CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185224_s0 (99879)

Formula C₂₆H₂₇ClO₁₅

MW 614.94

InChIKey WDVRTBQOGZIOJF-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 42

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 15

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -0

logP 0.2541

PSA 209.88

MR 139.531

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -487.0632

PM7_Total_Energy_ev -8249.69962

PM7_Electronic_Energy_ev -82092.74007

PM7_Dipole_Debye 3.23859

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.07

PM7_LUMO_Energy_ev -1.165

PM7_COSMO_Area_square_ang 510.48

PM7_COSMO_Volue_cubic_ang 658.01

PM7_Electron_Affinity_ev 1.165

PM7_Ionization_Energy_ev 9.07

PM7_Energy_Gap_ev 7.905

PM7_Global_Hardness_ev 3.9525

PM7_Global_Softness_ev 0.2530044275774826

PM7_Chemical_Potential_ev -5.1175

PM7_Electronigativity_ev 5.1175

PM7_Back_Donation_Energy_ev -0.988125

PM7_Electrophilicity_ev 3.3129419671094245

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-6-[(1~{S})-1-(7-chloro-3,5,6,8-tetramethoxy-4-oxo-chromen-2-yl)-3-methoxy-4-oxo-cyclohexa-2,5-dien-1-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c12c(c(c(c(c1OC)OC)Cl)OC)oc(c(c2=O)OC)C3(C=CC(=O)C(=C3)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COC1=C[C@](C=CC1=O)(O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)c1oc2c(OC)c(Cl)c(c(c2c(=O)c1OC)OC)OC

InChI 1/C26H27ClO15/c1-35-10-8-26(7-6-9(10)28,42-25-16(32)14(30)15(31)22(41-25)24(33)34)23-21(39-5)13(29)11-17(36-2)19(37-3)12(27)20(38-4)18(11)40-23/h6-8,14-16,22,25,30-32H,1-5H3,(H,33,34)/f/h33H

InChI_3D 1S/C26H27ClO15/c1-35-10-8-26(7-6-9(10)28,42-25-16(32)14(30)15(31)22(41-25)24(33)34)23-21(39-5)13(29)11-17(36-2)19(37-3)12(27)20(38-4)18(11)40-23/h6-8,14-16,22,25,30-32H,1-5H3,(H,33,34)/t14-,15+,16-,22+,25+,26-/m0/s1

AuxInfo 1/1/N:25,22,24,23,26,7,8,9,14,11,1,6,10,18,17,19,3,2,5,4,12,16,13,15,20,21,42,28,27,34,33,35,29,32,39,36,38,37,40,30,31,41/E:(33,34)/F:25,22,24,23,26,7,8,9,14,11,1,6,10,18,17,19,3,2,5,4,12,16,13,15,20,21,42,28,27,34,33,35,32,29,39,36,38,37,40,30,31,41/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s1;d9;s10;d12;s7s11;;s15;s16;s17;s18;s19;s8s9s13;;;;;;d10;d14;d15;s2s13;s16s20;s15;s17;s18;s19;s3s22;s4s23;s5s24;s11s25;s12s26;s20s21;s6;s7;s8;s9;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s32;s33;s34;s35;/rC:1.736,-.0012,0;1.7374,1.0057,0;.868,-.4978,0;.868,1.5138,0;;0,1.0057,0;6.6245,2.471,0;5.6399,2.6459,0;5.3347,.9289,0;2.6026,-.5032,0;6.3259,.7618,0;3.4761,-.0036,0;3.4774,1.0034,0;6.9707,1.5328,0;5.1615,6.5608,0;4.5721,4.9131,0;3.6998,5.4126,0;2.837,4.9069,0;2.8377,3.9069,0;3.71,3.4074,0;4.995,1.8749,0;.0012,-1.9973,0;.0014,3.0135,0;-1.732,-.0025,0;7.6577,-.3455,0;4.3381,-1.5059,0;2.5998,-1.5032,0;7.9561,1.3622,0;6.1454,6.7399,0;2.6052,1.5109,0;4.5816,3.908,0;4.5145,7.3233,0;2.5676,6.7469,0;1.1144,4.5986,0;2.4981,2.9663,0;.8675,-1.4978,0;.8676,2.5138,0;-.8653,-.5013,0;6.6721,-.1764,0;4.3408,-.5059,0;4.3525,2.6411,0;-.8675,1.5031,0;6.9453,2.8545,0;5.4688,3.1157,0;5.0139,.5453,0;5.0651,4.8299,0;4.0194,5.797,0;2.6639,5.376,0;2.3451,3.9929,0;3.3892,3.0239,0;.251,-2.4305,0;-.2486,-1.5642,0;-.4319,-2.2471,0;-.2484,2.5804,0;-.4317,3.2633,0;.2513,3.4466,0;-1.9814,-.4359,0;-2.1654,.2469,0;-1.4827,.4309,0;7.7423,.1473,0;7.5731,-.8383,0;8.1505,-.4301,0;3.8381,-1.5046,0;4.8381,-1.5072,0;4.3368,-2.0059,0;4.6829,7.7941,0;2.736,7.2177,0;.792,4.9808,0;2.8205,2.5841,0;

