CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189253 (103503)

Formula C₂₅H₃₀BrClO₅

MW 525.87

InChIKey RETCPPWIOCMJEO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 3.58

logP 6.2384

PSA 83.83

MR 131.671

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -208.59658

PM7_Total_Energy_ev -5441.97497

PM7_Electronic_Energy_ev -52300.23708

PM7_Dipole_Debye 3.3997

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.273

PM7_LUMO_Energy_ev -1.564

PM7_COSMO_Area_square_ang 435.31

PM7_COSMO_Volue_cubic_ang 575.07

PM7_Electron_Affinity_ev 1.564

PM7_Ionization_Energy_ev 9.273

PM7_Energy_Gap_ev 7.709

PM7_Global_Hardness_ev 3.8545

PM7_Global_Softness_ev 0.2594370216629913

PM7_Chemical_Potential_ev -5.4185

PM7_Electronigativity_ev 5.4185

PM7_Back_Donation_Energy_ev -0.963625

PM7_Electrophilicity_ev 3.808553930470878

OPENEYE_Name (3~{R},4~{a}~{R},10~{a}~{S})-3-bromo-4~{a}-chloro-10~{a}-[(2~{E})-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione

SMILES c1c2c(c(cc1O)O)C(=O)C3(CC(C(OC3(C2=O)CC=C(C)CCC=C(C)C)(C)C)Br)Cl

Canonical_SMILES C/C(=CC[C@]12OC(C)(C)[C@@H](C[C@]2(Cl)C(=O)c2c(C1=O)cc(O)cc2O)Br)/CCC=C(C)C

InChI 1/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3

InChI_3D 1S/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3/b15-9+/t19-,24+,25+/m1/s1

AuxInfo 1/0/N:19,20,18,21,22,24,10,25,9,23,1,2,13,12,11,5,3,6,14,4,7,8,17,15,16,32,31,29,30,26,27,28/E:(1,2)(4,5)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOClBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;s4;;;w9;d10;;s13;s8s13;s7s15;s14;s11;s12;s12;s17;s17;s9s16;s10;s11s24;d7;d8;s16s17;s5;s6;s15;s14;s1;s2;s9;s10;s13;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;/rC:.8679,-1.5034,0;;1.7371,-1.0056,0;1.7358,0,0;0,-1.0056,0;.8679,.5078,0;2.6038,-1.5045,0;2.6012,.5067,0;3.4699,-3.7559,0;2.5988,-7.2547,0;2.6031,-4.2547,0;1.7321,-7.7534,0;4.3415,.5093,0;5.2154,.0028,0;3.4735,.0022,0;3.4738,-1.0059,0;5.2158,-1.0053,0;1.7378,-3.7534,0;1.7306,-8.7534,0;.8668,-7.2522,0;6.9394,-.7023,0;5.8119,-2.6506,0;3.4713,-2.7559,0;2.6002,-6.2547,0;2.6017,-5.2547,0;2.6029,-2.5045,0;2.5985,1.5067,0;4.3422,-1.5069,0;-.8653,-1.5068,0;.8679,1.5078,0;4.3409,-.4954,0;5.5583,.9422,0;.8677,-2.0034,0;-.4337,.2487,0;3.9025,-4.0065,0;3.0315,-7.5053,0;4.019,.8914,0;4.6627,.8925,0;5.7078,-.0842,0;1.9884,-3.3208,0;1.4872,-4.1861,0;1.3052,-3.5028,0;2.2306,-8.7541,0;1.2306,-8.7527,0;1.7299,-9.2534,0;.6161,-7.6848,0;1.1174,-6.8195,0;.4341,-7.0015,0;6.8528,-.2099,0;7.0259,-1.1948,0;7.4318,-.6158,0;6.282,-2.4803,0;5.3418,-2.821,0;5.9823,-3.1207,0;2.9713,-2.7552,0;3.9713,-2.7566,0;3.1002,-6.2554,0;2.1002,-6.2539,0;2.1017,-5.2539,0;3.1017,-5.2554,0;-.8646,-2.0068,0;.4349,1.7578,0;

