CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188767 (103059)

Formula C₂₅H₃₉ClO₄

MW 439.03

InChIKey NUVPMECBNLBBBB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 71

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 10

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 2.91

logP 4.2325

PSA 73.22

MR 123.967

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -183.73152

PM7_Total_Energy_ev -5045.1553

PM7_Electronic_Energy_ev -47522.98542

PM7_Dipole_Debye 2.96745

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.055

PM7_LUMO_Energy_ev -0.095

PM7_COSMO_Area_square_ang 455.88

PM7_COSMO_Volue_cubic_ang 571.34

PM7_Electron_Affinity_ev 0.095

PM7_Ionization_Energy_ev 9.055

PM7_Energy_Gap_ev 8.96

PM7_Global_Hardness_ev 4.48

PM7_Global_Softness_ev 0.22321428571428573

PM7_Chemical_Potential_ev -4.575

PM7_Electronigativity_ev 4.575

PM7_Back_Donation_Energy_ev -1.12

PM7_Electrophilicity_ev 2.3360072544642856

OPENEYE_Name (2~{S},3~{S},4~{E},6~{E})-7-[(1~{a}~{R},2~{R},3~{S},3~{a}~{S},5~{R},6~{R},7~{a}~{R},7~{b}~{S})-5-chloro-6-hydroxy-1~{a},6-dimethyl-2-[(~{E})-1-methylprop-1-enyl]-2,3,3~{a},4,5,7,7~{a},7~{b}-octahydronaphtho[1,2-b]oxiren-3-yl]-2,4-dimethyl-hepta-4,6-diene-1,3-diol

SMILES C(=CC1C(C2(C(O2)C3C1CC(C(C3)(C)O)Cl)C)C(=CC)C)C=C(C)C(C(C)CO)O

Canonical_SMILES OC[C@@H]([C@@H](/C(=C/C=C/[C@H]1[C@@H]2C[C@@H](Cl)[C@](C[C@H]2[C@H]2[C@]([C@H]1/C(=C/C)/C)(C)O2)(C)O)/C)O)C

InChI 1/C25H39ClO4/c1-7-14(2)21-17(10-8-9-15(3)22(28)16(4)13-27)18-11-20(26)24(5,29)12-19(18)23-25(21,6)30-23/h7-10,16-23,27-29H,11-13H2,1-6H3

InChI_3D 1S/C25H39ClO4/c1-7-14(2)21-17(10-8-9-15(3)22(28)16(4)13-27)18-11-20(26)24(5,29)12-19(18)23-25(21,6)30-23/h7-10,16-23,27-29H,11-13H2,1-6H3/b10-8+,14-7+,15-9+/t16-,17-,18-,19+,20+,21-,22+,23-,24+,25+/m0/s1

AuxInfo 1/0/N:17,18,19,22,21,20,4,1,2,3,7,8,23,5,6,25,9,11,12,14,10,24,13,16,15,30,28,29,27,26/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;;w4;w2;;;s3;s5s9;s7s9;s8s11;s12;s7;s10s13;s8s14;s4;s5;s6;s15;s16;;;s6;s22s23s24;s13s15;s16;s23;s24;s14;s1;s2;s3;s4;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s25;s27;s28;s29;/rC:3.3667,-2.8024,0;4.0036,-3.5733,0;3.7158,-1.8653,0;5.5469,1.2154,0;5.2014,.277,0;4.9897,-3.4071,0;.8635,-.5043,0;.8736,1.5066,0;2.6012,-.5162,0;3.4769,-.0205,0;1.7368,-.0104,0;1.7426,.9967,0;2.6129,1.4979,0;;3.4782,.9874,0;.0051,1.0055,0;6.5324,1.3854,0;5.8414,-.4914,0;5.3389,-2.4701,0;2.6175,2.5111,0;-1.7194,.7076,0;6.9005,-5.7199,0;7.0345,-4.312,0;5.6266,-4.1781,0;6.2636,-4.949,0;3.4876,1.992,0;-.5903,2.6511,0;7.8054,-3.6751,0;4.8557,-4.815,0;-.3467,-.938,0;2.8736,-2.8854,0;3.829,-4.0418,0;4.2089,-1.7822,0;5.2269,1.5996,0;1.182,-.8898,0;.5397,-.8853,0;.5532,1.8904,0;1.1968,1.8881,0;2.2772,-.8971,0;3.645,-.4914,0;2.1713,.2371,0;1.308,.7495,0;2.6103,.9979,0;-.492,.0893,0;6.4474,1.8782,0;6.6174,.8927,0;7.0251,1.4704,0;6.2256,-.1714,0;5.4572,-.8114,0;6.1614,-.8756,0;5.8074,-2.6447,0;4.8703,-2.2955,0;5.5135,-2.0015,0;2.1821,2.2652,0;3.0528,2.757,0;2.3715,2.9464,0;-1.6342,.2149,0;-1.8045,1.2003,0;-2.2121,.6225,0;7.286,-5.4014,0;6.5151,-6.0384,0;7.219,-6.1053,0;6.716,-3.9266,0;7.353,-4.6975,0;6.0121,-3.8596,0;5.8781,-5.2674,0;-1.0826,2.7388,0;7.7223,-3.182,0;4.9388,-5.308,0;