Duplicates ChEBI185224_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.sdf

Formula	C₂₆H₂₇ClO₁₅
MW	614.94
InChIKey	WDVRTBQOGZIOJF-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	42
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	15
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-0
logP	0.2541
PSA	209.88
MR	139.531
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-487.0632
PM7_Total_Energy_ev	-8249.69962
PM7_Electronic_Energy_ev	-82092.74007
PM7_Dipole_Debye	3.23859
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.07
PM7_LUMO_Energy_ev	-1.165
PM7_COSMO_Area_square_ang	510.48
PM7_COSMO_Volue_cubic_ang	658.01
PM7_Electron_Affinity_ev	1.165
PM7_Ionization_Energy_ev	9.07
PM7_Energy_Gap_ev	7.905
PM7_Global_Hardness_ev	3.9525
PM7_Global_Softness_ev	0.2530044275774826
PM7_Chemical_Potential_ev	-5.1175
PM7_Electronigativity_ev	5.1175
PM7_Back_Donation_Energy_ev	-0.988125
PM7_Electrophilicity_ev	3.3129419671094245
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[(1~{S})-1-(7-chloro-3,5,6,8-tetramethoxy-4-oxo-chromen-2-yl)-3-methoxy-4-oxo-cyclohexa-2,5-dien-1-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c12c(c(c(c(c1OC)OC)Cl)OC)oc(c(c2=O)OC)C3(C=CC(=O)C(=C3)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COC1=C[C@](C=CC1=O)(O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)c1oc2c(OC)c(Cl)c(c(c2c(=O)c1OC)OC)OC
InChI	1/C26H27ClO15/c1-35-10-8-26(7-6-9(10)28,42-25-16(32)14(30)15(31)22(41-25)24(33)34)23-21(39-5)13(29)11-17(36-2)19(37-3)12(27)20(38-4)18(11)40-23/h6-8,14-16,22,25,30-32H,1-5H3,(H,33,34)/f/h33H
InChI_3D	1S/C26H27ClO15/c1-35-10-8-26(7-6-9(10)28,42-25-16(32)14(30)15(31)22(41-25)24(33)34)23-21(39-5)13(29)11-17(36-2)19(37-3)12(27)20(38-4)18(11)40-23/h6-8,14-16,22,25,30-32H,1-5H3,(H,33,34)/t14-,15+,16-,22+,25+,26-/m0/s1
AuxInfo	1/1/N:25,22,24,23,26,7,8,9,14,11,1,6,10,18,17,19,3,2,5,4,12,16,13,15,20,21,42,28,27,34,33,35,29,32,39,36,38,37,40,30,31,41/E:(33,34)/F:25,22,24,23,26,7,8,9,14,11,1,6,10,18,17,19,3,2,5,4,12,16,13,15,20,21,42,28,27,34,33,35,32,29,39,36,38,37,40,30,31,41/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;s1;d9;s10;d12;s7s11;;s15;s16;s17;s18;s19;s8s9s13;;;;;;d10;d14;d15;s2s13;s16s20;s15;s17;s18;s19;s3s22;s4s23;s5s24;s11s25;s12s26;s20s21;s6;s7;s8;s9;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s32;s33;s34;s35;/rC:1.736,-.0012,0;1.7374,1.0057,0;.868,-.4978,0;.868,1.5138,0;;0,1.0057,0;6.6245,2.471,0;5.6399,2.6459,0;5.3347,.9289,0;2.6026,-.5032,0;6.3259,.7618,0;3.4761,-.0036,0;3.4774,1.0034,0;6.9707,1.5328,0;5.1615,6.5608,0;4.5721,4.9131,0;3.6998,5.4126,0;2.837,4.9069,0;2.8377,3.9069,0;3.71,3.4074,0;4.995,1.8749,0;.0012,-1.9973,0;.0014,3.0135,0;-1.732,-.0025,0;7.6577,-.3455,0;4.3381,-1.5059,0;2.5998,-1.5032,0;7.9561,1.3622,0;6.1454,6.7399,0;2.6052,1.5109,0;4.5816,3.908,0;4.5145,7.3233,0;2.5676,6.7469,0;1.1144,4.5986,0;2.4981,2.9663,0;.8675,-1.4978,0;.8676,2.5138,0;-.8653,-.5013,0;6.6721,-.1764,0;4.3408,-.5059,0;4.3525,2.6411,0;-.8675,1.5031,0;6.9453,2.8545,0;5.4688,3.1157,0;5.0139,.5453,0;5.0651,4.8299,0;4.0194,5.797,0;2.6639,5.376,0;2.3451,3.9929,0;3.3892,3.0239,0;.251,-2.4305,0;-.2486,-1.5642,0;-.4319,-2.2471,0;-.2484,2.5804,0;-.4317,3.2633,0;.2513,3.4466,0;-1.9814,-.4359,0;-2.1654,.2469,0;-1.4827,.4309,0;7.7423,.1473,0;7.5731,-.8383,0;8.1505,-.4301,0;3.8381,-1.5046,0;4.8381,-1.5072,0;4.3368,-2.0059,0;4.6829,7.7941,0;2.736,7.2177,0;.792,4.9808,0;2.8205,2.5841,0;
Duplicates	ChEBI185224_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185224_s0.sdf