CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189251 (103502)

Formula C₂₇H₂₂N₂O₃

MW 422.48

InChIKey KTLJMAJOQBABFT-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 58

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.96

logP 5.8802

PSA 85.95

MR 127.698

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 8.33435

PM7_Total_Energy_ev -4869.50964

PM7_Electronic_Energy_ev -43787.1269

PM7_Dipole_Debye 5.04065

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.477

PM7_LUMO_Energy_ev -1.343

PM7_COSMO_Area_square_ang 409.84

PM7_COSMO_Volue_cubic_ang 508.97

PM7_Electron_Affinity_ev 1.343

PM7_Ionization_Energy_ev 8.477

PM7_Energy_Gap_ev 7.134

PM7_Global_Hardness_ev 3.567

PM7_Global_Softness_ev 0.28034763106251753

PM7_Chemical_Potential_ev -4.91

PM7_Electronigativity_ev 4.91

PM7_Back_Donation_Energy_ev -0.89175

PM7_Electrophilicity_ev 3.379324362209139

OPENEYE_Name 4-hydroxy-3,6-bis(1~{H}-indol-3-yl)-5-(3-methylbut-2-enyl)-1,2-benzoquinone

SMILES c1ccc2c(c1)c(c[nH]2)C3=C(C(=C(C(=O)C3=O)c4c[nH]c5c4cccc5)O)CC=C(C)C

Canonical_SMILES CC(=CCC1=C(C(=O)C(=O)C(=C1O)c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2)C

InChI 1/C27H22N2O3/c1-15(2)11-12-18-23(19-13-28-21-9-5-3-7-16(19)21)26(31)27(32)24(25(18)30)20-14-29-22-10-6-4-8-17(20)22/h3-11,13-14,28-30H,12H2,1-2H3

InChI_3D 1S/C27H22N2O3/c1-15(2)11-12-18-23(19-13-28-21-9-5-3-7-16(19)21)26(31)27(32)24(25(18)30)20-14-29-22-10-6-4-8-17(20)22/h3-11,13-14,28-30H,12H2,1-2H3

AuxInfo 1/0/N:25,26,1,2,3,4,5,6,7,8,23,27,9,10,24,11,12,19,13,14,15,16,17,18,20,21,22,28,29,32,30,31/E:(1,2)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d5;d6;d9s11;d10s12;d7s11;d8s12;s13;s14;d17;d18s19;s17;s18s21;;d23;s24;s24;s19s23;s9s15;s10s16;d21;d22;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s25;s25;s25;s26;s26;s26;s27;s27;s28;s29;s32;/rC:;2.4142,-7.3907,0;0,1.0058,0;3.0089,-8.2019,0;.868,-.4978,0;2.8199,-6.476,0;.868,1.5138,0;4.0093,-8.0983,0;3.2858,.5023,0;5.3611,-5.853,0;1.736,-.0012,0;3.8136,-6.3633,0;2.6938,-.3125,0;4.4019,-5.5459,0;1.736,1.0058,0;4.409,-7.1754,0;3.2345,-1.9769,0;3.8539,-3.884,0;4.2124,-2.1863,0;4.5255,-3.136,0;2.5629,-2.7248,0;2.8692,-3.6822,0;5.5485,-.6981,0;6.527,-.9046,0;7.1951,-.1606,0;6.8373,-1.8553,0;4.8805,-1.4422,0;2.6938,1.3169,0;5.3653,-6.86,0;1.5851,-2.5154,0;2.2012,-4.4262,0;5.5042,-3.3411,0;-.4327,-.2506,0;1.9171,-7.4444,0;-.4337,1.2545,0;2.8062,-8.6589,0;.8677,-.9978,0;2.5241,-6.0729,0;.868,2.0138,0;4.3049,-8.5016,0;3.7858,.5023,0;5.7644,-5.5574,0;5.3934,-.2228,0;6.823,.1735,0;7.5671,-.4946,0;7.5291,.2115,0;7.3126,-1.7001,0;6.362,-2.0104,0;6.9925,-2.3306,0;4.5084,-1.1081,0;5.2525,-1.7762,0;2.8483,1.7924,0;5.7711,-7.1522,0;5.6601,-3.8162,0;

