CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09094_m3_s0 (8748)

Formula C₂₂H₂₄O₉

MW 432.43

InChIKey XRBSKUSTLXISAB-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.05

logP 1.9293

PSA 123.91

MR 107.609

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -299.60228

PM7_Total_Energy_ev -5682.01836

PM7_Electronic_Energy_ev -49488.07445

PM7_Dipole_Debye 1.9706

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.9

PM7_LUMO_Energy_ev -0.274

PM7_COSMO_Area_square_ang 399.58

PM7_COSMO_Volue_cubic_ang 485.46

PM7_Electron_Affinity_ev 0.274

PM7_Ionization_Energy_ev 8.9

PM7_Energy_Gap_ev 8.626

PM7_Global_Hardness_ev 4.313

PM7_Global_Softness_ev 0.23185717597959657

PM7_Chemical_Potential_ev -4.587

PM7_Electronigativity_ev 4.587

PM7_Back_Donation_Energy_ev -1.07825

PM7_Electrophilicity_ev 2.439203454671922

OPENEYE_Name (5~{R},6~{R},7~{S},8~{S})-8-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylic acid

SMILES c1c2c(cc3c1OCO3)C(C(C(C2c4cc(c(c(c4)OC)OC)OC)C(=O)O)CO)O

Canonical_SMILES OC[C@H]1[C@H](O)c2cc3OCOc3cc2[C@H]([C@H]1C(=O)O)c1cc(OC)c(c(c1)OC)OC

InChI 1/C22H24O9/c1-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26/h4-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H24O9/c1-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26/h4-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26)/t13-,18-,19+,20-/m1/s1

AuxInfo 1/1/N:19,20,21,3,4,1,2,22,14,7,5,6,18,8,9,10,11,15,17,16,12,13,28,27,23,26,29,30,31,24,25/E:(1,2)(4,5)(16,17)(25,26)(27,28)/F:19,20,21,3,4,1,2,22,14,7,5,6,18,8,9,10,11,15,17,16,12,13,28,27,26,23,29,30,31,24,25/E:(1,2)(4,5)(16,17)(27,28)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;;s5s7;s6;s13s15;s16s17;;;;s18;d13;s8s14;s9s14;s13;s16;s22;s10s19;s11s20;s12s21;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;/rC:2.6012,.5067,0;2.6037,-1.5046,0;.5666,2.212,0;-.7603,1.0942,0;1.7357,0,0;1.7371,-1.0057,0;.2236,1.2726,0;3.4726,-.0003,0;3.4722,-1.0081,0;-.081,2.9808,0;-1.4079,1.863,0;-1.0716,2.8102,0;-1.7228,-.3072,0;5.0234,-.5047,0;.8679,.5078,0;.8679,-1.5035,0;;0,-1.0057,0;1.247,4.0928,0;-3.0384,2.4475,0;-1.3756,4.5154,0;-.5954,-2.6513,0;-2.3671,.4576,0;4.4313,.3108,0;4.4307,-1.3199,0;-2.063,-1.2476,0;1.5096,-2.2704,0;-.9357,-3.5916,0;.262,3.9201,0;-2.3919,1.6846,0;-1.7158,3.575,0;2.6005,1.0067,0;2.6029,-2.0046,0;1.059,2.299,0;-.9298,.6238,0;5.3951,-.1703,0;5.3949,-.8394,0;1.19,.8902,0;.5468,-1.8868,0;-.1728,.4692,0;-.4925,-.9193,0;1.3333,3.6003,0;1.1607,4.5852,0;1.7395,4.1791,0;-2.6569,2.7707,0;-3.4199,2.1242,0;-3.3617,2.8289,0;-.9054,4.3452,0;-1.8458,4.6855,0;-1.2055,4.9855,0;-.1253,-2.8214,0;-1.0656,-2.4812,0;-2.5553,-1.3353,0;1.338,-2.74,0;-.6135,-3.974,0;

Duplicates DB09094_m3_s0;DB09094_m4_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.sdf

