CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI50303_s0 (14379)

Formula C₂₀H₃₆O₇P₂

MW 450.45

InChIKey LKJRXYMJDDAXEN-HBAFCJMWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 5.13

logP 5.738

PSA 132.91

MR 115.54

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -447.36769

PM7_Total_Energy_ev -5366.70428

PM7_Electronic_Energy_ev -48418.14694

PM7_Dipole_Debye 2.04841

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.12

PM7_LUMO_Energy_ev -1.584

PM7_COSMO_Area_square_ang 400.2

PM7_COSMO_Volue_cubic_ang 539.88

PM7_Electron_Affinity_ev 1.584

PM7_Ionization_Energy_ev 9.12

PM7_Energy_Gap_ev 7.536

PM7_Global_Hardness_ev 3.768

PM7_Global_Softness_ev 0.2653927813163482

PM7_Chemical_Potential_ev -5.352

PM7_Electronigativity_ev 5.352

PM7_Back_Donation_Energy_ev -0.942

PM7_Electrophilicity_ev 3.8009426751592357

OPENEYE_Name [(~{E})-5-[(1~{R},2~{R},4~{a}~{S},8~{a}~{R})-1,2,4~{a},5-tetramethyl-2,3,4,7,8,8~{a}-hexahydronaphthalen-1-yl]-3-methyl-pent-2-enyl] phosphono hydrogen phosphate

SMILES C1=C(C2(CCC(C(C2CC1)(C)CCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C)C

Canonical_SMILES C/C(=CCO[P@@](=O)(OP(=O)(O)O)O)/CC[C@]1(C)[C@H](C)CC[C@]2([C@@H]1CCC=C2C)C

InChI 1/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/f/h21-22,24H

InChI_3D 1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,19-,20-/m1/s1

AuxInfo 1/1/N:14,13,15,17,16,5,1,6,19,7,3,20,8,18,4,2,10,9,12,11,21,23,24,22,25,26,27,28,29/E:(21,22,23)(24,25)/F:14,13,15,17,16,5,1,6,19,7,3,20,8,18,4,2,10,9,12,11,23,24,21,25,22,26,27,28,29/E:(21,22)/rA:65cCCCCCCCCCCCCCCCCCCCCOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s1;s5;;s7;s6;s7;s2s8s9;s9s10;s2;s4;s10;s11;s12;s3;s4;s12s19;;;;;;s18;;d21s23s24s27;d22s25s26s27;s1;s3;s5;s5;s6;s6;s7;s7;s8;s8;s9;s10;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;s25;/rC:;.8679,-.4978,0;4.6638,5.3279,0;5.0073,4.3888,0;0,1.0057,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;1.7358,1.0057,0;3.4735,1.0079,0;1.7371,0,0;2.6012,1.5124,0;.8676,-1.4978,0;5.9923,4.2166,0;5.1971,.7051,0;.8716,.5009,0;1.9555,2.276,0;3.6787,5.5001,0;4.3656,3.6217,0;3.724,2.8547,0;2.225,8.7996,0;1.5364,4.8593,0;3.0379,7.6423,0;1.0678,7.9866,0;.7235,6.0165,0;2.6937,5.6722,0;1.8807,6.8294,0;2.0529,7.8145,0;1.7086,5.8443,0;-.4327,-.2506,0;4.9846,5.7114,0;-.4922,.9179,0;-.1728,1.4749,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;2.1697,.7573,0;3.6445,1.4777,0;.3676,-1.4976,0;1.3676,-1.498,0;.8674,-1.9978,0;6.0784,4.7091,0;5.9063,3.7241,0;6.4849,4.1305,0;5.2836,1.1975,0;5.6896,.6185,0;5.1106,.2126,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.5927,5.0075,0;3.7648,5.9926,0;3.9821,3.9425,0;4.7492,3.3009,0;3.3405,3.1755,0;4.1075,2.5339,0;3.3587,8.0259,0;.747,7.6031,0;.4027,5.633,0;

Duplicates ChEBI50303_s0;ChEBI139033_s0;ChEBI139034_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.sdf

