CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08020 (7540)

Formula C₂₀H₂₂O₄

MW 326.39

InChIKey RHQLNMNKTIOREN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 24

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 4.2616

PSA 58.92

MR 92.291

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.51235

PM7_Total_Energy_ev -3934.28467

PM7_Electronic_Energy_ev -30907.37203

PM7_Dipole_Debye 2.61295

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.48

PM7_LUMO_Energy_ev -0.108

PM7_COSMO_Area_square_ang 340.86

PM7_COSMO_Volue_cubic_ang 393.21

PM7_Electron_Affinity_ev 0.108

PM7_Ionization_Energy_ev 8.48

PM7_Energy_Gap_ev 8.372

PM7_Global_Hardness_ev 4.186

PM7_Global_Softness_ev 0.23889154323936931

PM7_Chemical_Potential_ev -4.294

PM7_Electronigativity_ev 4.294

PM7_Back_Donation_Energy_ev -1.0465

PM7_Electrophilicity_ev 2.202393215480172

OPENEYE_Name (3~{a}~{S},4~{R},9~{b}~{R})-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3~{a},4,9~{b}-hexahydrocyclopenta[c]chromen-8-ol

SMILES c1cc(ccc1C2C3CCCC3c4cc(cc(c4O2)COC)O)O

Canonical_SMILES COCc1cc(O)cc2c1O[C@@H](c1ccc(cc1)O)[C@@H]1[C@H]2CCC1

InChI 1/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3

InChI_3D 1S/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3/t16-,17+,19+/m1/s1

AuxInfo 1/0/N:19,13,14,15,1,2,3,4,6,5,20,7,9,11,12,16,18,8,17,10,22,23,24,21/E:(5,6)(7,8)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s6;s8d9;s3d4;s5d6;;s13;s13;s8s14;s7;s15s16s17;;s9;s10s17;s11;s12;s19s20;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s22;s23;/rC:4.8018,-1.1087,0;3.1713,-1.7016,0;5.1454,-2.0533,0;3.5148,-2.6463,0;.8679,1.5134,0;;3.8165,-.9376,0;1.7358,1.0056,0;.8679,-.4978,0;1.7371,0,0;4.5036,-2.8269,0;0,1.0056,0;3.817,2.5999,0;2.814,2.4976,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;.8669,-3.4978,0;.8676,-1.4978,0;2.6038,-.4989,0;4.8454,-3.7667,0;-.8675,1.5031,0;.8673,-2.4978,0;5.1228,-.7253,0;2.679,-1.6139,0;5.638,-2.1389,0;3.1922,-3.0283,0;.8679,2.0134,0;-.4327,-.2506,0;3.7146,3.0893,0;4.293,2.7529,0;2.3169,2.5515,0;2.8156,2.9976,0;4.6578,1.9261,0;4.5166,1.272,0;2.6019,1.0124,0;3.9671,.0895,0;3.422,1.5028,0;.3669,-3.4976,0;1.3669,-3.498,0;.8668,-3.9978,0;1.3676,-1.498,0;.3676,-1.4976,0;5.3377,-3.8537,0;-1.2998,1.2518,0;

Duplicates DB08020

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.sdf

Formula	C₂₀H₂₂O₄
MW	326.39
InChIKey	RHQLNMNKTIOREN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	24
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	4.2616
PSA	58.92
MR	92.291
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.51235
PM7_Total_Energy_ev	-3934.28467
PM7_Electronic_Energy_ev	-30907.37203
PM7_Dipole_Debye	2.61295
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.48
PM7_LUMO_Energy_ev	-0.108
PM7_COSMO_Area_square_ang	340.86
PM7_COSMO_Volue_cubic_ang	393.21
PM7_Electron_Affinity_ev	0.108
PM7_Ionization_Energy_ev	8.48
PM7_Energy_Gap_ev	8.372
PM7_Global_Hardness_ev	4.186
PM7_Global_Softness_ev	0.23889154323936931
PM7_Chemical_Potential_ev	-4.294
PM7_Electronigativity_ev	4.294
PM7_Back_Donation_Energy_ev	-1.0465
PM7_Electrophilicity_ev	2.202393215480172
OPENEYE_Name	(3~{a}~{S},4~{R},9~{b}~{R})-4-(4-hydroxyphenyl)-6-(methoxymethyl)-1,2,3,3~{a},4,9~{b}-hexahydrocyclopenta[c]chromen-8-ol
SMILES	c1cc(ccc1C2C3CCCC3c4cc(cc(c4O2)COC)O)O
Canonical_SMILES	COCc1cc(O)cc2c1O[C@@H](c1ccc(cc1)O)[C@@H]1[C@H]2CCC1
InChI	1/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3
InChI_3D	1S/C20H22O4/c1-23-11-13-9-15(22)10-18-16-3-2-4-17(16)19(24-20(13)18)12-5-7-14(21)8-6-12/h5-10,16-17,19,21-22H,2-4,11H2,1H3/t16-,17+,19+/m1/s1
AuxInfo	1/0/N:19,13,14,15,1,2,3,4,6,5,20,7,9,11,12,16,18,8,17,10,22,23,24,21/E:(5,6)(7,8)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s6;s8d9;s3d4;s5d6;;s13;s13;s8s14;s7;s15s16s17;;s9;s10s17;s11;s12;s19s20;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s22;s23;/rC:4.8018,-1.1087,0;3.1713,-1.7016,0;5.1454,-2.0533,0;3.5148,-2.6463,0;.8679,1.5134,0;;3.8165,-.9376,0;1.7358,1.0056,0;.8679,-.4978,0;1.7371,0,0;4.5036,-2.8269,0;0,1.0056,0;3.817,2.5999,0;2.814,2.4976,0;4.224,1.6775,0;2.6012,1.5124,0;3.4748,.0022,0;3.4726,1.0054,0;.8669,-3.4978,0;.8676,-1.4978,0;2.6038,-.4989,0;4.8454,-3.7667,0;-.8675,1.5031,0;.8673,-2.4978,0;5.1228,-.7253,0;2.679,-1.6139,0;5.638,-2.1389,0;3.1922,-3.0283,0;.8679,2.0134,0;-.4327,-.2506,0;3.7146,3.0893,0;4.293,2.7529,0;2.3169,2.5515,0;2.8156,2.9976,0;4.6578,1.9261,0;4.5166,1.272,0;2.6019,1.0124,0;3.9671,.0895,0;3.422,1.5028,0;.3669,-3.4976,0;1.3669,-3.498,0;.8668,-3.9978,0;1.3676,-1.498,0;.3676,-1.4976,0;5.3377,-3.8537,0;-1.2998,1.2518,0;
Duplicates	DB08020
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08020.sdf