CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178595 (94713)

Formula C₂₇H₄₂O₄

MW 430.63

InChIKey LWZRFRLSISCLQC-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 73

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 76

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 7

ONatoms 4

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.27

logP 4.7176

PSA 77.76

MR 125.74

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -211.62539

PM7_Total_Energy_ev -5065.88393

PM7_Electronic_Energy_ev -50598.07728

PM7_Dipole_Debye 2.34526

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.375

PM7_LUMO_Energy_ev -0.693

PM7_COSMO_Area_square_ang 439.71

PM7_COSMO_Volue_cubic_ang 565.04

PM7_Electron_Affinity_ev 0.693

PM7_Ionization_Energy_ev 9.375

PM7_Energy_Gap_ev 8.682

PM7_Global_Hardness_ev 4.341

PM7_Global_Softness_ev 0.230361667818475

PM7_Chemical_Potential_ev -5.034

PM7_Electronigativity_ev 5.034

PM7_Back_Donation_Energy_ev -1.08525

PM7_Electrophilicity_ev 2.9188154803040773

OPENEYE_Name (3~{S},5~{R},9~{R},10~{R},13~{R},17~{R})-17-[(1~{R})-1,5-dimethylhexyl]-3,5,9-trihydroxy-10,13-dimethyl-1,2,3,4,11,12,16,17-octahydrocyclopenta[a]phenanthren-6-one

SMILES C1=C2C3=CCC(C3(CCC2(C4(CCC(CC4(C1=O)O)O)C)O)C)C(C)CCCC(C)C

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

InChI 1/C27H42O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27(31)16-19(28)11-12-25(27,5)26(22,30)14-13-24(20,21)4/h10,15,17-20,28,30-31H,6-9,11-14,16H2,1-5H3

InChI_3D 1S/C27H42O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27(31)16-19(28)11-12-25(27,5)26(22,30)14-13-24(20,21)4/h10,15,17-20,28,30-31H,6-9,11-14,16H2,1-5H3/t18-,19+,20-,24-,25-,26-,27+/m1/s1

AuxInfo 1/0/N:21,22,20,18,19,23,25,24,6,2,7,10,8,9,1,11,27,26,13,12,4,3,5,14,17,15,16,29,28,30,31/E:(1,2)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2;;;s8;s7;;s6;s7s11;s4s8s12;s3s9;s5s11;s10s15s16;s14;s17;;;;;s23;s23;s12s20s24;s21s22s25;d5;s13;s15;s16;s1;s2;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s29;s30;s31;/rC:3.4748,.0023,0;6.0915,1.5061,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6037,-.4989,0;6.0928,2.5162,0;0,1.0056,0;3.4743,3.0237,0;2.5967,2.5196,0;.8679,1.5135,0;.8679,-.4977,0;5.2187,3.0279,0;;4.349,2.5184,0;2.6012,1.5123,0;1.7371,0,0;1.7358,1.0056,0;5.2163,2.0206,0;.8686,.5076,0;4.8555,5.0105,0;.8684,8.1891,0;2.2775,8.0689,0;2.8019,5.8952,0;3.4464,5.1306,0;2.1574,6.6598,0;4.0908,4.366,0;1.5129,7.4244,0;2.6036,-1.4989,0;-.5953,-1.6456,0;3.4661,2.0142,0;2.6025,.5011,0;3.9075,-.2483,0;6.4446,1.1521,0;6.2659,2.9853,0;6.585,2.428,0;-.4922,.9178,0;-.1728,1.4748,0;3.1535,3.4072,0;3.796,3.4064,0;2.1045,2.4317,0;2.4257,2.9894,0;.5458,1.8959,0;1.19,1.8959,0;1.1888,-.8812,0;.5468,-.881,0;5.5408,3.4103,0;-.4925,.0863,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;5.1777,4.6282,0;4.5332,5.3928,0;5.2378,5.3327,0;.4861,7.8668,0;1.2507,8.5113,0;.5462,8.5714,0;2.5998,7.6866,0;1.9553,8.4512,0;2.6598,8.3912,0;3.1842,6.2175,0;2.4196,5.573,0;3.8287,5.4528,0;3.0641,4.8083,0;2.5397,6.9821,0;1.7751,6.3376,0;3.7085,4.0437,0;1.1306,7.1022,0;-1.0876,-1.7334,0;3.8997,1.7651,0;2.6019,1.0011,0;

