CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2488 (617)

Formula C₂₂H₂₀N₂O₇

MW 424.41

InChIKey DJWXVEDJWPDUBQ-HXTKINSTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -2.22

logP 2.3483

PSA 131.11

MR 109.735

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -207.98638

PM7_Total_Energy_ev -5410.7831

PM7_Electronic_Energy_ev -47843.36935

PM7_Dipole_Debye 6.34365

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.323

PM7_LUMO_Energy_ev -0.814

PM7_COSMO_Area_square_ang 370.93

PM7_COSMO_Volue_cubic_ang 472.81

PM7_Electron_Affinity_ev 0.814

PM7_Ionization_Energy_ev 8.323

PM7_Energy_Gap_ev 7.509

PM7_Global_Hardness_ev 3.7545

PM7_Global_Softness_ev 0.26634705020641897

PM7_Chemical_Potential_ev -4.5685

PM7_Electronigativity_ev 4.5685

PM7_Back_Donation_Energy_ev -0.938625

PM7_Electrophilicity_ev 2.779490245039286

OPENEYE_Name (14~{S},18~{S},19~{S},20~{R})-5,18-dihydroxy-15-methoxycarbonyl-20-methyl-17-oxa-1,11-diazapentacyclo[10.8.1.0^{2,7}.0^{8,21}.0^{14,19}]henicosa-2(7),3,5,8,10,12(21),15-heptaene-10-carboxylic acid

SMILES c1cc(cc2c1n3c4c2cc(nc4CC5C(=COC(C5C3C)O)C(=O)OC)C(=O)O)O

Canonical_SMILES COC(=O)C1=CO[C@@H]([C@H]2[C@@H]1Cc1nc(cc3c1n([C@@H]2C)c1c3cc(cc1)O)C(=O)O)O

InChI 1/C22H20N2O7/c1-9-18-12(14(21(28)30-2)8-31-22(18)29)6-15-19-13(7-16(23-15)20(26)27)11-5-10(25)3-4-17(11)24(9)19/h3-5,7-9,12,18,22,25,29H,6H2,1-2H3,(H,26,27)/f/h26H

InChI_3D 1S/C22H20N2O7/c1-9-18-12(14(21(28)30-2)8-31-22(18)29)6-15-19-13(7-16(23-15)20(26)27)11-5-10(25)3-4-17(11)24(9)19/h3-5,7-9,12,18,22,25,29H,6H2,1-2H3,(H,26,27)/t9-,12-,18-,22+/m1/s1

AuxInfo 1/1/N:21,22,2,1,3,16,4,12,19,9,5,17,6,13,11,10,7,18,8,14,15,20,23,24,28,25,29,26,30,31,27/E:(26,27)/F:21,22,2,1,3,16,4,12,19,9,5,17,6,13,11,10,7,18,8,14,15,20,23,24,28,29,25,26,30,31,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;d4s5;s1d5;s6;s2d3;s4;d8;;d12;s10;s13;s11;s13s16;s17;s18;s18;s19;;d10s11;s7s8s19;d14;d15;s12s20;s9;s14;s20;s15s22;s1;s2;s3;s4;s12;s16;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s28;s29;s30;/rC:;-.5,-.866,0;1,-1.7321,0;3.2872,-1.2459,0;1.5,-.866,0;2.4781,-.6581,0;1,0,0;2.5827,.3364,0;0,-1.7321,0;4.2007,-.8392,0;3.4962,.7431,0;2.9651,4.2723,0;3.4908,3.4216,0;5.0097,-1.4269,0;4.4903,3.4515,0;3.6635,1.7782,0;3.0169,2.541,0;2.0174,2.5111,0;1.4175,1.711,0;1.4917,3.3618,0;.53,1.2503,0;5.9638,4.3621,0;4.3052,.1554,0;1.6691,.7431,0;4.9052,-2.4215,0;5.016,2.6009,0;1.9655,4.2424,0;-.5,-2.5981,0;5.9233,-1.0202,0;.7067,3.9814,0;4.9642,4.3321,0;-.25,.433,0;-1,-.866,0;1.25,-2.1651,0;3.2349,-1.7432,0;3.202,4.7126,0;3.9634,2.1783,0;4.1203,1.5748,0;2.8135,2.0843,0;2.2543,2.9514,0;1.0942,2.0924,0;1.1184,3.0291,0;.7603,.8065,0;.2996,1.6941,0;.0862,1.02,0;5.9488,4.8618,0;5.9787,3.8623,0;6.4635,4.377,0;-.25,-3.0311,0;6.3278,-1.3141,0;.7788,4.4762,0;