Formula	C₂₀H₃₆O₇P₂
MW	450.45
InChIKey	LKJRXYMJDDAXEN-HBAFCJMWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	5.13
logP	5.738
PSA	132.91
MR	115.54
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-447.36769
PM7_Total_Energy_ev	-5366.70428
PM7_Electronic_Energy_ev	-48418.14694
PM7_Dipole_Debye	2.04841
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.12
PM7_LUMO_Energy_ev	-1.584
PM7_COSMO_Area_square_ang	400.2
PM7_COSMO_Volue_cubic_ang	539.88
PM7_Electron_Affinity_ev	1.584
PM7_Ionization_Energy_ev	9.12
PM7_Energy_Gap_ev	7.536
PM7_Global_Hardness_ev	3.768
PM7_Global_Softness_ev	0.2653927813163482
PM7_Chemical_Potential_ev	-5.352
PM7_Electronigativity_ev	5.352
PM7_Back_Donation_Energy_ev	-0.942
PM7_Electrophilicity_ev	3.8009426751592357
OPENEYE_Name	[(~{E})-5-[(1~{R},2~{R},4~{a}~{S},8~{a}~{R})-1,2,4~{a},5-tetramethyl-2,3,4,7,8,8~{a}-hexahydronaphthalen-1-yl]-3-methyl-pent-2-enyl] phosphono hydrogen phosphate
SMILES	C1=C(C2(CCC(C(C2CC1)(C)CCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C)C
Canonical_SMILES	C/C(=CCO[P@@](=O)(OP(=O)(O)O)O)/CC[C@]1(C)[C@H](C)CC[C@]2([C@@H]1CCC=C2C)C
InChI	1/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/f/h21-22,24H
InChI_3D	1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)9-12-19(4)17(3)10-13-20(5)16(2)7-6-8-18(19)20/h7,11,17-18H,6,8-10,12-14H2,1-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18-,19-,20-/m1/s1
AuxInfo	1/1/N:14,13,15,17,16,5,1,6,19,7,3,20,8,18,4,2,10,9,12,11,21,23,24,22,25,26,27,28,29/E:(21,22,23)(24,25)/F:14,13,15,17,16,5,1,6,19,7,3,20,8,18,4,2,10,9,12,11,23,24,21,25,22,26,27,28,29/E:(21,22)/rA:65cCCCCCCCCCCCCCCCCCCCCOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;w3;s1;s5;;s7;s6;s7;s2s8s9;s9s10;s2;s4;s10;s11;s12;s3;s4;s12s19;;;;;;s18;;d21s23s24s27;d22s25s26s27;s1;s3;s5;s5;s6;s6;s7;s7;s8;s8;s9;s10;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s23;s24;s25;/rC:;.8679,-.4978,0;4.6638,5.3279,0;5.0073,4.3888,0;0,1.0057,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;1.7358,1.0057,0;3.4735,1.0079,0;1.7371,0,0;2.6012,1.5124,0;.8676,-1.4978,0;5.9923,4.2166,0;5.1971,.7051,0;.8716,.5009,0;1.9555,2.276,0;3.6787,5.5001,0;4.3656,3.6217,0;3.724,2.8547,0;2.225,8.7996,0;1.5364,4.8593,0;3.0379,7.6423,0;1.0678,7.9866,0;.7235,6.0165,0;2.6937,5.6722,0;1.8807,6.8294,0;2.0529,7.8145,0;1.7086,5.8443,0;-.4327,-.2506,0;4.9846,5.7114,0;-.4922,.9179,0;-.1728,1.4749,0;.5458,1.8959,0;1.19,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;2.925,-.8821,0;2.2825,-.882,0;2.1697,.7573,0;3.6445,1.4777,0;.3676,-1.4976,0;1.3676,-1.498,0;.8674,-1.9978,0;6.0784,4.7091,0;5.9063,3.7241,0;6.4849,4.1305,0;5.2836,1.1975,0;5.6896,.6185,0;5.1106,.2126,0;.6211,.0682,0;1.1221,.9337,0;.4389,.7514,0;1.5737,1.9531,0;2.3373,2.5988,0;1.6326,2.6578,0;3.5927,5.0075,0;3.7648,5.9926,0;3.9821,3.9425,0;4.7492,3.3009,0;3.3405,3.1755,0;4.1075,2.5339,0;3.3587,8.0259,0;.747,7.6031,0;.4027,5.633,0;
Duplicates	ChEBI50303_s0;ChEBI139033_s0;ChEBI139034_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000050000-0000099999/Compound-0000050250-0000050499/ChEBI50303_s0.sdf