Duplicates ChEBI189251

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.sdf

Formula	C₂₇H₂₂N₂O₃
MW	422.48
InChIKey	KTLJMAJOQBABFT-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	58
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.96
logP	5.8802
PSA	85.95
MR	127.698
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	8.33435
PM7_Total_Energy_ev	-4869.50964
PM7_Electronic_Energy_ev	-43787.1269
PM7_Dipole_Debye	5.04065
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.477
PM7_LUMO_Energy_ev	-1.343
PM7_COSMO_Area_square_ang	409.84
PM7_COSMO_Volue_cubic_ang	508.97
PM7_Electron_Affinity_ev	1.343
PM7_Ionization_Energy_ev	8.477
PM7_Energy_Gap_ev	7.134
PM7_Global_Hardness_ev	3.567
PM7_Global_Softness_ev	0.28034763106251753
PM7_Chemical_Potential_ev	-4.91
PM7_Electronigativity_ev	4.91
PM7_Back_Donation_Energy_ev	-0.89175
PM7_Electrophilicity_ev	3.379324362209139
OPENEYE_Name	4-hydroxy-3,6-bis(1~{H}-indol-3-yl)-5-(3-methylbut-2-enyl)-1,2-benzoquinone
SMILES	c1ccc2c(c1)c(c[nH]2)C3=C(C(=C(C(=O)C3=O)c4c[nH]c5c4cccc5)O)CC=C(C)C
Canonical_SMILES	CC(=CCC1=C(C(=O)C(=O)C(=C1O)c1c[nH]c2c1cccc2)c1c[nH]c2c1cccc2)C
InChI	1/C27H22N2O3/c1-15(2)11-12-18-23(19-13-28-21-9-5-3-7-16(19)21)26(31)27(32)24(25(18)30)20-14-29-22-10-6-4-8-17(20)22/h3-11,13-14,28-30H,12H2,1-2H3
InChI_3D	1S/C27H22N2O3/c1-15(2)11-12-18-23(19-13-28-21-9-5-3-7-16(19)21)26(31)27(32)24(25(18)30)20-14-29-22-10-6-4-8-17(20)22/h3-11,13-14,28-30H,12H2,1-2H3
AuxInfo	1/0/N:25,26,1,2,3,4,5,6,7,8,23,27,9,10,24,11,12,19,13,14,15,16,17,18,20,21,22,28,29,32,30,31/E:(1,2)/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;;d5;d6;d9s11;d10s12;d7s11;d8s12;s13;s14;d17;d18s19;s17;s18s21;;d23;s24;s24;s19s23;s9s15;s10s16;d21;d22;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s23;s25;s25;s25;s26;s26;s26;s27;s27;s28;s29;s32;/rC:;2.4142,-7.3907,0;0,1.0058,0;3.0089,-8.2019,0;.868,-.4978,0;2.8199,-6.476,0;.868,1.5138,0;4.0093,-8.0983,0;3.2858,.5023,0;5.3611,-5.853,0;1.736,-.0012,0;3.8136,-6.3633,0;2.6938,-.3125,0;4.4019,-5.5459,0;1.736,1.0058,0;4.409,-7.1754,0;3.2345,-1.9769,0;3.8539,-3.884,0;4.2124,-2.1863,0;4.5255,-3.136,0;2.5629,-2.7248,0;2.8692,-3.6822,0;5.5485,-.6981,0;6.527,-.9046,0;7.1951,-.1606,0;6.8373,-1.8553,0;4.8805,-1.4422,0;2.6938,1.3169,0;5.3653,-6.86,0;1.5851,-2.5154,0;2.2012,-4.4262,0;5.5042,-3.3411,0;-.4327,-.2506,0;1.9171,-7.4444,0;-.4337,1.2545,0;2.8062,-8.6589,0;.8677,-.9978,0;2.5241,-6.0729,0;.868,2.0138,0;4.3049,-8.5016,0;3.7858,.5023,0;5.7644,-5.5574,0;5.3934,-.2228,0;6.823,.1735,0;7.5671,-.4946,0;7.5291,.2115,0;7.3126,-1.7001,0;6.362,-2.0104,0;6.9925,-2.3306,0;4.5084,-1.1081,0;5.2525,-1.7762,0;2.8483,1.7924,0;5.7711,-7.1522,0;5.6601,-3.8162,0;
Duplicates	ChEBI189251
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189251.sdf