Duplicates ChEBI2488

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.sdf

Formula	C₂₂H₂₀N₂O₇
MW	424.41
InChIKey	DJWXVEDJWPDUBQ-HXTKINSTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-2.22
logP	2.3483
PSA	131.11
MR	109.735
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-207.98638
PM7_Total_Energy_ev	-5410.7831
PM7_Electronic_Energy_ev	-47843.36935
PM7_Dipole_Debye	6.34365
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.323
PM7_LUMO_Energy_ev	-0.814
PM7_COSMO_Area_square_ang	370.93
PM7_COSMO_Volue_cubic_ang	472.81
PM7_Electron_Affinity_ev	0.814
PM7_Ionization_Energy_ev	8.323
PM7_Energy_Gap_ev	7.509
PM7_Global_Hardness_ev	3.7545
PM7_Global_Softness_ev	0.26634705020641897
PM7_Chemical_Potential_ev	-4.5685
PM7_Electronigativity_ev	4.5685
PM7_Back_Donation_Energy_ev	-0.938625
PM7_Electrophilicity_ev	2.779490245039286
OPENEYE_Name	(14~{S},18~{S},19~{S},20~{R})-5,18-dihydroxy-15-methoxycarbonyl-20-methyl-17-oxa-1,11-diazapentacyclo[10.8.1.0^{2,7}.0^{8,21}.0^{14,19}]henicosa-2(7),3,5,8,10,12(21),15-heptaene-10-carboxylic acid
SMILES	c1cc(cc2c1n3c4c2cc(nc4CC5C(=COC(C5C3C)O)C(=O)OC)C(=O)O)O
Canonical_SMILES	COC(=O)C1=CO[C@@H]([C@H]2[C@@H]1Cc1nc(cc3c1n([C@@H]2C)c1c3cc(cc1)O)C(=O)O)O
InChI	1/C22H20N2O7/c1-9-18-12(14(21(28)30-2)8-31-22(18)29)6-15-19-13(7-16(23-15)20(26)27)11-5-10(25)3-4-17(11)24(9)19/h3-5,7-9,12,18,22,25,29H,6H2,1-2H3,(H,26,27)/f/h26H
InChI_3D	1S/C22H20N2O7/c1-9-18-12(14(21(28)30-2)8-31-22(18)29)6-15-19-13(7-16(23-15)20(26)27)11-5-10(25)3-4-17(11)24(9)19/h3-5,7-9,12,18,22,25,29H,6H2,1-2H3,(H,26,27)/t9-,12-,18-,22+/m1/s1
AuxInfo	1/1/N:21,22,2,1,3,16,4,12,19,9,5,17,6,13,11,10,7,18,8,14,15,20,23,24,28,25,29,26,30,31,27/E:(26,27)/F:21,22,2,1,3,16,4,12,19,9,5,17,6,13,11,10,7,18,8,14,15,20,23,24,28,29,25,26,30,31,27/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;d4s5;s1d5;s6;s2d3;s4;d8;;d12;s10;s13;s11;s13s16;s17;s18;s18;s19;;d10s11;s7s8s19;d14;d15;s12s20;s9;s14;s20;s15s22;s1;s2;s3;s4;s12;s16;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s28;s29;s30;/rC:;-.5,-.866,0;1,-1.7321,0;3.2872,-1.2459,0;1.5,-.866,0;2.4781,-.6581,0;1,0,0;2.5827,.3364,0;0,-1.7321,0;4.2007,-.8392,0;3.4962,.7431,0;2.9651,4.2723,0;3.4908,3.4216,0;5.0097,-1.4269,0;4.4903,3.4515,0;3.6635,1.7782,0;3.0169,2.541,0;2.0174,2.5111,0;1.4175,1.711,0;1.4917,3.3618,0;.53,1.2503,0;5.9638,4.3621,0;4.3052,.1554,0;1.6691,.7431,0;4.9052,-2.4215,0;5.016,2.6009,0;1.9655,4.2424,0;-.5,-2.5981,0;5.9233,-1.0202,0;.7067,3.9814,0;4.9642,4.3321,0;-.25,.433,0;-1,-.866,0;1.25,-2.1651,0;3.2349,-1.7432,0;3.202,4.7126,0;3.9634,2.1783,0;4.1203,1.5748,0;2.8135,2.0843,0;2.2543,2.9514,0;1.0942,2.0924,0;1.1184,3.0291,0;.7603,.8065,0;.2996,1.6941,0;.0862,1.02,0;5.9488,4.8618,0;5.9787,3.8623,0;6.4635,4.377,0;-.25,-3.0311,0;6.3278,-1.3141,0;.7788,4.4762,0;
Duplicates	ChEBI2488
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2488.sdf