CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14097 (11812)

Formula C₂₇H₃₂O₄

MW 420.55

InChIKey XKKDQOHDTASHCE-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 64

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 5.22

logP 6.8282

PSA 74.6

MR 127.52

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -138.13398

PM7_Total_Energy_ev -4929.64187

PM7_Electronic_Energy_ev -43470.55694

PM7_Dipole_Debye 1.2004

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.527

PM7_LUMO_Energy_ev -0.62

PM7_COSMO_Area_square_ang 466.32

PM7_COSMO_Volue_cubic_ang 552.52

PM7_Electron_Affinity_ev 0.62

PM7_Ionization_Energy_ev 8.527

PM7_Energy_Gap_ev 7.907

PM7_Global_Hardness_ev 3.9535

PM7_Global_Softness_ev 0.25294043252813964

PM7_Chemical_Potential_ev -4.5735

PM7_Electronigativity_ev 4.5735

PM7_Back_Donation_Energy_ev -0.988375

PM7_Electrophilicity_ev 2.6453651511319083

OPENEYE_Name 3-[(1~{Z},3~{E},5~{E})-1-[(~{Z})-2-carboxy-1-methyl-vinyl]-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hexa-1,3,5-trienyl]benzoic acid

SMILES c1cc(cc(c1)C(=O)O)C(=CC=C(C=CC2=C(CCCC2(C)C)C)C)C(=CC(=O)O)C

Canonical_SMILES C/C(=CC=C(/c1cccc(c1)C(=O)O)C(=C/C(=O)O)C)/C=C/C1=C(C)CCCC1(C)C

InChI 1/C27H32O4/c1-18(12-14-24-19(2)8-7-15-27(24,4)5)11-13-23(20(3)16-25(28)29)21-9-6-10-22(17-21)26(30)31/h6,9-14,16-17H,7-8,15H2,1-5H3,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C27H32O4/c1-18(12-14-24-19(2)8-7-15-27(24,4)5)11-13-23(20(3)16-25(28)29)21-9-6-10-22(17-21)26(30)31/h6,9-14,16-17H,7-8,15H2,1-5H3,(H,28,29)(H,30,31)/b14-12+,18-11+,20-16-,23-13-

AuxInfo 1/1/N:24,23,25,26,27,1,20,19,2,3,12,10,11,9,21,13,4,16,8,17,5,6,14,7,18,15,22,29,31,28,30/E:(4,5)(28,29)(30,31)/F:24,23,25,26,27,1,20,19,2,3,12,10,11,9,21,13,4,16,8,17,5,6,14,7,18,15,22,31,29,30,28/E:(4,5)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;w9;;s11;;s5w11;s6;s10w12;w13s14;s13;s8;s19;s20;s7s21;s8;s16;s17;s22;s22;d15;d18;s15;s18;s1;s2;s3;s4;s9;s10;s11;s12;s13;s19;s19;s20;s20;s21;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s30;s31;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;6.7141,1.114,0;6.7141,.114,0;5.1998,1.9912,0;4.333,1.4925,0;2.5995,.495,0;2.601,1.495,0;2.5966,-1.505,0;1.7328,-.0038,0;0,3.0104,0;3.4677,1.9937,0;1.7313,-1.0038,0;2.5952,-2.505,0;7.5772,-.391,0;8.4492,.109,0;8.458,1.1141,0;7.5861,1.6141,0;5.8466,-.3835,0;3.4692,2.9937,0;.8646,-1.5025,0;6.944,2.3807,0;8.7096,2.9558,0;.866,3.5104,0;1.7284,-3.0038,0;-.866,3.5104,0;3.4605,-3.0063,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.2005,2.4912,0;4.3323,.9925,0;3.0322,.2444,0;2.1684,1.7456,0;3.03,-1.2556,0;7.8971,-.7753,0;7.254,-.7725,0;8.9422,.1925,0;8.6179,-.3616,0;8.6295,1.5838,0;8.95,1.0249,0;5.5979,.0502,0;6.0953,-.8172,0;5.4129,-.6322,0;3.9692,2.993,0;2.9692,2.9945,0;3.4699,3.4937,0;.6152,-1.0691,0;1.114,-1.9359,0;.4312,-1.7519,0;6.5607,2.0597,0;7.3273,2.7018,0;6.623,2.7641,0;8.3262,3.2768,0;9.0929,2.6348,0;9.0305,3.3392,0;-.866,4.0104,0;3.4598,-3.5063,0;