Duplicates ChEBI189253

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.sdf

Formula	C₂₅H₃₀BrClO₅
MW	525.87
InChIKey	RETCPPWIOCMJEO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	3.58
logP	6.2384
PSA	83.83
MR	131.671
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-208.59658
PM7_Total_Energy_ev	-5441.97497
PM7_Electronic_Energy_ev	-52300.23708
PM7_Dipole_Debye	3.3997
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.273
PM7_LUMO_Energy_ev	-1.564
PM7_COSMO_Area_square_ang	435.31
PM7_COSMO_Volue_cubic_ang	575.07
PM7_Electron_Affinity_ev	1.564
PM7_Ionization_Energy_ev	9.273
PM7_Energy_Gap_ev	7.709
PM7_Global_Hardness_ev	3.8545
PM7_Global_Softness_ev	0.2594370216629913
PM7_Chemical_Potential_ev	-5.4185
PM7_Electronigativity_ev	5.4185
PM7_Back_Donation_Energy_ev	-0.963625
PM7_Electrophilicity_ev	3.808553930470878
OPENEYE_Name	(3~{R},4~{a}~{R},10~{a}~{S})-3-bromo-4~{a}-chloro-10~{a}-[(2~{E})-3,7-dimethylocta-2,6-dienyl]-6,8-dihydroxy-2,2-dimethyl-3,4-dihydrobenzo[g]chromene-5,10-dione
SMILES	c1c2c(c(cc1O)O)C(=O)C3(CC(C(OC3(C2=O)CC=C(C)CCC=C(C)C)(C)C)Br)Cl
Canonical_SMILES	C/C(=CC[C@]12OC(C)(C)[C@@H](C[C@]2(Cl)C(=O)c2c(C1=O)cc(O)cc2O)Br)/CCC=C(C)C
InChI	1/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3
InChI_3D	1S/C25H30BrClO5/c1-14(2)7-6-8-15(3)9-10-25-21(30)17-11-16(28)12-18(29)20(17)22(31)24(25,27)13-19(26)23(4,5)32-25/h7,9,11-12,19,28-29H,6,8,10,13H2,1-5H3/b15-9+/t19-,24+,25+/m1/s1
AuxInfo	1/0/N:19,20,18,21,22,24,10,25,9,23,1,2,13,12,11,5,3,6,14,4,7,8,17,15,16,32,31,29,30,26,27,28/E:(1,2)(4,5)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOClBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;s4;;;w9;d10;;s13;s8s13;s7s15;s14;s11;s12;s12;s17;s17;s9s16;s10;s11s24;d7;d8;s16s17;s5;s6;s15;s14;s1;s2;s9;s10;s13;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;/rC:.8679,-1.5034,0;;1.7371,-1.0056,0;1.7358,0,0;0,-1.0056,0;.8679,.5078,0;2.6038,-1.5045,0;2.6012,.5067,0;3.4699,-3.7559,0;2.5988,-7.2547,0;2.6031,-4.2547,0;1.7321,-7.7534,0;4.3415,.5093,0;5.2154,.0028,0;3.4735,.0022,0;3.4738,-1.0059,0;5.2158,-1.0053,0;1.7378,-3.7534,0;1.7306,-8.7534,0;.8668,-7.2522,0;6.9394,-.7023,0;5.8119,-2.6506,0;3.4713,-2.7559,0;2.6002,-6.2547,0;2.6017,-5.2547,0;2.6029,-2.5045,0;2.5985,1.5067,0;4.3422,-1.5069,0;-.8653,-1.5068,0;.8679,1.5078,0;4.3409,-.4954,0;5.5583,.9422,0;.8677,-2.0034,0;-.4337,.2487,0;3.9025,-4.0065,0;3.0315,-7.5053,0;4.019,.8914,0;4.6627,.8925,0;5.7078,-.0842,0;1.9884,-3.3208,0;1.4872,-4.1861,0;1.3052,-3.5028,0;2.2306,-8.7541,0;1.2306,-8.7527,0;1.7299,-9.2534,0;.6161,-7.6848,0;1.1174,-6.8195,0;.4341,-7.0015,0;6.8528,-.2099,0;7.0259,-1.1948,0;7.4318,-.6158,0;6.282,-2.4803,0;5.3418,-2.821,0;5.9823,-3.1207,0;2.9713,-2.7552,0;3.9713,-2.7566,0;3.1002,-6.2554,0;2.1002,-6.2539,0;2.1017,-5.2539,0;3.1017,-5.2554,0;-.8646,-2.0068,0;.4349,1.7578,0;
Duplicates	ChEBI189253
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189253.sdf