CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03785 (4070)

Formula C₂₄H₃₈O₆

MW 422.56

InChIKey QLJODMDSTUBWDW-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 69

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.17

logP 3.7156

PSA 104.06

MR 117.686

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -304.70565

PM7_Total_Energy_ev -5234.48731

PM7_Electronic_Energy_ev -49334.43019

PM7_Dipole_Debye 2.92021

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.729

PM7_LUMO_Energy_ev 0.405

PM7_COSMO_Area_square_ang 435.58

PM7_COSMO_Volue_cubic_ang 556.86

PM7_Electron_Affinity_ev -0.405

PM7_Ionization_Energy_ev 8.729

PM7_Energy_Gap_ev 9.134

PM7_Global_Hardness_ev 4.567

PM7_Global_Softness_ev 0.21896211955331726

PM7_Chemical_Potential_ev -4.162

PM7_Electronigativity_ev 4.162

PM7_Back_Donation_Energy_ev -1.14175

PM7_Electrophilicity_ev 1.8964576308298664

OPENEYE_Name (3~{R},5~{R})-7-[(1~{S},2~{S},6~{R},8~{S},8~{a}~{R})-2,6-dimethyl-8-[(2~{S})-2-methylbutanoyl]oxy-1,2,6,7,8,8~{a}-hexahydronaphthalen-1-yl]-3,5-dihydroxy-heptanoic acid

SMILES C1=CC(C(C2C1=CC(CC2OC(=O)C(C)CC)C)CCC(CC(CC(=O)O)O)O)C

Canonical_SMILES CC[C@@H](C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@H](C[C@H](CC(=O)O)O)O)[C@H](C=C2)C)C

InChI 1/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/f/h27H

InChI_3D 1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1

AuxInfo 1/1/N:15,14,16,13,19,2,1,20,18,3,7,21,17,9,22,8,4,24,23,11,12,5,10,6,29,28,25,27,26,30/E:(27,28)/F:15,14,16,13,19,2,1,20,18,3,7,21,17,9,22,8,4,24,23,11,12,5,10,6,29,28,27,25,26,30/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s2;s3s7;s4;s8s10;s7s10;s8;s9;;;s5;s11;s15;s18;;s6s16s19;s17s21;s20s21;d5;d6;s5;s23;s24;s6s12;s1;s2;s3;s7;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s27;s28;s29;/rC:.8679,-1.5035,0;0,-1.0057,0;2.6038,-1.5046,0;1.7371,-1.0057,0;-4.1251,6.435,0;1.8097,2.784,0;3.4735,.0022,0;;3.4748,-1.0035,0;1.7358,0,0;.8679,.5078,0;2.6012,.5067,0;-.9845,-.1755,0;5.1981,-.699,0;4.7621,3.3162,0;2.6164,3.9455,0;-3.4809,5.6702,0;-.2596,1.8462,0;3.7779,3.1388,0;-.9038,2.611,0;-2.1924,4.1406,0;2.7938,2.9614,0;-2.8366,4.9054,0;-1.5481,3.3758,0;-3.7849,7.3754,0;1.1639,3.5476,0;-5.1096,6.2595,0;-2.0718,5.5497,0;-2.3129,2.7316,0;1.4712,1.843,0;.8677,-2.0035,0;-.4327,-1.2563,0;2.6037,-2.0046,0;3.6445,.472,0;3.966,-.0843,0;-.1728,.4692,0;3.6455,-1.4734,0;1.3022,-.249,0;1.19,.8902,0;2.922,.8902,0;-1.0722,.3167,0;-.8967,-.6678,0;-1.4767,-.2633,0;5.1111,-.2066,0;5.2851,-1.1914,0;5.6905,-.612,0;4.6734,3.8082,0;4.8508,2.8241,0;5.2541,3.4049,0;3.1085,4.0342,0;2.1243,3.8568,0;2.5277,4.4376,0;-3.0985,5.9924,0;-3.8633,5.3481,0;-.642,1.5241,0;.1228,2.1683,0;3.8666,2.6467,0;3.6892,3.6308,0;-1.2862,2.2889,0;-.5214,2.9331,0;-1.8099,4.4627,0;-2.5748,3.8185,0;2.8825,2.4693,0;-3.219,4.5833,0;-1.1657,3.6979,0;-5.4317,6.6419,0;-2.1596,6.0419,0;-2.2251,2.2393,0;

