CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12252 (10004)

Formula C₂₀H₂₄O₇

MW 376.41

InChIKey OKRSVUYYCJPECG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 7

Number_Bonds 57

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 9

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -1.05

logP 0.218

PSA 104.35

MR 89.7376

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -135.99912

PM7_Total_Energy_ev -4841.81879

PM7_Electronic_Energy_ev -42395.83424

PM7_Dipole_Debye 3.3168

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.628

PM7_LUMO_Energy_ev -0.823

PM7_COSMO_Area_square_ang 327.69

PM7_COSMO_Volue_cubic_ang 425.24

PM7_Electron_Affinity_ev 0.823

PM7_Ionization_Energy_ev 9.628

PM7_Energy_Gap_ev 8.805

PM7_Global_Hardness_ev 4.4025

PM7_Global_Softness_ev 0.2271436683702442

PM7_Chemical_Potential_ev -5.2255

PM7_Electronigativity_ev 5.2255

PM7_Back_Donation_Energy_ev -1.100625

PM7_Electrophilicity_ev 3.1011754968767744

OPENEYE_Name (1~{S},2~{S},4~{S},5~{R},7~{R},8~{R},9~{S},11~{S},13~{R})-8,13-dihydroxy-7-isopropyl-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one

SMILES C12=C(COC1=O)C3(CC4C5(O4)C(C6(C(O6)C7C5(C3(CC2)C)O7)C(C)C)O)O

Canonical_SMILES O=C1OCC2=C1CC[C@]1([C@@]2(O)C[C@H]2[C@@]3([C@@]41O[C@H]4[C@H]1O[C@@]1([C@H]3O)C(C)C)O2)C

InChI 1/C20H24O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,15,22-23H,4-7H2,1-3H3

InChI_3D 1S/C20H24O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,15,22-23H,4-7H2,1-3H3/t11-,12+,13-,15+,16-,17+,18-,19+,20+/m0/s1

AuxInfo 1/0/N:18,19,17,4,6,7,5,20,1,2,8,10,9,3,11,13,12,16,14,15,21,26,27,22,23,25,24/E:(1,2)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s1;s2;s4;;s7;;s9;;s2s7;s6s12;s8s11;s9s13s14;s10s11;s13;;;s16s18s19;d3;s3s5;s8s14;s9s15;s10s16;s11;s12;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s26;s27;/rC:;-.5,.866,0;-.6691,-.7431,0;1,0,0;-1.4781,.6581,0;1.5,.866,0;-.5,2.5981,0;0,3.4641,0;2.5,2.5981,0;3,3.4641,0;1.5,4.3301,0;0,1.7321,0;1,1.732,0;1,3.4641,0;1.5,2.5981,0;2.5,4.3301,0;.5,.866,0;3.5,6.0801,0;2.5,7.0801,0;2.5,6.0801,0;-.4612,-1.7213,0;-1.5827,-.3364,0;.5,4.3301,0;2,1.732,0;3.5,4.3301,0;-.1445,4.9287,0;.5,2.5981,0;1.4698,-.171,0;.9132,-.4924,0;-1.9781,.6581,0;-1.5304,1.1554,0;1.883,1.1874,0;1.883,.5446,0;-.883,2.2767,0;-.883,2.9195,0;-.433,3.7141,0;2.933,2.3481,0;3.433,3.2141,0;1.5868,4.8225,0;.933,.616,0;.067,1.116,0;.25,.433,0;3.5,6.5801,0;3.5,5.5801,0;4,6.0801,0;2,7.0801,0;3,7.0801,0;2.5,7.5801,0;2,6.0801,0;-.2313,5.4211,0;1,2.5981,0;

