CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192557 (106113)

Formula C₂₇H₂₁N₂O₄

MW 437.47

InChIKey BKRWGHXVQLNRMR-RHGBMDHNNA-M

Entry_Date 2023-11-01

Net_Charge -1

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 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.71

logP 5.503

PSA 106.18

MR 129.312

ABS 0.56

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -71.83789

PM7_Total_Energy_ev -5153.13306

PM7_Electronic_Energy_ev -46809.48164

PM7_Dipole_Debye 6.15936

PM7_Point_Group C1

PM7_HOMO_Energy_ev -4.937

PM7_LUMO_Energy_ev 2.208

PM7_COSMO_Area_square_ang 407.27

PM7_COSMO_Volue_cubic_ang 525.42

PM7_Electron_Affinity_ev -2.208

PM7_Ionization_Energy_ev 4.937

PM7_Energy_Gap_ev 7.145

PM7_Global_Hardness_ev 3.5725

PM7_Global_Softness_ev 0.27991602519244224

PM7_Chemical_Potential_ev -1.3645

PM7_Electronigativity_ev 1.3645

PM7_Back_Donation_Energy_ev -0.893125

PM7_Electrophilicity_ev 0.2605822603219034

OPENEYE_Name 2-[2-(1,1-dimethylallyl)-1~{H}-indol-3-yl]-4-hydroxy-5-(1~{H}-indol-3-yl)-3,6-dioxo-cyclohexa-1,4-dien-1-olate

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/p-1/fC27H21N2O4/h33h/q-1

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 1/1/N:23,25,26,24,1,2,3,4,5,6,7,8,9,10,11,12,14,15,13,17,18,20,21,22,19,16,27,28,29,33,31,32,30/E:(2,3)/F:m/E:m/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNO-OOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d6;d9s10;s11;d7s10;d8s11;d13;s12;s13;d18;d17;s17s19;s18s20;;d23;;;s16s24s25s26;s9s14;s15s16;s19;d21;d22;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s25;s25;s26;s26;s26;s28;s29;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;2.8712,-3.6734,0;4.2174,-2.1873,0;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;2.1999,-4.4146,0;1.5886,-2.5116,0;5.5101,-3.3513,0;4.8855,-1.4432,0;-.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;

Duplicates ChEBI192557

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.sdf

Formula	C₂₇H₂₁N₂O₄
MW	437.47
InChIKey	BKRWGHXVQLNRMR-RHGBMDHNNA-M
Entry_Date	2023-11-01
Net_Charge	-1
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	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.71
logP	5.503
PSA	106.18
MR	129.312
ABS	0.56
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-71.83789
PM7_Total_Energy_ev	-5153.13306
PM7_Electronic_Energy_ev	-46809.48164
PM7_Dipole_Debye	6.15936
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-4.937
PM7_LUMO_Energy_ev	2.208
PM7_COSMO_Area_square_ang	407.27
PM7_COSMO_Volue_cubic_ang	525.42
PM7_Electron_Affinity_ev	-2.208
PM7_Ionization_Energy_ev	4.937
PM7_Energy_Gap_ev	7.145
PM7_Global_Hardness_ev	3.5725
PM7_Global_Softness_ev	0.27991602519244224
PM7_Chemical_Potential_ev	-1.3645
PM7_Electronigativity_ev	1.3645
PM7_Back_Donation_Energy_ev	-0.893125
PM7_Electrophilicity_ev	0.2605822603219034
OPENEYE_Name	2-[2-(1,1-dimethylallyl)-1~{H}-indol-3-yl]-4-hydroxy-5-(1~{H}-indol-3-yl)-3,6-dioxo-cyclohexa-1,4-dien-1-olate
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/p-1/fC27H21N2O4/h33h/q-1
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	1/1/N:23,25,26,24,1,2,3,4,5,6,7,8,9,10,11,12,14,15,13,17,18,20,21,22,19,16,27,28,29,33,31,32,30/E:(2,3)/F:m/E:m/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCCCNNO-OOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;;d5;d6;d9s10;s11;d7s10;d8s11;d13;s12;s13;d18;d17;s17s19;s18s20;;d23;;;s16s24s25s26;s9s14;s15s16;s19;d21;d22;s20;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s25;s25;s26;s26;s26;s28;s29;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;2.8712,-3.6734,0;4.2174,-2.1873,0;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;2.1999,-4.4146,0;1.5886,-2.5116,0;5.5101,-3.3513,0;4.8855,-1.4432,0;-.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;
Duplicates	ChEBI192557
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192557.sdf