CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192555 (106111)

Formula C₂₇H₂₂N₂O₄

MW 438.48

InChIKey BKRWGHXVQLNRMR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4

logP 5.503

PSA 106.18

MR 129.312

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -22.88463

PM7_Total_Energy_ev -5164.30484

PM7_Electronic_Energy_ev -47265.68613

PM7_Dipole_Debye 1.91988

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.36

PM7_LUMO_Energy_ev -1.791

PM7_COSMO_Area_square_ang 413.63

PM7_COSMO_Volue_cubic_ang 518.7

PM7_Electron_Affinity_ev 1.791

PM7_Ionization_Energy_ev 8.36

PM7_Energy_Gap_ev 6.569

PM7_Global_Hardness_ev 3.2845

PM7_Global_Softness_ev 0.3044603440401888

PM7_Chemical_Potential_ev -5.0755

PM7_Electronigativity_ev 5.0755

PM7_Back_Donation_Energy_ev -0.821125

PM7_Electrophilicity_ev 3.9215558304155884

OPENEYE_Name 2-[2-(1,1-dimethylallyl)-1~{H}-indol-3-yl]-3,6-dihydroxy-5-(1~{H}-indol-3-yl)-1,4-benzoquinone

SMILES c1ccc2c(c1)c(c[nH]2)C3=C(C(=O)C(=C(C3=O)O)c4c5ccccc5[nH]c4C(C=C)(C)C)O

Canonical_SMILES C=CC(c1[nH]c2c(c1C1=C(O)C(=O)C(=C(C1=O)O)c1c[nH]c3c1cccc3)cccc2)(C)C

InChI 1/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3

InChI_3D 1S/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3

AuxInfo 1/0/N:23,25,26,24,1,2,3,4,5,6,7,8,9,10,11,12,14,15,13,17,18,19,21,22,20,16,27,28,29,32,30,31,33/E:(2,3)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d6;d9s10;s11;d7s10;d8s11;d13;s12;s13;d17;d18;s17s20;s18s19;;d23;;;s16s24s25s26;s9s14;s15s16;d21;d22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s25;s25;s26;s26;s26;s28;s29;s32;s33;/rC:;2.3836,-7.3778,0;0,1.0058,0;2.9711,-8.1942,0;.868,-.4978,0;2.7974,-6.4667,0;.868,1.5138,0;3.9724,-8.0995,0;3.2858,.5023,0;1.736,-.0012,0;3.792,-6.3628,0;2.6938,-.3125,0;4.3875,-5.5506,0;1.736,1.0058,0;4.3802,-7.1801,0;5.344,-5.8661,0;3.2345,-1.9769,0;3.8541,-3.8839,0;4.2174,-2.1873,0;2.8712,-3.6734,0;2.5664,-2.721,0;4.5322,-3.1419,0;6.5912,-3.1206,0;6.1803,-4.0323,0;7.5761,-4.2599,0;7.3485,-5.6557,0;6.7644,-4.844,0;2.6938,1.3169,0;5.3393,-6.8731,0;1.5886,-2.5116,0;5.5101,-3.3513,0;4.8855,-1.4432,0;2.1999,-4.4146,0;-.4327,-.2506,0;1.8861,-7.4271,0;-.4337,1.2545,0;2.7644,-8.6494,0;.8677,-.9978,0;2.5051,-6.0611,0;.868,2.0138,0;4.2645,-8.5053,0;3.7858,.5023,0;6.2992,-2.7148,0;7.0887,-3.0706,0;5.6828,-4.0823,0;7.8682,-4.6657,0;7.2841,-3.8541,0;7.9819,-3.9679,0;6.9427,-5.9477,0;7.7544,-5.3636,0;7.6406,-6.0615,0;2.8483,1.7924,0;5.7425,-7.1688,0;4.7303,-.9679,0;1.7111,-4.3092,0;

