CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191268 (105105)

Formula C₂₇H₄₀O₄

MW 428.61

InChIKey BHERBPSRYGFACH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 74

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 4

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.33

logP 4.4695

PSA 73.22

MR 125.899

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -135.53857

PM7_Total_Energy_ev -5036.13725

PM7_Electronic_Energy_ev -47077.20361

PM7_Dipole_Debye 3.01631

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.538

PM7_LUMO_Energy_ev 0.045

PM7_COSMO_Area_square_ang 462.51

PM7_COSMO_Volue_cubic_ang 574.06

PM7_Electron_Affinity_ev -0.045

PM7_Ionization_Energy_ev 8.538

PM7_Energy_Gap_ev 8.583

PM7_Global_Hardness_ev 4.2915

PM7_Global_Softness_ev 0.2330187580100198

PM7_Chemical_Potential_ev -4.2465

PM7_Electronigativity_ev 4.2465

PM7_Back_Donation_Energy_ev -1.072875

PM7_Electrophilicity_ev 2.100985931492485

OPENEYE_Name (1~{R},3~{S},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(~{E},1~{R},4~{R})-4-hydroxy-1-methyl-4-[(2~{R})-2-methyloxiran-2-yl]but-2-enyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylene-cyclohexane-1,3-diol

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C=CC(C4(CO4)C)O)C)C)CC(CC1O)O

Canonical_SMILES O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H]([C@]2(C)OC2)O)C)C)/C1

InChI 1/C27H40O4/c1-17(7-12-25(30)27(4)16-31-27)22-10-11-23-19(6-5-13-26(22,23)3)8-9-20-14-21(28)15-24(29)18(20)2/h7-9,12,17,21-25,28-30H,2,5-6,10-11,13-16H2,1,3-4H3

InChI_3D 1S/C27H40O4/c1-17(7-12-25(30)27(4)16-31-27)22-10-11-23-19(6-5-13-26(22,23)3)8-9-20-14-21(28)15-24(29)18(20)2/h7-9,12,17,21-25,28-30H,2,5-6,10-11,13-16H2,1,3-4H3/b12-7+,19-8+,20-9-/t17-,21-,22-,23+,24+,25-,26-,27-/m1/s1

AuxInfo 1/0/N:25,4,23,24,11,10,7,6,5,13,12,8,14,9,15,16,26,1,3,2,20,19,18,17,27,21,22,30,29,31,28/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;;w7;s2;s3;s10;;s12;s11;;;s1s15;s3s12;s13;s9s15;s14s18s19;s16;s21;s22;;s7s19s25;s8s22;s16s22;s17;s20;s27;s4;s4;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s27;s29;s30;s31;/rC:8.9632,-4.9922,0;8.2669,-5.71,0;5.6314,-5.9433,0;8.4798,-3.3103,0;7.2968,-5.4673,0;6.6015,-6.186,0;2.4161,-3.0508,0;1.4766,-2.7084,0;8.5445,-6.6761,0;4.9381,-6.6649,0;3.9623,-6.4213,0;5.8938,-4.127,0;5.2467,-3.3553,0;3.6797,-5.4561,0;10.212,-6.1968,0;;9.9344,-5.2308,0;5.3598,-4.9809,0;4.3129,-3.7324,0;9.5185,-6.9244,0;4.3827,-4.737,0;1,0,0;5.149,-4.0945,0;2.6449,.5973,0;1.6045,-4.2089,0;2.5894,-4.0356,0;1.3033,-1.7235,0;.5,.8682,0;11.6745,-5.0451,0;8.8046,-8.5222,0;.3184,-1.8968,0;7.9946,-3.1897,0;8.8269,-2.9504,0;7.1594,-4.9865,0;6.7389,-6.6668,0;2.7993,-2.7295,0;1.0934,-3.0296,0;8.0472,-6.7277,0;8.508,-7.1748,0;5.3531,-6.9438,0;4.7351,-7.1218,0;3.9282,-6.9201,0;3.4652,-6.4753,0;6.2413,-3.7674,0;6.2877,-4.4349,0;5.012,-2.9138,0;5.6612,-3.0758,0;3.2307,-5.6761,0;3.3867,-5.051,0;10.5078,-6.6,0;10.6609,-5.9765,0;-.0866,-.4924,0;-.47,.1707,0;9.968,-4.7319,0;5.0117,-5.3398,0;4.1752,-3.2517,0;9.9338,-7.2029,0;4.8277,-3.7113,0;5.4702,-4.4776,0;5.5321,-3.7732,0;2.4742,1.0673,0;2.8156,.1274,0;3.1149,.768,0;1.6912,-4.7014,0;1.5179,-3.7165,0;1.1121,-4.2956,0;2.6761,-4.5281,0;1.7957,-1.6369,0;11.8771,-4.588,0;9.0979,-8.9271,0;.1472,-2.3666,0;