Duplicates ChEBI188767

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.sdf

Formula	C₂₅H₃₉ClO₄
MW	439.03
InChIKey	NUVPMECBNLBBBB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	71
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	10
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	2.91
logP	4.2325
PSA	73.22
MR	123.967
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-183.73152
PM7_Total_Energy_ev	-5045.1553
PM7_Electronic_Energy_ev	-47522.98542
PM7_Dipole_Debye	2.96745
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.055
PM7_LUMO_Energy_ev	-0.095
PM7_COSMO_Area_square_ang	455.88
PM7_COSMO_Volue_cubic_ang	571.34
PM7_Electron_Affinity_ev	0.095
PM7_Ionization_Energy_ev	9.055
PM7_Energy_Gap_ev	8.96
PM7_Global_Hardness_ev	4.48
PM7_Global_Softness_ev	0.22321428571428573
PM7_Chemical_Potential_ev	-4.575
PM7_Electronigativity_ev	4.575
PM7_Back_Donation_Energy_ev	-1.12
PM7_Electrophilicity_ev	2.3360072544642856
OPENEYE_Name	(2~{S},3~{S},4~{E},6~{E})-7-[(1~{a}~{R},2~{R},3~{S},3~{a}~{S},5~{R},6~{R},7~{a}~{R},7~{b}~{S})-5-chloro-6-hydroxy-1~{a},6-dimethyl-2-[(~{E})-1-methylprop-1-enyl]-2,3,3~{a},4,5,7,7~{a},7~{b}-octahydronaphtho[1,2-b]oxiren-3-yl]-2,4-dimethyl-hepta-4,6-diene-1,3-diol
SMILES	C(=CC1C(C2(C(O2)C3C1CC(C(C3)(C)O)Cl)C)C(=CC)C)C=C(C)C(C(C)CO)O
Canonical_SMILES	OC[C@@H]([C@@H](/C(=C/C=C/[C@H]1[C@@H]2C[C@@H](Cl)[C@](C[C@H]2[C@H]2[C@]([C@H]1/C(=C/C)/C)(C)O2)(C)O)/C)O)C
InChI	1/C25H39ClO4/c1-7-14(2)21-17(10-8-9-15(3)22(28)16(4)13-27)18-11-20(26)24(5,29)12-19(18)23-25(21,6)30-23/h7-10,16-23,27-29H,11-13H2,1-6H3
InChI_3D	1S/C25H39ClO4/c1-7-14(2)21-17(10-8-9-15(3)22(28)16(4)13-27)18-11-20(26)24(5,29)12-19(18)23-25(21,6)30-23/h7-10,16-23,27-29H,11-13H2,1-6H3/b10-8+,14-7+,15-9+/t16-,17-,18-,19+,20+,21-,22+,23-,24+,25+/m0/s1
AuxInfo	1/0/N:17,18,19,22,21,20,4,1,2,3,7,8,23,5,6,25,9,11,12,14,10,24,13,16,15,30,28,29,27,26/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;w1;;w4;w2;;;s3;s5s9;s7s9;s8s11;s12;s7;s10s13;s8s14;s4;s5;s6;s15;s16;;;s6;s22s23s24;s13s15;s16;s23;s24;s14;s1;s2;s3;s4;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s25;s27;s28;s29;/rC:3.3667,-2.8024,0;4.0036,-3.5733,0;3.7158,-1.8653,0;5.5469,1.2154,0;5.2014,.277,0;4.9897,-3.4071,0;.8635,-.5043,0;.8736,1.5066,0;2.6012,-.5162,0;3.4769,-.0205,0;1.7368,-.0104,0;1.7426,.9967,0;2.6129,1.4979,0;;3.4782,.9874,0;.0051,1.0055,0;6.5324,1.3854,0;5.8414,-.4914,0;5.3389,-2.4701,0;2.6175,2.5111,0;-1.7194,.7076,0;6.9005,-5.7199,0;7.0345,-4.312,0;5.6266,-4.1781,0;6.2636,-4.949,0;3.4876,1.992,0;-.5903,2.6511,0;7.8054,-3.6751,0;4.8557,-4.815,0;-.3467,-.938,0;2.8736,-2.8854,0;3.829,-4.0418,0;4.2089,-1.7822,0;5.2269,1.5996,0;1.182,-.8898,0;.5397,-.8853,0;.5532,1.8904,0;1.1968,1.8881,0;2.2772,-.8971,0;3.645,-.4914,0;2.1713,.2371,0;1.308,.7495,0;2.6103,.9979,0;-.492,.0893,0;6.4474,1.8782,0;6.6174,.8927,0;7.0251,1.4704,0;6.2256,-.1714,0;5.4572,-.8114,0;6.1614,-.8756,0;5.8074,-2.6447,0;4.8703,-2.2955,0;5.5135,-2.0015,0;2.1821,2.2652,0;3.0528,2.757,0;2.3715,2.9464,0;-1.6342,.2149,0;-1.8045,1.2003,0;-2.2121,.6225,0;7.286,-5.4014,0;6.5151,-6.0384,0;7.219,-6.1053,0;6.716,-3.9266,0;7.353,-4.6975,0;6.0121,-3.8596,0;5.8781,-5.2674,0;-1.0826,2.7388,0;7.7223,-3.182,0;4.9388,-5.308,0;
Duplicates	ChEBI188767
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188767.sdf