CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI32119_s0 (10048)

Formula C₂₃H₁₈N₂O₅

MW 402.41

InChIKey AXHGAUSFRHOIGV-LELJVTLKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.23

logP 4.4132

PSA 109.61

MR 111.566

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -107.50982

PM7_Total_Energy_ev -4915.94726

PM7_Electronic_Energy_ev -39888.0896

PM7_Dipole_Debye 0.60555

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.16

PM7_LUMO_Energy_ev -2.273

PM7_COSMO_Area_square_ang 393.39

PM7_COSMO_Volue_cubic_ang 458.09

PM7_Electron_Affinity_ev 2.273

PM7_Ionization_Energy_ev 9.16

PM7_Energy_Gap_ev 6.887

PM7_Global_Hardness_ev 3.4435

PM7_Global_Softness_ev 0.2904022070567736

PM7_Chemical_Potential_ev -5.7165

PM7_Electronigativity_ev 5.7165

PM7_Back_Donation_Energy_ev -0.860875

PM7_Electrophilicity_ev 4.744935712211412

OPENEYE_Name 6-[(1~{S})-1-(2-hydroxy-6-methyl-benzoyl)oxyethyl]phenazine-1-carboxylic acid

SMILES c1cc(c2c(c1)nc3c(cccc3n2)C(C)OC(=O)c4c(cccc4O)C)C(=O)O

Canonical_SMILES O=C(c1c(C)cccc1O)O[C@H](c1cccc2c1nc1cccc(c1n2)C(=O)O)C

InChI 1/C23H18N2O5/c1-12-6-3-11-18(26)19(12)23(29)30-13(2)14-7-4-9-16-20(14)24-17-10-5-8-15(22(27)28)21(17)25-16/h3-11,13,26H,1-2H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H18N2O5/c1-12-6-3-11-18(26)19(12)23(29)30-13(2)14-7-4-9-16-20(14)24-17-10-5-8-15(22(27)28)21(17)25-16/h3-11,13,26H,1-2H3,(H,27,28)/t13-/m0/s1

AuxInfo 1/1/N:21,22,3,2,1,6,5,4,8,7,9,12,23,13,10,15,14,18,11,17,16,19,20,25,24,28,26,29,27,30/E:(27,28)/F:21,22,3,2,1,6,5,4,8,7,9,12,23,13,10,15,14,18,11,17,16,19,20,25,24,28,29,26,27,30/rA:48cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1;d2;s3;s4;;s6d11;d5;d7;s8;d10s14;s13s15;d9s11;s10;s11;s12;;s13s22;d15s16;s14d17;d19;d20;s18;s19;s20s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s22;s23;s28;s29;/rC:0,1.0056,0;5.2158,.0003,0;8.8434,3.3977,0;;5.2154,1.0084,0;8.3368,4.2599,0;.8679,1.5134,0;4.3422,-.5013,0;8.3449,2.5248,0;.8679,-.4978,0;6.8383,3.3852,0;7.3368,4.2581,0;4.3415,1.5149,0;1.7358,1.0056,0;3.4738,-.0003,0;1.7371,0,0;3.4735,1.0078,0;7.3398,2.5142,0;.8676,-1.4978,0;5.8383,3.3835,0;6.834,5.1225,0;4.338,3.5149,0;4.3398,2.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;.0014,-1.9975,0;5.3368,4.2487,0;6.8438,1.6458,0;1.7334,-1.9981,0;5.3398,2.5166,0;-.4337,1.2543,0;5.6486,-.2501,0;9.3434,3.4007,0;-.4327,-.2506,0;5.6486,1.2581,0;8.5848,4.6941,0;.8679,2.0134,0;4.3417,-1.0013,0;8.5982,2.0937,0;6.4018,4.8711,0;7.2662,5.3739,0;6.5826,5.5547,0;3.838,3.514,0;4.838,3.5158,0;4.3372,4.0149,0;3.8398,2.514,0;7.0959,1.214,0;1.7333,-2.4981,0;