Duplicates ChEBI192555

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.sdf

Formula	C₂₇H₂₂N₂O₄
MW	438.48
InChIKey	BKRWGHXVQLNRMR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4
logP	5.503
PSA	106.18
MR	129.312
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-22.88463
PM7_Total_Energy_ev	-5164.30484
PM7_Electronic_Energy_ev	-47265.68613
PM7_Dipole_Debye	1.91988
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.36
PM7_LUMO_Energy_ev	-1.791
PM7_COSMO_Area_square_ang	413.63
PM7_COSMO_Volue_cubic_ang	518.7
PM7_Electron_Affinity_ev	1.791
PM7_Ionization_Energy_ev	8.36
PM7_Energy_Gap_ev	6.569
PM7_Global_Hardness_ev	3.2845
PM7_Global_Softness_ev	0.3044603440401888
PM7_Chemical_Potential_ev	-5.0755
PM7_Electronigativity_ev	5.0755
PM7_Back_Donation_Energy_ev	-0.821125
PM7_Electrophilicity_ev	3.9215558304155884
OPENEYE_Name	2-[2-(1,1-dimethylallyl)-1~{H}-indol-3-yl]-3,6-dihydroxy-5-(1~{H}-indol-3-yl)-1,4-benzoquinone
SMILES	c1ccc2c(c1)c(c[nH]2)C3=C(C(=O)C(=C(C3=O)O)c4c5ccccc5[nH]c4C(C=C)(C)C)O
Canonical_SMILES	C=CC(c1[nH]c2c(c1C1=C(O)C(=O)C(=C(C1=O)O)c1c[nH]c3c1cccc3)cccc2)(C)C
InChI	1/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3
InChI_3D	1S/C27H22N2O4/c1-4-27(2,3)26-19(15-10-6-8-12-18(15)29-26)21-24(32)22(30)20(23(31)25(21)33)16-13-28-17-11-7-5-9-14(16)17/h4-13,28-30,33H,1H2,2-3H3
AuxInfo	1/0/N:23,25,26,24,1,2,3,4,5,6,7,8,9,10,11,12,14,15,13,17,18,19,21,22,20,16,27,28,29,32,30,31,33/E:(2,3)/rA:55nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d6;d9s10;s11;d7s10;d8s11;d13;s12;s13;d17;d18;s17s20;s18s19;;d23;;;s16s24s25s26;s9s14;s15s16;d21;d22;s19;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s25;s25;s26;s26;s26;s28;s29;s32;s33;/rC:;2.3836,-7.3778,0;0,1.0058,0;2.9711,-8.1942,0;.868,-.4978,0;2.7974,-6.4667,0;.868,1.5138,0;3.9724,-8.0995,0;3.2858,.5023,0;1.736,-.0012,0;3.792,-6.3628,0;2.6938,-.3125,0;4.3875,-5.5506,0;1.736,1.0058,0;4.3802,-7.1801,0;5.344,-5.8661,0;3.2345,-1.9769,0;3.8541,-3.8839,0;4.2174,-2.1873,0;2.8712,-3.6734,0;2.5664,-2.721,0;4.5322,-3.1419,0;6.5912,-3.1206,0;6.1803,-4.0323,0;7.5761,-4.2599,0;7.3485,-5.6557,0;6.7644,-4.844,0;2.6938,1.3169,0;5.3393,-6.8731,0;1.5886,-2.5116,0;5.5101,-3.3513,0;4.8855,-1.4432,0;2.1999,-4.4146,0;-.4327,-.2506,0;1.8861,-7.4271,0;-.4337,1.2545,0;2.7644,-8.6494,0;.8677,-.9978,0;2.5051,-6.0611,0;.868,2.0138,0;4.2645,-8.5053,0;3.7858,.5023,0;6.2992,-2.7148,0;7.0887,-3.0706,0;5.6828,-4.0823,0;7.8682,-4.6657,0;7.2841,-3.8541,0;7.9819,-3.9679,0;6.9427,-5.9477,0;7.7544,-5.3636,0;7.6406,-6.0615,0;2.8483,1.7924,0;5.7425,-7.1688,0;4.7303,-.9679,0;1.7111,-4.3092,0;
Duplicates	ChEBI192555
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192555.sdf