6.0536,1.4946,0;7.34,2.6545,0;4.3014,4.3888,0;5.3712,3.456,0;10.7172,4.7905,0;10.4498,3.3965,0;9.6474,5.7233,0;9.7457,2.9551,0;6.7178,3.9203,0;8.3008,5.259,0;3.7814,2.8099,0;4.7327,2.5016,0;9.1942,2.2284,0;8.4028,2.8397,0;2.1548,2.5893,0;2.5843,5.4873,0;11.2505,6.6278,0;12.3077,3.8592,0;8.3218,7.1047,0;8.3771,1.2801,0;

Duplicates ChEBI184068

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.sdf

Formula	C₂₆H₂₈N₂O₉
MW	512.52
InChIKey	UZLBTLIRYSYTRG-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	3
XLogP3	0
XLogP	-0.22
logP	0.8183
PSA	174.59
MR	130.362
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-281.13924
PM7_Total_Energy_ev	-6599.96347
PM7_Electronic_Energy_ev	-61404.28451
PM7_Dipole_Debye	3.09302
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.43
PM7_LUMO_Energy_ev	-0.551
PM7_COSMO_Area_square_ang	476.18
PM7_COSMO_Volue_cubic_ang	587.49
PM7_Electron_Affinity_ev	0.551
PM7_Ionization_Energy_ev	8.43
PM7_Energy_Gap_ev	7.879
PM7_Global_Hardness_ev	3.9395
PM7_Global_Softness_ev	0.2538393197106232
PM7_Chemical_Potential_ev	-4.4905
PM7_Electronigativity_ev	4.4905
PM7_Back_Donation_Energy_ev	-0.984875
PM7_Electrophilicity_ev	2.5592829356517326
OPENEYE_Name	(2~{S},3~{R},4~{S})-4-(9~{H}-pyrido[3,4-b]indol-1-ylmethyl)-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-vinyl-3,4-dihydro-2~{H}-pyran-5-carboxylic acid
SMILES	c1ccc2c(c1)c3ccnc(c3[nH]2)CC4C(=COC(C4C=C)OC5C(C(C(C(O5)CO)O)O)O)C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@H]([C@H]2C=C)Cc2nccc3c2[nH]c2c3cccc2)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)/f/h33H
InChI_3D	1S/C26H28N2O9/c1-2-12-15(9-18-20-14(7-8-27-18)13-5-3-4-6-17(13)28-20)16(24(33)34)11-35-25(12)37-26-23(32)22(31)21(30)19(10-29)36-26/h2-8,11-12,15,19,21-23,25-26,28-32H,1,9-10H2,(H,33,34)/t12-,15+,19-,21-,22+,23-,25+,26+/m1/s1
AuxInfo	1/1/N:14,15,1,2,3,4,5,6,25,26,12,18,7,8,17,13,9,11,22,10,20,19,21,16,23,24,27,28,36,34,33,35,29,32,30,31,37/E:(33,34)/F:14,15,1,2,3,4,5,6,25,26,12,18,7,8,17,13,9,11,22,10,20,19,21,16,23,24,27,28,36,34,33,35,32,29,30,31,37/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s5s7;d4s7;d8;s10;;d12;;d14;s13;s13;s15s17;;s19;s19;s20;s18;s21;s11s17;s22;s6d11;s9s10;d16;s12s23;s22s24;s16;s19;s20;s21;s26;s23s24;s1;s2;s3;s4;s5;s6;s12;s14;s14;s15;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s26;s26;s28;s32;s33;s34;s35;s36;/rC:;-.3143,.9606,0;.9816,-.2059,0;.3605,1.7075,0;3.3258,-.2052,0;4.3095,.0013,0;1.6513,.5386,0;2.6563,.5419,0;1.3429,1.4971,0;2.9705,1.497,0;3.9487,1.7045,0;5.6088,5.8538,0;4.7573,5.3197,0;6.5426,1.5989,0;6.851,2.5502,0;3.8729,5.7865,0;4.7967,4.3205,0;5.6791,3.8499,0;10.2219,4.8588,0;10.2613,3.8596,0;9.3395,5.3294,0;9.4098,3.3255,0;6.5307,4.384,0;8.4879,4.7953,0;4.2571,2.6558,0;8.7985,2.5341,0;4.6201,.9615,0;2.1552,2.0893,0;3.8349,6.7857,0;6.4999,5.3886,0;8.5187,3.7907,0;3.0265,5.2539,0;10.7615,6.5235,0;11.9718,4.2296,0;8.1676,6.6291,0;8.1872,1.7426,0;7.5093,4.5897,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;.2068,2.1833,0;3.1701,-.6803,0;4.6438,-.3705,0;5.5891,6.3534,0;6.8774,1.2276,0;6.0536,1.4946,0;7.34,2.6545,0;4.3014,4.3888,0;5.3712,3.456,0;10.7172,4.7905,0;10.4498,3.3965,0;9.6474,5.7233,0;9.7457,2.9551,0;6.7178,3.9203,0;8.3008,5.259,0;3.7814,2.8099,0;4.7327,2.5016,0;9.1942,2.2284,0;8.4028,2.8397,0;2.1548,2.5893,0;2.5843,5.4873,0;11.2505,6.6278,0;12.3077,3.8592,0;8.3218,7.1047,0;8.3771,1.2801,0;
Duplicates	ChEBI184068
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184068.sdf