Duplicates DB03785

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.sdf

Formula	C₂₄H₃₈O₆
MW	422.56
InChIKey	QLJODMDSTUBWDW-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	69
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.17
logP	3.7156
PSA	104.06
MR	117.686
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-304.70565
PM7_Total_Energy_ev	-5234.48731
PM7_Electronic_Energy_ev	-49334.43019
PM7_Dipole_Debye	2.92021
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.729
PM7_LUMO_Energy_ev	0.405
PM7_COSMO_Area_square_ang	435.58
PM7_COSMO_Volue_cubic_ang	556.86
PM7_Electron_Affinity_ev	-0.405
PM7_Ionization_Energy_ev	8.729
PM7_Energy_Gap_ev	9.134
PM7_Global_Hardness_ev	4.567
PM7_Global_Softness_ev	0.21896211955331726
PM7_Chemical_Potential_ev	-4.162
PM7_Electronigativity_ev	4.162
PM7_Back_Donation_Energy_ev	-1.14175
PM7_Electrophilicity_ev	1.8964576308298664
OPENEYE_Name	(3~{R},5~{R})-7-[(1~{S},2~{S},6~{R},8~{S},8~{a}~{R})-2,6-dimethyl-8-[(2~{S})-2-methylbutanoyl]oxy-1,2,6,7,8,8~{a}-hexahydronaphthalen-1-yl]-3,5-dihydroxy-heptanoic acid
SMILES	C1=CC(C(C2C1=CC(CC2OC(=O)C(C)CC)C)CCC(CC(CC(=O)O)O)O)C
Canonical_SMILES	CC[C@@H](C(=O)O[C@H]1C[C@@H](C)C=C2[C@H]1[C@@H](CC[C@H](C[C@H](CC(=O)O)O)O)[C@H](C=C2)C)C
InChI	1/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/f/h27H
InChI_3D	1S/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1
AuxInfo	1/1/N:15,14,16,13,19,2,1,20,18,3,7,21,17,9,22,8,4,24,23,11,12,5,10,6,29,28,25,27,26,30/E:(27,28)/F:15,14,16,13,19,2,1,20,18,3,7,21,17,9,22,8,4,24,23,11,12,5,10,6,29,28,27,25,26,30/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;;;;s2;s3s7;s4;s8s10;s7s10;s8;s9;;;s5;s11;s15;s18;;s6s16s19;s17s21;s20s21;d5;d6;s5;s23;s24;s6s12;s1;s2;s3;s7;s7;s8;s9;s10;s11;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s27;s28;s29;/rC:.8679,-1.5035,0;0,-1.0057,0;2.6038,-1.5046,0;1.7371,-1.0057,0;-4.1251,6.435,0;1.8097,2.784,0;3.4735,.0022,0;;3.4748,-1.0035,0;1.7358,0,0;.8679,.5078,0;2.6012,.5067,0;-.9845,-.1755,0;5.1981,-.699,0;4.7621,3.3162,0;2.6164,3.9455,0;-3.4809,5.6702,0;-.2596,1.8462,0;3.7779,3.1388,0;-.9038,2.611,0;-2.1924,4.1406,0;2.7938,2.9614,0;-2.8366,4.9054,0;-1.5481,3.3758,0;-3.7849,7.3754,0;1.1639,3.5476,0;-5.1096,6.2595,0;-2.0718,5.5497,0;-2.3129,2.7316,0;1.4712,1.843,0;.8677,-2.0035,0;-.4327,-1.2563,0;2.6037,-2.0046,0;3.6445,.472,0;3.966,-.0843,0;-.1728,.4692,0;3.6455,-1.4734,0;1.3022,-.249,0;1.19,.8902,0;2.922,.8902,0;-1.0722,.3167,0;-.8967,-.6678,0;-1.4767,-.2633,0;5.1111,-.2066,0;5.2851,-1.1914,0;5.6905,-.612,0;4.6734,3.8082,0;4.8508,2.8241,0;5.2541,3.4049,0;3.1085,4.0342,0;2.1243,3.8568,0;2.5277,4.4376,0;-3.0985,5.9924,0;-3.8633,5.3481,0;-.642,1.5241,0;.1228,2.1683,0;3.8666,2.6467,0;3.6892,3.6308,0;-1.2862,2.2889,0;-.5214,2.9331,0;-1.8099,4.4627,0;-2.5748,3.8185,0;2.8825,2.4693,0;-3.219,4.5833,0;-1.1657,3.6979,0;-5.4317,6.6419,0;-2.1596,6.0419,0;-2.2251,2.2393,0;
Duplicates	DB03785
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03785.sdf