CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3079 (1005)

Formula C₁₈H₁₆N₂O₈

MW 388.33

InChIKey BBJUSJOGHYQDQX-WMQLBYIKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 5

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -7.82

logP 0.2367

PSA 167.96

MR 103.009

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.41637

PM7_Total_Energy_ev -5160.72332

PM7_Electronic_Energy_ev -37562.82446

PM7_Dipole_Debye 6.9706

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.472

PM7_LUMO_Energy_ev -1.111

PM7_COSMO_Area_square_ang 382.84

PM7_COSMO_Volue_cubic_ang 423.28

PM7_Electron_Affinity_ev 1.111

PM7_Ionization_Energy_ev 8.472

PM7_Energy_Gap_ev 7.361

PM7_Global_Hardness_ev 3.6805

PM7_Global_Softness_ev 0.27170221437304715

PM7_Chemical_Potential_ev -4.7915

PM7_Electronigativity_ev 4.7915

PM7_Back_Donation_Energy_ev -0.920125

PM7_Electrophilicity_ev 3.118933874473577

OPENEYE_Name (2~{S})-4-[(~{E})-2-[(2~{S})-2-carboxy-5,6-dihydroxy-indolin-1-yl]vinyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

SMILES c1c2c(cc(c1O)O)N(C(C2)C(=O)O)C=CC3=CC(=NC(C3)C(=O)O)C(=O)O

Canonical_SMILES OC(=O)[C@@H]1Cc2c(N1/C=C/C1=CC(=N[C@@H](C1)C(=O)O)C(=O)O)cc(c(c2)O)O

InChI 1/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13,21-22H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H

InChI_3D 1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13,21-22H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/b2-1+/t11-,13-/m0/s1

AuxInfo 1/1/N:10,11,7,16,15,1,2,8,3,9,17,4,18,5,6,12,13,14,19,20,24,25,21,26,22,27,23,28/E:(23,24)(25,26)(27,28)/F:10,11,7,16,15,1,2,8,3,9,17,4,18,5,6,12,13,14,19,20,24,25,26,21,27,22,28,23/rA:44cCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;d7;s7;s8;w10;s9;;;s3;s8;s13s16;s14s15;d9s17;s4s11s18;d12;d13;d14;s5;s6;s12;s13;s14;s1;s2;s7;s10;s11;s15;s15;s16;s16;s17;s18;s24;s25;s26;s27;s28;/rC:.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;;0,1.0058,0;1.9714,4.7034,0;2.6427,3.9622,0;2.282,5.6594,0;2.3337,3.0111,0;3.0028,2.268,0;1.6106,6.4005,0;4.5508,5.9088,0;4.5863,-.6686,0;2.6938,-.3125,0;3.6214,4.1672,0;3.9321,5.1233,0;3.2858,.5023,0;3.2639,5.8742,0;2.6938,1.3169,0;1.9168,7.3525,0;5.5405,5.7658,0;5.5374,-.3596,0;-.8653,-.5013,0;-.8675,1.5032,0;.6331,6.1897,0;4.1798,6.8375,0;4.3785,-1.6468,0;.8677,-.9978,0;.868,2.0138,0;1.4824,4.5987,0;1.8446,2.9071,0;3.4919,2.3719,0;3.1268,-.5625,0;2.4904,-.7693,0;4.1165,4.0972,0;3.6379,3.6675,0;4.3731,4.8877,0;3.6573,.8369,0;-.8646,-1.0013,0;-1.2998,1.252,0;.2974,6.5603,0;4.4892,7.2303,0;4.7501,-1.9813,0;

Duplicates ChEBI3079

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.sdf

Formula	C₁₈H₁₆N₂O₈
MW	388.33
InChIKey	BBJUSJOGHYQDQX-WMQLBYIKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	5
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-7.82
logP	0.2367
PSA	167.96
MR	103.009
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.41637
PM7_Total_Energy_ev	-5160.72332
PM7_Electronic_Energy_ev	-37562.82446
PM7_Dipole_Debye	6.9706
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.472
PM7_LUMO_Energy_ev	-1.111
PM7_COSMO_Area_square_ang	382.84
PM7_COSMO_Volue_cubic_ang	423.28
PM7_Electron_Affinity_ev	1.111
PM7_Ionization_Energy_ev	8.472
PM7_Energy_Gap_ev	7.361
PM7_Global_Hardness_ev	3.6805
PM7_Global_Softness_ev	0.27170221437304715
PM7_Chemical_Potential_ev	-4.7915
PM7_Electronigativity_ev	4.7915
PM7_Back_Donation_Energy_ev	-0.920125
PM7_Electrophilicity_ev	3.118933874473577
OPENEYE_Name	(2~{S})-4-[(~{E})-2-[(2~{S})-2-carboxy-5,6-dihydroxy-indolin-1-yl]vinyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
SMILES	c1c2c(cc(c1O)O)N(C(C2)C(=O)O)C=CC3=CC(=NC(C3)C(=O)O)C(=O)O
Canonical_SMILES	OC(=O)[C@@H]1Cc2c(N1/C=C/C1=CC(=N[C@@H](C1)C(=O)O)C(=O)O)cc(c(c2)O)O
InChI	1/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13,21-22H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/f/h23,25,27H
InChI_3D	1S/C18H16N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13,21-22H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/b2-1+/t11-,13-/m0/s1
AuxInfo	1/1/N:10,11,7,16,15,1,2,8,3,9,17,4,18,5,6,12,13,14,19,20,24,25,21,26,22,27,23,28/E:(23,24)(25,26)(27,28)/F:10,11,7,16,15,1,2,8,3,9,17,4,18,5,6,12,13,14,19,20,24,25,26,21,27,22,28,23/rA:44cCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;d7;s7;s8;w10;s9;;;s3;s8;s13s16;s14s15;d9s17;s4s11s18;d12;d13;d14;s5;s6;s12;s13;s14;s1;s2;s7;s10;s11;s15;s15;s16;s16;s17;s18;s24;s25;s26;s27;s28;/rC:.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;;0,1.0058,0;1.9714,4.7034,0;2.6427,3.9622,0;2.282,5.6594,0;2.3337,3.0111,0;3.0028,2.268,0;1.6106,6.4005,0;4.5508,5.9088,0;4.5863,-.6686,0;2.6938,-.3125,0;3.6214,4.1672,0;3.9321,5.1233,0;3.2858,.5023,0;3.2639,5.8742,0;2.6938,1.3169,0;1.9168,7.3525,0;5.5405,5.7658,0;5.5374,-.3596,0;-.8653,-.5013,0;-.8675,1.5032,0;.6331,6.1897,0;4.1798,6.8375,0;4.3785,-1.6468,0;.8677,-.9978,0;.868,2.0138,0;1.4824,4.5987,0;1.8446,2.9071,0;3.4919,2.3719,0;3.1268,-.5625,0;2.4904,-.7693,0;4.1165,4.0972,0;3.6379,3.6675,0;4.3731,4.8877,0;3.6573,.8369,0;-.8646,-1.0013,0;-1.2998,1.252,0;.2974,6.5603,0;4.4892,7.2303,0;4.7501,-1.9813,0;
Duplicates	ChEBI3079
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/ChEBI3079.sdf