Duplicates ChEBI178595

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.sdf

Formula	C₂₇H₄₂O₄
MW	430.63
InChIKey	LWZRFRLSISCLQC-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	73
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	76
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	7
ONatoms	4
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.27
logP	4.7176
PSA	77.76
MR	125.74
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-211.62539
PM7_Total_Energy_ev	-5065.88393
PM7_Electronic_Energy_ev	-50598.07728
PM7_Dipole_Debye	2.34526
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.375
PM7_LUMO_Energy_ev	-0.693
PM7_COSMO_Area_square_ang	439.71
PM7_COSMO_Volue_cubic_ang	565.04
PM7_Electron_Affinity_ev	0.693
PM7_Ionization_Energy_ev	9.375
PM7_Energy_Gap_ev	8.682
PM7_Global_Hardness_ev	4.341
PM7_Global_Softness_ev	0.230361667818475
PM7_Chemical_Potential_ev	-5.034
PM7_Electronigativity_ev	5.034
PM7_Back_Donation_Energy_ev	-1.08525
PM7_Electrophilicity_ev	2.9188154803040773
OPENEYE_Name	(3~{S},5~{R},9~{R},10~{R},13~{R},17~{R})-17-[(1~{R})-1,5-dimethylhexyl]-3,5,9-trihydroxy-10,13-dimethyl-1,2,3,4,11,12,16,17-octahydrocyclopenta[a]phenanthren-6-one
SMILES	C1=C2C3=CCC(C3(CCC2(C4(CCC(CC4(C1=O)O)O)C)O)C)C(C)CCCC(C)C
Canonical_SMILES	CC(CCC[C@H]([C@H]1CC=C2[C@]1(C)CC[C@]1(C2=CC(=O)[C@@]2([C@]1(C)CC[C@@H](C2)O)O)O)C)C
InChI	1/C27H42O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27(31)16-19(28)11-12-25(27,5)26(22,30)14-13-24(20,21)4/h10,15,17-20,28,30-31H,6-9,11-14,16H2,1-5H3
InChI_3D	1S/C27H42O4/c1-17(2)7-6-8-18(3)20-9-10-21-22-15-23(29)27(31)16-19(28)11-12-25(27,5)26(22,30)14-13-24(20,21)4/h10,15,17-20,28,30-31H,6-9,11-14,16H2,1-5H3/t18-,19+,20-,24-,25-,26-,27+/m1/s1
AuxInfo	1/0/N:21,22,20,18,19,23,25,24,6,2,7,10,8,9,1,11,27,26,13,12,4,3,5,14,17,15,16,29,28,30,31/E:(1,2)/rA:73cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2;;;s8;s7;;s6;s7s11;s4s8s12;s3s9;s5s11;s10s15s16;s14;s17;;;;;s23;s23;s12s20s24;s21s22s25;d5;s13;s15;s16;s1;s2;s6;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s27;s29;s30;s31;/rC:3.4748,.0023,0;6.0915,1.5061,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6037,-.4989,0;6.0928,2.5162,0;0,1.0056,0;3.4743,3.0237,0;2.5967,2.5196,0;.8679,1.5135,0;.8679,-.4977,0;5.2187,3.0279,0;;4.349,2.5184,0;2.6012,1.5123,0;1.7371,0,0;1.7358,1.0056,0;5.2163,2.0206,0;.8686,.5076,0;4.8555,5.0105,0;.8684,8.1891,0;2.2775,8.0689,0;2.8019,5.8952,0;3.4464,5.1306,0;2.1574,6.6598,0;4.0908,4.366,0;1.5129,7.4244,0;2.6036,-1.4989,0;-.5953,-1.6456,0;3.4661,2.0142,0;2.6025,.5011,0;3.9075,-.2483,0;6.4446,1.1521,0;6.2659,2.9853,0;6.585,2.428,0;-.4922,.9178,0;-.1728,1.4748,0;3.1535,3.4072,0;3.796,3.4064,0;2.1045,2.4317,0;2.4257,2.9894,0;.5458,1.8959,0;1.19,1.8959,0;1.1888,-.8812,0;.5468,-.881,0;5.5408,3.4103,0;-.4925,.0863,0;5.4652,2.4542,0;4.9674,1.5869,0;5.6499,1.7717,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;5.1777,4.6282,0;4.5332,5.3928,0;5.2378,5.3327,0;.4861,7.8668,0;1.2507,8.5113,0;.5462,8.5714,0;2.5998,7.6866,0;1.9553,8.4512,0;2.6598,8.3912,0;3.1842,6.2175,0;2.4196,5.573,0;3.8287,5.4528,0;3.0641,4.8083,0;2.5397,6.9821,0;1.7751,6.3376,0;3.7085,4.0437,0;1.1306,7.1022,0;-1.0876,-1.7334,0;3.8997,1.7651,0;2.6019,1.0011,0;
Duplicates	ChEBI178595
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178500-0000178749/ChEBI178595.sdf