CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188644 (102953)

Formula C₂₇H₃₂O₅

MW 436.55

InChIKey JTYNVLZPECDEQA-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 1

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.94

logP 4.3751

PSA 76.74

MR 123.896

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -148.24326

PM7_Total_Energy_ev -5223.40104

PM7_Electronic_Energy_ev -51444.14173

PM7_Dipole_Debye 2.72479

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.312

PM7_LUMO_Energy_ev -0.544

PM7_COSMO_Area_square_ang 408.98

PM7_COSMO_Volue_cubic_ang 530.16

PM7_Electron_Affinity_ev 0.544

PM7_Ionization_Energy_ev 9.312

PM7_Energy_Gap_ev 8.768

PM7_Global_Hardness_ev 4.384

PM7_Global_Softness_ev 0.2281021897810219

PM7_Chemical_Potential_ev -4.928

PM7_Electronigativity_ev 4.928

PM7_Back_Donation_Energy_ev -1.096

PM7_Electrophilicity_ev 2.769751824817518

OPENEYE_Name (1'~{S},2~{S},4'~{a}~{R},6'~{a}~{S},11'~{a}~{S},11'~{b}~{R})-1'-hydroxy-3',4'~{a},6,7,7',11'~{a}-hexamethyl-spiro[3~{H}-furo[3,2-c]pyran-2,4'-5,6,6~{a},11~{b}-tetrahydro-1~{H}-cyclohepta[a]naphthalene]-4,9'-dione

SMILES C1=CC2(C(C(=CC1=O)C)CCC3(C2C(C=C(C34Cc5c(c(c(oc5=O)C)C)O4)C)O)C)C

Canonical_SMILES O=C1C=C[C@]2([C@H](C(=C1)C)CC[C@@]1([C@@H]2[C@@H](O)C=C([C@@]21Oc1c(C2)c(=O)oc(c1C)C)C)C)C

InChI 1/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3

InChI_3D 1S/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3/t20-,21-,23+,25-,26+,27-/m0/s1

AuxInfo 1/0/N:23,24,22,25,26,27,1,14,3,15,2,4,13,8,9,6,10,11,5,17,16,7,18,12,19,21,20,28,32,29,31,30/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;;d5s6;d2;d4;d6;s1s2;s5;s5;;s14;s4;s8s14;s16;s3s17s18;s9s13;s15s18s20;s6;s8;s9;s10;s19;s21;d11;d12;s7s20;s10s12;s16;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s17;s18;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;/rC:;1.6235,-.7818,0;-.6235,-.7818,0;-2.9544,-2.4495,0;-2.3623,-5.4525,0;-.8018,-6.204,0;-1.3651,-5.3778,0;1.401,-1.7568,0;-2.8797,-3.4467,0;-1.2357,-7.105,0;1,0,0;-2.7962,-6.3535,0;-2.7415,-4.5272,0;.5747,-3.1878,0;-.2515,-3.7512,0;-2.1282,-1.8862,0;.5,-2.1906,0;-1.2272,-2.3201,0;-.401,-1.7568,0;-1.9787,-3.8806,0;-1.1525,-3.3173,0;.9433,-6.0732,0;2.1828,-2.3802,0;-4.3256,-4.4325,0;-.6724,-7.9312,0;.3809,-1.1333,0;-2.0534,-2.8834,0;1.4339,.901,0;-3.7934,-6.4282,0;-1.128,-4.4063,0;-2.2329,-7.1797,0;-2.8264,-1.1703,0;-.2169,.4505,0;2.111,-.6706,0;-1.111,-.6706,0;-3.4049,-2.2326,0;-3.1818,-4.7641,0;-3.0232,-4.1141,0;1.0593,-3.0645,0;.7804,-3.6436,0;.0976,-4.1091,0;-.5434,-4.1571,0;-1.8363,-1.4802,0;.0869,-2.4723,0;-.7767,-2.537,0;.9059,-5.5746,0;1.4419,-6.0359,0;.9807,-6.5718,0;2.4945,-1.9893,0;1.8711,-2.7712,0;2.5737,-2.692,0;-4.0439,-4.8456,0;-4.6073,-4.0194,0;-4.7387,-4.7142,0;-.2592,-7.6496,0;-1.0855,-8.2129,0;-.3907,-8.3443,0;.0691,-.7424,0;.6926,-1.5242,0;.7718,-.8215,0;-1.8365,-2.4329,0;-2.2704,-3.3339,0;-2.5039,-2.6665,0;-2.691,-.689,0;

