CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188194 (102550)

Formula C₂₇H₄₀O₄

MW 428.61

InChIKey LHUOFJIUXKOLAO-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 7

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 4

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 2.65

logP 4.7833

PSA 74.6

MR 124.703

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -194.91869

PM7_Total_Energy_ev -5038.67461

PM7_Electronic_Energy_ev -48419.84813

PM7_Dipole_Debye 3.8164

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.485

PM7_LUMO_Energy_ev -0.336

PM7_COSMO_Area_square_ang 445.74

PM7_COSMO_Volue_cubic_ang 557.72

PM7_Electron_Affinity_ev 0.336

PM7_Ionization_Energy_ev 9.485

PM7_Energy_Gap_ev 9.149

PM7_Global_Hardness_ev 4.5745

PM7_Global_Softness_ev 0.21860312602470217

PM7_Chemical_Potential_ev -4.9105

PM7_Electronigativity_ev 4.9105

PM7_Back_Donation_Energy_ev -1.143625

PM7_Electrophilicity_ev 2.635589709257842

OPENEYE_Name (3~{S},8~{R},9~{S},10~{R},13~{S},14~{S},17~{Z})-3-hydroxy-17-[(5~{R})-6-hydroxy-1,5-dimethyl-2-oxo-hexylidene]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1~{H}-cyclopenta[a]phenanthren-16-one

SMILES C1=C2CC(CCC2(C3CCC4(C(=C(C(=O)CCC(C)CO)C)C(=O)CC4C3C1)C)C)O

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

InChI 1/C27H40O4/c1-16(15-28)5-8-23(30)17(2)25-24(31)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16,19-22,28-29H,5,7-15H2,1-4H3

InChI_3D 1S/C27H40O4/c1-16(15-28)5-8-23(30)17(2)25-24(31)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16,19-22,28-29H,5,7-15H2,1-4H3/b25-17+/t16-,19+,20-,21+,22+,26+,27+/m1/s1

AuxInfo 1/0/N:23,20,21,22,25,1,7,24,11,10,12,13,8,9,26,27,5,2,17,14,16,15,6,4,3,18,19,31,30,29,28/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;w3;s5;s1;s2;s4;;;s11;s10;s7;s9s14;s10s14;s8s11;s2s12s16;s3s13s15;s5;s18;s19;;s6;s24;;s23s25s26;d4;d6;s17;s26;s1;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s30;s31;/rC:2.6037,-.4989,0;1.7371,0,0;5.2187,3.0279,0;6.0928,2.5162,0;5.2185,4.0279,0;6.0845,4.528,0;3.4748,.0023,0;.8679,-.4977,0;6.0915,1.5061,0;2.5967,2.5196,0;0,1.0056,0;.8679,1.5135,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;;1.7358,1.0056,0;4.349,2.5184,0;4.3524,4.5278,0;.8686,.5076,0;5.2163,2.0206,0;7.084,7.5282,0;6.0843,5.528,0;6.0842,6.528,0;5.084,7.5279,0;6.084,7.528,0;6.9606,3.013,0;6.9506,4.0282,0;-.5953,-1.6456,0;4.084,7.5277,0;2.6036,-.9989,0;3.9673,.0885,0;3.6452,-.4678,0;1.1888,-.8812,0;.5468,-.881,0;6.5915,1.5055,0;6.0908,1.0061,0;2.1045,2.4317,0;2.4257,2.9894,0;-.4922,.9178,0;-.1728,1.4748,0;.5458,1.8959,0;1.19,1.8959,0;3.1535,3.4072,0;3.796,3.4064,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;-.4925,.0863,0;4.6024,4.9608,0;4.1025,4.0947,0;3.9194,4.7777,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;7.0841,7.0282,0;7.0839,8.0282,0;7.584,7.5283,0;6.5843,5.5281,0;5.5843,5.528,0;6.5842,6.5281,0;5.5842,6.528,0;5.0839,8.0279,0;5.0841,7.0279,0;6.0839,8.028,0;-1.0876,-1.7334,0;3.8339,7.9607,0;