Duplicates DB14097

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.sdf

Formula	C₂₇H₃₂O₄
MW	420.55
InChIKey	XKKDQOHDTASHCE-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	64
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	5.22
logP	6.8282
PSA	74.6
MR	127.52
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-138.13398
PM7_Total_Energy_ev	-4929.64187
PM7_Electronic_Energy_ev	-43470.55694
PM7_Dipole_Debye	1.2004
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.527
PM7_LUMO_Energy_ev	-0.62
PM7_COSMO_Area_square_ang	466.32
PM7_COSMO_Volue_cubic_ang	552.52
PM7_Electron_Affinity_ev	0.62
PM7_Ionization_Energy_ev	8.527
PM7_Energy_Gap_ev	7.907
PM7_Global_Hardness_ev	3.9535
PM7_Global_Softness_ev	0.25294043252813964
PM7_Chemical_Potential_ev	-4.5735
PM7_Electronigativity_ev	4.5735
PM7_Back_Donation_Energy_ev	-0.988375
PM7_Electrophilicity_ev	2.6453651511319083
OPENEYE_Name	3-[(1~{Z},3~{E},5~{E})-1-[(~{Z})-2-carboxy-1-methyl-vinyl]-4-methyl-6-(2,6,6-trimethylcyclohexen-1-yl)hexa-1,3,5-trienyl]benzoic acid
SMILES	c1cc(cc(c1)C(=O)O)C(=CC=C(C=CC2=C(CCCC2(C)C)C)C)C(=CC(=O)O)C
Canonical_SMILES	C/C(=CC=C(/c1cccc(c1)C(=O)O)C(=C/C(=O)O)C)/C=C/C1=C(C)CCCC1(C)C
InChI	1/C27H32O4/c1-18(12-14-24-19(2)8-7-15-27(24,4)5)11-13-23(20(3)16-25(28)29)21-9-6-10-22(17-21)26(30)31/h6,9-14,16-17H,7-8,15H2,1-5H3,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C27H32O4/c1-18(12-14-24-19(2)8-7-15-27(24,4)5)11-13-23(20(3)16-25(28)29)21-9-6-10-22(17-21)26(30)31/h6,9-14,16-17H,7-8,15H2,1-5H3,(H,28,29)(H,30,31)/b14-12+,18-11+,20-16-,23-13-
AuxInfo	1/1/N:24,23,25,26,27,1,20,19,2,3,12,10,11,9,21,13,4,16,8,17,5,6,14,7,18,15,22,29,31,28,30/E:(4,5)(28,29)(30,31)/F:24,23,25,26,27,1,20,19,2,3,12,10,11,9,21,13,4,16,8,17,5,6,14,7,18,15,22,31,29,30,28/E:(4,5)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;d7;s7;w9;;s11;;s5w11;s6;s10w12;w13s14;s13;s8;s19;s20;s7s21;s8;s16;s17;s22;s22;d15;d18;s15;s18;s1;s2;s3;s4;s9;s10;s11;s12;s13;s19;s19;s20;s20;s21;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s30;s31;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;6.7141,1.114,0;6.7141,.114,0;5.1998,1.9912,0;4.333,1.4925,0;2.5995,.495,0;2.601,1.495,0;2.5966,-1.505,0;1.7328,-.0038,0;0,3.0104,0;3.4677,1.9937,0;1.7313,-1.0038,0;2.5952,-2.505,0;7.5772,-.391,0;8.4492,.109,0;8.458,1.1141,0;7.5861,1.6141,0;5.8466,-.3835,0;3.4692,2.9937,0;.8646,-1.5025,0;6.944,2.3807,0;8.7096,2.9558,0;.866,3.5104,0;1.7284,-3.0038,0;-.866,3.5104,0;3.4605,-3.0063,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;5.2005,2.4912,0;4.3323,.9925,0;3.0322,.2444,0;2.1684,1.7456,0;3.03,-1.2556,0;7.8971,-.7753,0;7.254,-.7725,0;8.9422,.1925,0;8.6179,-.3616,0;8.6295,1.5838,0;8.95,1.0249,0;5.5979,.0502,0;6.0953,-.8172,0;5.4129,-.6322,0;3.9692,2.993,0;2.9692,2.9945,0;3.4699,3.4937,0;.6152,-1.0691,0;1.114,-1.9359,0;.4312,-1.7519,0;6.5607,2.0597,0;7.3273,2.7018,0;6.623,2.7641,0;8.3262,3.2768,0;9.0929,2.6348,0;9.0305,3.3392,0;-.866,4.0104,0;3.4598,-3.5063,0;
Duplicates	DB14097
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14097.sdf