CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16859 (13157)

Formula C₂₇H₃₂O₁₄

MW 580.54

InChIKey DFPMSGMNTNDNHN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 77

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 14

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.39

logP -1.1652

PSA 225.06

MR 134.914

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -544.78767

PM7_Total_Energy_ev -7882.06858

PM7_Electronic_Energy_ev -76286.29991

PM7_Dipole_Debye 4.5349

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.367

PM7_LUMO_Energy_ev -0.601

PM7_COSMO_Area_square_ang 521.8

PM7_COSMO_Volue_cubic_ang 640.57

PM7_Electron_Affinity_ev 0.601

PM7_Ionization_Energy_ev 9.367

PM7_Energy_Gap_ev 8.766

PM7_Global_Hardness_ev 4.383

PM7_Global_Softness_ev 0.22815423226100845

PM7_Chemical_Potential_ev -4.984

PM7_Electronigativity_ev 4.984

PM7_Back_Donation_Energy_ev -1.09575

PM7_Electrophilicity_ev 2.833704768423454

OPENEYE_Name (2~{S})-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one

SMILES c1cc(ccc1C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O2)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3

InChI_3D 1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,6,5,14,27,22,8,10,11,12,13,15,9,23,7,18,19,16,17,20,21,24,25,39,32,33,28,36,37,34,35,38,30,40,29,31,41/E:(2,3)(4,5)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;s13;s8s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s9s15;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;4.8591,4.7683,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;4.5388,5.1521,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;

Duplicates DB16859

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.sdf

Formula	C₂₇H₃₂O₁₄
MW	580.54
InChIKey	DFPMSGMNTNDNHN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	77
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	14
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.39
logP	-1.1652
PSA	225.06
MR	134.914
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-544.78767
PM7_Total_Energy_ev	-7882.06858
PM7_Electronic_Energy_ev	-76286.29991
PM7_Dipole_Debye	4.5349
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.367
PM7_LUMO_Energy_ev	-0.601
PM7_COSMO_Area_square_ang	521.8
PM7_COSMO_Volue_cubic_ang	640.57
PM7_Electron_Affinity_ev	0.601
PM7_Ionization_Energy_ev	9.367
PM7_Energy_Gap_ev	8.766
PM7_Global_Hardness_ev	4.383
PM7_Global_Softness_ev	0.22815423226100845
PM7_Chemical_Potential_ev	-4.984
PM7_Electronigativity_ev	4.984
PM7_Back_Donation_Energy_ev	-1.09575
PM7_Electrophilicity_ev	2.833704768423454
OPENEYE_Name	(2~{S})-7-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one
SMILES	c1cc(ccc1C2CC(=O)c3c(cc(cc3O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O2)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3
InChI_3D	1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,6,5,14,27,22,8,10,11,12,13,15,9,23,7,18,19,16,17,20,21,24,25,39,32,33,28,36,37,34,35,38,30,40,29,31,41/E:(2,3)(4,5)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7;s3d4;s5d6;s6d7;s7;s13;s8s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d13;s9s15;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;4.8591,4.7683,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-.4327,-.2506,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;4.5388,5.1521,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;
Duplicates	DB16859
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16859.sdf