Formula	C₂₂H₂₄O₉
MW	432.43
InChIKey	XRBSKUSTLXISAB-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.05
logP	1.9293
PSA	123.91
MR	107.609
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-299.60228
PM7_Total_Energy_ev	-5682.01836
PM7_Electronic_Energy_ev	-49488.07445
PM7_Dipole_Debye	1.9706
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.9
PM7_LUMO_Energy_ev	-0.274
PM7_COSMO_Area_square_ang	399.58
PM7_COSMO_Volue_cubic_ang	485.46
PM7_Electron_Affinity_ev	0.274
PM7_Ionization_Energy_ev	8.9
PM7_Energy_Gap_ev	8.626
PM7_Global_Hardness_ev	4.313
PM7_Global_Softness_ev	0.23185717597959657
PM7_Chemical_Potential_ev	-4.587
PM7_Electronigativity_ev	4.587
PM7_Back_Donation_Energy_ev	-1.07825
PM7_Electrophilicity_ev	2.439203454671922
OPENEYE_Name	(5~{R},6~{R},7~{S},8~{S})-8-hydroxy-7-(hydroxymethyl)-5-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxole-6-carboxylic acid
SMILES	c1c2c(cc3c1OCO3)C(C(C(C2c4cc(c(c(c4)OC)OC)OC)C(=O)O)CO)O
Canonical_SMILES	OC[C@H]1[C@H](O)c2cc3OCOc3cc2[C@H]([C@H]1C(=O)O)c1cc(OC)c(c(c1)OC)OC
InChI	1/C22H24O9/c1-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26/h4-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H24O9/c1-27-16-4-10(5-17(28-2)21(16)29-3)18-11-6-14-15(31-9-30-14)7-12(11)20(24)13(8-23)19(18)22(25)26/h4-7,13,18-20,23-24H,8-9H2,1-3H3,(H,25,26)/t13-,18-,19+,20-/m1/s1
AuxInfo	1/1/N:19,20,21,3,4,1,2,22,14,7,5,6,18,8,9,10,11,15,17,16,12,13,28,27,23,26,29,30,31,24,25/E:(1,2)(4,5)(16,17)(25,26)(27,28)/F:19,20,21,3,4,1,2,22,14,7,5,6,18,8,9,10,11,15,17,16,12,13,28,27,26,23,29,30,31,24,25/E:(1,2)(4,5)(16,17)(27,28)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;;s5s7;s6;s13s15;s16s17;;;;s18;d13;s8s14;s9s14;s13;s16;s22;s10s19;s11s20;s12s21;s1;s2;s3;s4;s14;s14;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s26;s27;s28;/rC:2.6012,.5067,0;2.6037,-1.5046,0;.5666,2.212,0;-.7603,1.0942,0;1.7357,0,0;1.7371,-1.0057,0;.2236,1.2726,0;3.4726,-.0003,0;3.4722,-1.0081,0;-.081,2.9808,0;-1.4079,1.863,0;-1.0716,2.8102,0;-1.7228,-.3072,0;5.0234,-.5047,0;.8679,.5078,0;.8679,-1.5035,0;;0,-1.0057,0;1.247,4.0928,0;-3.0384,2.4475,0;-1.3756,4.5154,0;-.5954,-2.6513,0;-2.3671,.4576,0;4.4313,.3108,0;4.4307,-1.3199,0;-2.063,-1.2476,0;1.5096,-2.2704,0;-.9357,-3.5916,0;.262,3.9201,0;-2.3919,1.6846,0;-1.7158,3.575,0;2.6005,1.0067,0;2.6029,-2.0046,0;1.059,2.299,0;-.9298,.6238,0;5.3951,-.1703,0;5.3949,-.8394,0;1.19,.8902,0;.5468,-1.8868,0;-.1728,.4692,0;-.4925,-.9193,0;1.3333,3.6003,0;1.1607,4.5852,0;1.7395,4.1791,0;-2.6569,2.7707,0;-3.4199,2.1242,0;-3.3617,2.8289,0;-.9054,4.3452,0;-1.8458,4.6855,0;-1.2055,4.9855,0;-.1253,-2.8214,0;-1.0656,-2.4812,0;-2.5553,-1.3353,0;1.338,-2.74,0;-.6135,-3.974,0;
Duplicates	DB09094_m3_s0;DB09094_m4_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/DB09094_m3_s0.sdf