Duplicates ChEBI32119_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.sdf

Formula	C₂₃H₁₈N₂O₅
MW	402.41
InChIKey	AXHGAUSFRHOIGV-LELJVTLKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.23
logP	4.4132
PSA	109.61
MR	111.566
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-107.50982
PM7_Total_Energy_ev	-4915.94726
PM7_Electronic_Energy_ev	-39888.0896
PM7_Dipole_Debye	0.60555
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.16
PM7_LUMO_Energy_ev	-2.273
PM7_COSMO_Area_square_ang	393.39
PM7_COSMO_Volue_cubic_ang	458.09
PM7_Electron_Affinity_ev	2.273
PM7_Ionization_Energy_ev	9.16
PM7_Energy_Gap_ev	6.887
PM7_Global_Hardness_ev	3.4435
PM7_Global_Softness_ev	0.2904022070567736
PM7_Chemical_Potential_ev	-5.7165
PM7_Electronigativity_ev	5.7165
PM7_Back_Donation_Energy_ev	-0.860875
PM7_Electrophilicity_ev	4.744935712211412
OPENEYE_Name	6-[(1~{S})-1-(2-hydroxy-6-methyl-benzoyl)oxyethyl]phenazine-1-carboxylic acid
SMILES	c1cc(c2c(c1)nc3c(cccc3n2)C(C)OC(=O)c4c(cccc4O)C)C(=O)O
Canonical_SMILES	O=C(c1c(C)cccc1O)O[C@H](c1cccc2c1nc1cccc(c1n2)C(=O)O)C
InChI	1/C23H18N2O5/c1-12-6-3-11-18(26)19(12)23(29)30-13(2)14-7-4-9-16-20(14)24-17-10-5-8-15(22(27)28)21(17)25-16/h3-11,13,26H,1-2H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H18N2O5/c1-12-6-3-11-18(26)19(12)23(29)30-13(2)14-7-4-9-16-20(14)24-17-10-5-8-15(22(27)28)21(17)25-16/h3-11,13,26H,1-2H3,(H,27,28)/t13-/m0/s1
AuxInfo	1/1/N:21,22,3,2,1,6,5,4,8,7,9,12,23,13,10,15,14,18,11,17,16,19,20,25,24,28,26,29,27,30/E:(27,28)/F:21,22,3,2,1,6,5,4,8,7,9,12,23,13,10,15,14,18,11,17,16,19,20,25,24,28,29,26,27,30/rA:48cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1;d2;s3;s4;;s6d11;d5;d7;s8;d10s14;s13s15;d9s11;s10;s11;s12;;s13s22;d15s16;s14d17;d19;d20;s18;s19;s20s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s22;s23;s28;s29;/rC:0,1.0056,0;5.2158,.0003,0;8.8434,3.3977,0;;5.2154,1.0084,0;8.3368,4.2599,0;.8679,1.5134,0;4.3422,-.5013,0;8.3449,2.5248,0;.8679,-.4978,0;6.8383,3.3852,0;7.3368,4.2581,0;4.3415,1.5149,0;1.7358,1.0056,0;3.4738,-.0003,0;1.7371,0,0;3.4735,1.0078,0;7.3398,2.5142,0;.8676,-1.4978,0;5.8383,3.3835,0;6.834,5.1225,0;4.338,3.5149,0;4.3398,2.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;.0014,-1.9975,0;5.3368,4.2487,0;6.8438,1.6458,0;1.7334,-1.9981,0;5.3398,2.5166,0;-.4337,1.2543,0;5.6486,-.2501,0;9.3434,3.4007,0;-.4327,-.2506,0;5.6486,1.2581,0;8.5848,4.6941,0;.8679,2.0134,0;4.3417,-1.0013,0;8.5982,2.0937,0;6.4018,4.8711,0;7.2662,5.3739,0;6.5826,5.5547,0;3.838,3.514,0;4.838,3.5158,0;4.3372,4.0149,0;3.8398,2.514,0;7.0959,1.214,0;1.7333,-2.4981,0;
Duplicates	ChEBI32119_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032000-0000032249/ChEBI32119_s0.sdf