CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI183020 (97904)

Formula C₂₇H₄₄O₃

MW 416.64

InChIKey COFOYMWNXADSQE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 76

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 3

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.73

logP 5.7063

PSA 60.69

MR 127.402

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -162.56717

PM7_Total_Energy_ev -4797.12322

PM7_Electronic_Energy_ev -45823.5857

PM7_Dipole_Debye 3.29022

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.542

PM7_LUMO_Energy_ev 0.13

PM7_COSMO_Area_square_ang 467.32

PM7_COSMO_Volue_cubic_ang 577.01

PM7_Electron_Affinity_ev -0.13

PM7_Ionization_Energy_ev 8.542

PM7_Energy_Gap_ev 8.672

PM7_Global_Hardness_ev 4.336

PM7_Global_Softness_ev 0.23062730627306274

PM7_Chemical_Potential_ev -4.206

PM7_Electronigativity_ev 4.206

PM7_Back_Donation_Energy_ev -1.084

PM7_Electrophilicity_ev 2.0399488007380073

OPENEYE_Name (1~{S},3~{Z})-3-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{S})-1-[(1~{R})-5-hydroxy-1,5-dimethyl-hexyl]-7~{a}-(hydroxymethyl)-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol

SMILES C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)CO)CC(CC1)O

Canonical_SMILES OC[C@]12CCC/C(=CC=C/3C[C@@H](O)CCC3=C)/[C@@H]1CC[C@@H]2[C@@H](CCCC(O)(C)C)C

InChI 1/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(18-28)24(13-14-25(21)27)20(2)7-5-15-26(3,4)30/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3

InChI_3D 1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(18-28)24(13-14-25(21)27)20(2)7-5-15-26(3,4)30/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11-/t20-,23+,24-,25+,27+/m1/s1

AuxInfo 1/0/N:4,19,20,21,23,11,24,9,7,6,5,10,13,12,25,14,8,22,1,26,3,2,17,16,15,27,18,29,28,30/E:(3,4)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s1;s2;s3;s7;s9;;s12;s11;s3s12;s13;s8s10;s14s15s16;;;;s18;;s23;s23;s16s19s24;s20s21s25;s17;s22;s27;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s28;s29;s30;/rC:-.865,-3.4982,0;.0006,-2.9974,0;.868,-.4979,0;-1.7301,-2.9965,0;.0011,-1.9974,0;.8674,-1.4979,0;-.87,-4.4982,0;.8701,-3.5018,0;;-.0004,-5.0026,0;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.736,-.0013,0;2.6938,1.3168,0;.874,-4.5069,0;1.736,1.0058,0;2.8957,3.3222,0;1.2691,6.9766,0;-.0511,7.4835,0;2.545,.4179,0;1.1688,4.7427,0;1.5755,3.8291,0;.7622,5.6563,0;1.9822,2.9156,0;.3555,6.5699,0;2.5974,-4.2031,0;1.9571,-.391,0;-.558,6.1632,0;-1.7291,-2.4965,0;-2.1636,-3.2456,0;-.4317,-1.7472,0;1.3003,-1.7481,0;-1.0424,-4.9675,0;-1.362,-4.4094,0;1.0411,-3.0319,0;1.3626,-3.5876,0;-.1701,-.4702,0;-.4925,.0864,0;.3187,-5.3875,0;-.3234,-5.3843,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;1.3035,.2496,0;3.1268,1.5668,0;1.0431,-4.9774,0;2.6924,3.779,0;3.0991,2.8654,0;3.3525,3.5256,0;1.4724,6.5198,0;1.0658,7.4333,0;1.7259,7.1799,0;.4057,7.6868,0;-.5079,7.2801,0;-.2545,7.9403,0;2.9494,.124,0;2.8389,.8224,0;.7121,4.5394,0;1.6256,4.9461,0;2.0323,4.0325,0;1.1187,3.6258,0;.3054,5.453,0;1.219,5.8596,0;1.5254,2.7122,0;2.9188,-4.5861,0;2.1604,-.8478,0;-.9625,6.4572,0;