Duplicates DB12252

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.sdf

Formula	C₂₀H₂₄O₇
MW	376.41
InChIKey	OKRSVUYYCJPECG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	7
Number_Bonds	57
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	9
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-1.05
logP	0.218
PSA	104.35
MR	89.7376
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-135.99912
PM7_Total_Energy_ev	-4841.81879
PM7_Electronic_Energy_ev	-42395.83424
PM7_Dipole_Debye	3.3168
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.628
PM7_LUMO_Energy_ev	-0.823
PM7_COSMO_Area_square_ang	327.69
PM7_COSMO_Volue_cubic_ang	425.24
PM7_Electron_Affinity_ev	0.823
PM7_Ionization_Energy_ev	9.628
PM7_Energy_Gap_ev	8.805
PM7_Global_Hardness_ev	4.4025
PM7_Global_Softness_ev	0.2271436683702442
PM7_Chemical_Potential_ev	-5.2255
PM7_Electronigativity_ev	5.2255
PM7_Back_Donation_Energy_ev	-1.100625
PM7_Electrophilicity_ev	3.1011754968767744
OPENEYE_Name	(1~{S},2~{S},4~{S},5~{R},7~{R},8~{R},9~{S},11~{S},13~{R})-8,13-dihydroxy-7-isopropyl-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.0^{2,4}.0^{2,9}.0^{5,7}.0^{9,11}.0^{14,18}]icos-14(18)-en-17-one
SMILES	C12=C(COC1=O)C3(CC4C5(O4)C(C6(C(O6)C7C5(C3(CC2)C)O7)C(C)C)O)O
Canonical_SMILES	O=C1OCC2=C1CC[C@]1([C@@]2(O)C[C@H]2[C@@]3([C@@]41O[C@H]4[C@H]1O[C@@]1([C@H]3O)C(C)C)O2)C
InChI	1/C20H24O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,15,22-23H,4-7H2,1-3H3
InChI_3D	1S/C20H24O7/c1-8(2)18-12(26-18)13-20(27-13)16(3)5-4-9-10(7-24-14(9)21)17(16,23)6-11-19(20,25-11)15(18)22/h8,11-13,15,22-23H,4-7H2,1-3H3/t11-,12+,13-,15+,16-,17+,18-,19+,20+/m0/s1
AuxInfo	1/0/N:18,19,17,4,6,7,5,20,1,2,8,10,9,3,11,13,12,16,14,15,21,26,27,22,23,25,24/E:(1,2)/rA:51cCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s1;s2;s4;;s7;;s9;;s2s7;s6s12;s8s11;s9s13s14;s10s11;s13;;;s16s18s19;d3;s3s5;s8s14;s9s15;s10s16;s11;s12;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s26;s27;/rC:;-.5,.866,0;-.6691,-.7431,0;1,0,0;-1.4781,.6581,0;1.5,.866,0;-.5,2.5981,0;0,3.4641,0;2.5,2.5981,0;3,3.4641,0;1.5,4.3301,0;0,1.7321,0;1,1.732,0;1,3.4641,0;1.5,2.5981,0;2.5,4.3301,0;.5,.866,0;3.5,6.0801,0;2.5,7.0801,0;2.5,6.0801,0;-.4612,-1.7213,0;-1.5827,-.3364,0;.5,4.3301,0;2,1.732,0;3.5,4.3301,0;-.1445,4.9287,0;.5,2.5981,0;1.4698,-.171,0;.9132,-.4924,0;-1.9781,.6581,0;-1.5304,1.1554,0;1.883,1.1874,0;1.883,.5446,0;-.883,2.2767,0;-.883,2.9195,0;-.433,3.7141,0;2.933,2.3481,0;3.433,3.2141,0;1.5868,4.8225,0;.933,.616,0;.067,1.116,0;.25,.433,0;3.5,6.5801,0;3.5,5.5801,0;4,6.0801,0;2,7.0801,0;3,7.0801,0;2.5,7.5801,0;2,6.0801,0;-.2313,5.4211,0;1,2.5981,0;
Duplicates	DB12252
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12252.sdf