Duplicates ChEBI191268

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.sdf

Formula	C₂₇H₄₀O₄
MW	428.61
InChIKey	BHERBPSRYGFACH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	74
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	4
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.33
logP	4.4695
PSA	73.22
MR	125.899
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-135.53857
PM7_Total_Energy_ev	-5036.13725
PM7_Electronic_Energy_ev	-47077.20361
PM7_Dipole_Debye	3.01631
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.538
PM7_LUMO_Energy_ev	0.045
PM7_COSMO_Area_square_ang	462.51
PM7_COSMO_Volue_cubic_ang	574.06
PM7_Electron_Affinity_ev	-0.045
PM7_Ionization_Energy_ev	8.538
PM7_Energy_Gap_ev	8.583
PM7_Global_Hardness_ev	4.2915
PM7_Global_Softness_ev	0.2330187580100198
PM7_Chemical_Potential_ev	-4.2465
PM7_Electronigativity_ev	4.2465
PM7_Back_Donation_Energy_ev	-1.072875
PM7_Electrophilicity_ev	2.100985931492485
OPENEYE_Name	(1~{R},3~{S},5~{Z})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-1-[(~{E},1~{R},4~{R})-4-hydroxy-1-methyl-4-[(2~{R})-2-methyloxiran-2-yl]but-2-enyl]-7~{a}-methyl-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylene-cyclohexane-1,3-diol
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C=CC(C4(CO4)C)O)C)C)CC(CC1O)O
Canonical_SMILES	O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H]([C@]2(C)OC2)O)C)C)/C1
InChI	1/C27H40O4/c1-17(7-12-25(30)27(4)16-31-27)22-10-11-23-19(6-5-13-26(22,23)3)8-9-20-14-21(28)15-24(29)18(20)2/h7-9,12,17,21-25,28-30H,2,5-6,10-11,13-16H2,1,3-4H3
InChI_3D	1S/C27H40O4/c1-17(7-12-25(30)27(4)16-31-27)22-10-11-23-19(6-5-13-26(22,23)3)8-9-20-14-21(28)15-24(29)18(20)2/h7-9,12,17,21-25,28-30H,2,5-6,10-11,13-16H2,1,3-4H3/b12-7+,19-8+,20-9-/t17-,21-,22-,23+,24+,25-,26-,27-/m1/s1
AuxInfo	1/0/N:25,4,23,24,11,10,7,6,5,13,12,8,14,9,15,16,26,1,3,2,20,19,18,17,27,21,22,30,29,31,28/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;;w7;s2;s3;s10;;s12;s11;;;s1s15;s3s12;s13;s9s15;s14s18s19;s16;s21;s22;;s7s19s25;s8s22;s16s22;s17;s20;s27;s4;s4;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s27;s29;s30;s31;/rC:8.9632,-4.9922,0;8.2669,-5.71,0;5.6314,-5.9433,0;8.4798,-3.3103,0;7.2968,-5.4673,0;6.6015,-6.186,0;2.4161,-3.0508,0;1.4766,-2.7084,0;8.5445,-6.6761,0;4.9381,-6.6649,0;3.9623,-6.4213,0;5.8938,-4.127,0;5.2467,-3.3553,0;3.6797,-5.4561,0;10.212,-6.1968,0;;9.9344,-5.2308,0;5.3598,-4.9809,0;4.3129,-3.7324,0;9.5185,-6.9244,0;4.3827,-4.737,0;1,0,0;5.149,-4.0945,0;2.6449,.5973,0;1.6045,-4.2089,0;2.5894,-4.0356,0;1.3033,-1.7235,0;.5,.8682,0;11.6745,-5.0451,0;8.8046,-8.5222,0;.3184,-1.8968,0;7.9946,-3.1897,0;8.8269,-2.9504,0;7.1594,-4.9865,0;6.7389,-6.6668,0;2.7993,-2.7295,0;1.0934,-3.0296,0;8.0472,-6.7277,0;8.508,-7.1748,0;5.3531,-6.9438,0;4.7351,-7.1218,0;3.9282,-6.9201,0;3.4652,-6.4753,0;6.2413,-3.7674,0;6.2877,-4.4349,0;5.012,-2.9138,0;5.6612,-3.0758,0;3.2307,-5.6761,0;3.3867,-5.051,0;10.5078,-6.6,0;10.6609,-5.9765,0;-.0866,-.4924,0;-.47,.1707,0;9.968,-4.7319,0;5.0117,-5.3398,0;4.1752,-3.2517,0;9.9338,-7.2029,0;4.8277,-3.7113,0;5.4702,-4.4776,0;5.5321,-3.7732,0;2.4742,1.0673,0;2.8156,.1274,0;3.1149,.768,0;1.6912,-4.7014,0;1.5179,-3.7165,0;1.1121,-4.2956,0;2.6761,-4.5281,0;1.7957,-1.6369,0;11.8771,-4.588,0;9.0979,-8.9271,0;.1472,-2.3666,0;
Duplicates	ChEBI191268
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191268.sdf