Duplicates ChEBI183020

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.sdf

Formula	C₂₇H₄₄O₃
MW	416.64
InChIKey	COFOYMWNXADSQE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	76
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	3
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.73
logP	5.7063
PSA	60.69
MR	127.402
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-162.56717
PM7_Total_Energy_ev	-4797.12322
PM7_Electronic_Energy_ev	-45823.5857
PM7_Dipole_Debye	3.29022
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.542
PM7_LUMO_Energy_ev	0.13
PM7_COSMO_Area_square_ang	467.32
PM7_COSMO_Volue_cubic_ang	577.01
PM7_Electron_Affinity_ev	-0.13
PM7_Ionization_Energy_ev	8.542
PM7_Energy_Gap_ev	8.672
PM7_Global_Hardness_ev	4.336
PM7_Global_Softness_ev	0.23062730627306274
PM7_Chemical_Potential_ev	-4.206
PM7_Electronigativity_ev	4.206
PM7_Back_Donation_Energy_ev	-1.084
PM7_Electrophilicity_ev	2.0399488007380073
OPENEYE_Name	(1~{S},3~{Z})-3-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{S})-1-[(1~{R})-5-hydroxy-1,5-dimethyl-hexyl]-7~{a}-(hydroxymethyl)-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-4-methylene-cyclohexanol
SMILES	C1(=C)C(=CC=C2CCCC3(C2CCC3C(C)CCCC(C)(C)O)CO)CC(CC1)O
Canonical_SMILES	OC[C@]12CCC/C(=CC=C/3C[C@@H](O)CCC3=C)/[C@@H]1CC[C@@H]2[C@@H](CCCC(O)(C)C)C
InChI	1/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(18-28)24(13-14-25(21)27)20(2)7-5-15-26(3,4)30/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3
InChI_3D	1S/C27H44O3/c1-19-9-12-23(29)17-22(19)11-10-21-8-6-16-27(18-28)24(13-14-25(21)27)20(2)7-5-15-26(3,4)30/h10-11,20,23-25,28-30H,1,5-9,12-18H2,2-4H3/b21-10+,22-11-/t20-,23+,24-,25+,27+/m1/s1
AuxInfo	1/0/N:4,19,20,21,23,11,24,9,7,6,5,10,13,12,25,14,8,22,1,26,3,2,17,16,15,27,18,29,28,30/E:(3,4)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;w2;w3s5;s1;s2;s3;s7;s9;;s12;s11;s3s12;s13;s8s10;s14s15s16;;;;s18;;s23;s23;s16s19s24;s20s21s25;s17;s22;s27;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s28;s29;s30;/rC:-.865,-3.4982,0;.0006,-2.9974,0;.868,-.4979,0;-1.7301,-2.9965,0;.0011,-1.9974,0;.8674,-1.4979,0;-.87,-4.4982,0;.8701,-3.5018,0;;-.0004,-5.0026,0;0,1.0058,0;2.6938,-.3126,0;3.2858,.5022,0;.868,1.5137,0;1.736,-.0013,0;2.6938,1.3168,0;.874,-4.5069,0;1.736,1.0058,0;2.8957,3.3222,0;1.2691,6.9766,0;-.0511,7.4835,0;2.545,.4179,0;1.1688,4.7427,0;1.5755,3.8291,0;.7622,5.6563,0;1.9822,2.9156,0;.3555,6.5699,0;2.5974,-4.2031,0;1.9571,-.391,0;-.558,6.1632,0;-1.7291,-2.4965,0;-2.1636,-3.2456,0;-.4317,-1.7472,0;1.3003,-1.7481,0;-1.0424,-4.9675,0;-1.362,-4.4094,0;1.0411,-3.0319,0;1.3626,-3.5876,0;-.1701,-.4702,0;-.4925,.0864,0;.3187,-5.3875,0;-.3234,-5.3843,0;-.4922,.918,0;-.1728,1.475,0;3.1268,-.5626,0;2.4904,-.7694,0;3.6573,.8368,0;3.6574,.1676,0;.5459,1.8961,0;1.1901,1.8961,0;1.3035,.2496,0;3.1268,1.5668,0;1.0431,-4.9774,0;2.6924,3.779,0;3.0991,2.8654,0;3.3525,3.5256,0;1.4724,6.5198,0;1.0658,7.4333,0;1.7259,7.1799,0;.4057,7.6868,0;-.5079,7.2801,0;-.2545,7.9403,0;2.9494,.124,0;2.8389,.8224,0;.7121,4.5394,0;1.6256,4.9461,0;2.0323,4.0325,0;1.1187,3.6258,0;.3054,5.453,0;1.219,5.8596,0;1.5254,2.7122,0;2.9188,-4.5861,0;2.1604,-.8478,0;-.9625,6.4572,0;
Duplicates	ChEBI183020
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000183000-0000183249/ChEBI183020.sdf