Duplicates ChEBI188194

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.sdf

Formula	C₂₇H₄₀O₄
MW	428.61
InChIKey	LHUOFJIUXKOLAO-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	7
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	4
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	2.65
logP	4.7833
PSA	74.6
MR	124.703
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-194.91869
PM7_Total_Energy_ev	-5038.67461
PM7_Electronic_Energy_ev	-48419.84813
PM7_Dipole_Debye	3.8164
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.485
PM7_LUMO_Energy_ev	-0.336
PM7_COSMO_Area_square_ang	445.74
PM7_COSMO_Volue_cubic_ang	557.72
PM7_Electron_Affinity_ev	0.336
PM7_Ionization_Energy_ev	9.485
PM7_Energy_Gap_ev	9.149
PM7_Global_Hardness_ev	4.5745
PM7_Global_Softness_ev	0.21860312602470217
PM7_Chemical_Potential_ev	-4.9105
PM7_Electronigativity_ev	4.9105
PM7_Back_Donation_Energy_ev	-1.143625
PM7_Electrophilicity_ev	2.635589709257842
OPENEYE_Name	(3~{S},8~{R},9~{S},10~{R},13~{S},14~{S},17~{Z})-3-hydroxy-17-[(5~{R})-6-hydroxy-1,5-dimethyl-2-oxo-hexylidene]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1~{H}-cyclopenta[a]phenanthren-16-one
SMILES	C1=C2CC(CCC2(C3CCC4(C(=C(C(=O)CCC(C)CO)C)C(=O)CC4C3C1)C)C)O
Canonical_SMILES	OC[C@@H](CCC(=O)/C(=C/1C(=O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)/C)C
InChI	1/C27H40O4/c1-16(15-28)5-8-23(30)17(2)25-24(31)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16,19-22,28-29H,5,7-15H2,1-4H3
InChI_3D	1S/C27H40O4/c1-16(15-28)5-8-23(30)17(2)25-24(31)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16,19-22,28-29H,5,7-15H2,1-4H3/b25-17+/t16-,19+,20-,21+,22+,26+,27+/m1/s1
AuxInfo	1/0/N:23,20,21,22,25,1,7,24,11,10,12,13,8,9,26,27,5,2,17,14,16,15,6,4,3,18,19,31,30,29,28/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;w3;s5;s1;s2;s4;;;s11;s10;s7;s9s14;s10s14;s8s11;s2s12s16;s3s13s15;s5;s18;s19;;s6;s24;;s23s25s26;d4;d6;s17;s26;s1;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s30;s31;/rC:2.6037,-.4989,0;1.7371,0,0;5.2187,3.0279,0;6.0928,2.5162,0;5.2185,4.0279,0;6.0845,4.528,0;3.4748,.0023,0;.8679,-.4977,0;6.0915,1.5061,0;2.5967,2.5196,0;0,1.0056,0;.8679,1.5135,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;;1.7358,1.0056,0;4.349,2.5184,0;4.3524,4.5278,0;.8686,.5076,0;5.2163,2.0206,0;7.084,7.5282,0;6.0843,5.528,0;6.0842,6.528,0;5.084,7.5279,0;6.084,7.528,0;6.9606,3.013,0;6.9506,4.0282,0;-.5953,-1.6456,0;4.084,7.5277,0;2.6036,-.9989,0;3.9673,.0885,0;3.6452,-.4678,0;1.1888,-.8812,0;.5468,-.881,0;6.5915,1.5055,0;6.0908,1.0061,0;2.1045,2.4317,0;2.4257,2.9894,0;-.4922,.9178,0;-.1728,1.4748,0;.5458,1.8959,0;1.19,1.8959,0;3.1535,3.4072,0;3.796,3.4064,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;-.4925,.0863,0;4.6024,4.9608,0;4.1025,4.0947,0;3.9194,4.7777,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;7.0841,7.0282,0;7.0839,8.0282,0;7.584,7.5283,0;6.5843,5.5281,0;5.5843,5.528,0;6.5842,6.5281,0;5.5842,6.528,0;5.0839,8.0279,0;5.0841,7.0279,0;6.0839,8.028,0;-1.0876,-1.7334,0;3.8339,7.9607,0;
Duplicates	ChEBI188194
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188194.sdf