Duplicates ChEBI188644

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.sdf

Formula	C₂₇H₃₂O₅
MW	436.55
InChIKey	JTYNVLZPECDEQA-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	1
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.94
logP	4.3751
PSA	76.74
MR	123.896
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-148.24326
PM7_Total_Energy_ev	-5223.40104
PM7_Electronic_Energy_ev	-51444.14173
PM7_Dipole_Debye	2.72479
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.312
PM7_LUMO_Energy_ev	-0.544
PM7_COSMO_Area_square_ang	408.98
PM7_COSMO_Volue_cubic_ang	530.16
PM7_Electron_Affinity_ev	0.544
PM7_Ionization_Energy_ev	9.312
PM7_Energy_Gap_ev	8.768
PM7_Global_Hardness_ev	4.384
PM7_Global_Softness_ev	0.2281021897810219
PM7_Chemical_Potential_ev	-4.928
PM7_Electronigativity_ev	4.928
PM7_Back_Donation_Energy_ev	-1.096
PM7_Electrophilicity_ev	2.769751824817518
OPENEYE_Name	(1'~{S},2~{S},4'~{a}~{R},6'~{a}~{S},11'~{a}~{S},11'~{b}~{R})-1'-hydroxy-3',4'~{a},6,7,7',11'~{a}-hexamethyl-spiro[3~{H}-furo[3,2-c]pyran-2,4'-5,6,6~{a},11~{b}-tetrahydro-1~{H}-cyclohepta[a]naphthalene]-4,9'-dione
SMILES	C1=CC2(C(C(=CC1=O)C)CCC3(C2C(C=C(C34Cc5c(c(c(oc5=O)C)C)O4)C)O)C)C
Canonical_SMILES	O=C1C=C[C@]2([C@H](C(=C1)C)CC[C@@]1([C@@H]2[C@@H](O)C=C([C@@]21Oc1c(C2)c(=O)oc(c1C)C)C)C)C
InChI	1/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3
InChI_3D	1S/C27H32O5/c1-14-11-18(28)7-9-25(5)20(14)8-10-26(6)23(25)21(29)12-15(2)27(26)13-19-22(32-27)16(3)17(4)31-24(19)30/h7,9,11-12,20-21,23,29H,8,10,13H2,1-6H3/t20-,21-,23+,25-,26+,27-/m0/s1
AuxInfo	1/0/N:23,24,22,25,26,27,1,14,3,15,2,4,13,8,9,6,10,11,5,17,16,7,18,12,19,21,20,28,32,29,31,30/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;;d5s6;d2;d4;d6;s1s2;s5;s5;;s14;s4;s8s14;s16;s3s17s18;s9s13;s15s18s20;s6;s8;s9;s10;s19;s21;d11;d12;s7s20;s10s12;s16;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s17;s18;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;/rC:;1.6235,-.7818,0;-.6235,-.7818,0;-2.9544,-2.4495,0;-2.3623,-5.4525,0;-.8018,-6.204,0;-1.3651,-5.3778,0;1.401,-1.7568,0;-2.8797,-3.4467,0;-1.2357,-7.105,0;1,0,0;-2.7962,-6.3535,0;-2.7415,-4.5272,0;.5747,-3.1878,0;-.2515,-3.7512,0;-2.1282,-1.8862,0;.5,-2.1906,0;-1.2272,-2.3201,0;-.401,-1.7568,0;-1.9787,-3.8806,0;-1.1525,-3.3173,0;.9433,-6.0732,0;2.1828,-2.3802,0;-4.3256,-4.4325,0;-.6724,-7.9312,0;.3809,-1.1333,0;-2.0534,-2.8834,0;1.4339,.901,0;-3.7934,-6.4282,0;-1.128,-4.4063,0;-2.2329,-7.1797,0;-2.8264,-1.1703,0;-.2169,.4505,0;2.111,-.6706,0;-1.111,-.6706,0;-3.4049,-2.2326,0;-3.1818,-4.7641,0;-3.0232,-4.1141,0;1.0593,-3.0645,0;.7804,-3.6436,0;.0976,-4.1091,0;-.5434,-4.1571,0;-1.8363,-1.4802,0;.0869,-2.4723,0;-.7767,-2.537,0;.9059,-5.5746,0;1.4419,-6.0359,0;.9807,-6.5718,0;2.4945,-1.9893,0;1.8711,-2.7712,0;2.5737,-2.692,0;-4.0439,-4.8456,0;-4.6073,-4.0194,0;-4.7387,-4.7142,0;-.2592,-7.6496,0;-1.0855,-8.2129,0;-.3907,-8.3443,0;.0691,-.7424,0;.6926,-1.5242,0;.7718,-.8215,0;-1.8365,-2.4329,0;-2.2704,-3.3339,0;-2.5039,-2.6665,0;-2.691,-.689,0;
Duplicates	ChEBI188644
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188644.sdf