CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193903_s0_p7 (107239)

Formula C₂₇H₂₉N₃O₉

MW 539.54

InChIKey YLKSMWKXSSBSNR-WRPLANPYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 73

Rotat_Bonds 17

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 12

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 11

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -6.37

logP -0.7301

PSA 244.51

MR 143.391

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -266.75279

PM7_Total_Energy_ev -6921.78078

PM7_Electronic_Energy_ev -65541.84644

PM7_Dipole_Debye 34.40864

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.251

PM7_LUMO_Energy_ev -0.657

PM7_COSMO_Area_square_ang 491.59

PM7_COSMO_Volue_cubic_ang 611.27

PM7_Electron_Affinity_ev 0.657

PM7_Ionization_Energy_ev 8.251

PM7_Energy_Gap_ev 7.594

PM7_Global_Hardness_ev 3.797

PM7_Global_Softness_ev 0.2633658151171978

PM7_Chemical_Potential_ev -4.454

PM7_Electronigativity_ev 4.454

PM7_Back_Donation_Energy_ev -0.94925

PM7_Electrophilicity_ev 2.6123407953647617

OPENEYE_Name (2~{R})-2-azaniumyl-3-[4-[5-[(2~{R})-2-azaniumyl-2-carboxylato-ethyl]-3-[5-[(2~{R})-2-azaniumyl-2-carboxylato-ethyl]-2-hydroxy-phenyl]-2-hydroxy-phenoxy]phenyl]propanoate

SMILES c1cc(ccc1CC(C(=O)[O-])[NH3+])Oc2cc(cc(c2O)c3cc(ccc3O)CC(C(=O)[O-])[NH3+])CC(C(=O)[O-])[NH3+]

Canonical_SMILES OC(=O)[C@@H](Cc1cc(Oc2ccc(cc2)C[C@H](C(=O)O)[NH3+])c(c(c1)c1cc(ccc1O)C[C@H](C(=O)O)[NH3+])O)[NH3+]

InChI 1/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)/f/h28-30H

InChI_3D 1S/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)/p+3/t19-,20-,21-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,22,23,24,9,12,13,14,15,10,11,25,26,27,16,17,18,19,20,21,28,29,30,34,35,31,36,32,37,33,38,39/E:(1,2)(4,5)(33,34)(35,36)(37,38)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCN+N+N+OOOOOO-O-O-OHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;s7;d8s10;s1d2;s3d7;s8d9;s4d5;s6d10;s9;s11d17;;;;s12;s13;s14;s19s22;s20s23;s21s24;s25;s26;s27;d19;d20;d21;s16;s18;s19;s20;s21;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s28;s29;s29;s30;s30;s34;s35;s28;s29;s30;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7646,8.0154,0;-.8675,1.5027,0;.8675,1.5027,0;-.8897,7.5205,0;-2.6188,6.5052,0;-2.607,4.5052,0;-1.7351,3.0052,0;-1.7439,6.0104,0;-1.738,5.0104,0;;-2.6248,7.5053,0;-2.6011,3.5052,0;0,2.0104,0;-.8749,6.5155,0;-.866,3.5104,0;-.8631,4.5155,0;1,-2,0;-3.8733,9.3603,0;-3.8277,1.6356,0;0,-1,0;-3.4952,7.9976,0;-3.4657,3.0027,0;0,-2,0;-4.3656,8.4899,0;-2.9631,2.1381,0;-1,-2,0;-5.236,8.9822,0;-2.4606,1.2736,0;1.5,-2.866,0;-2.8733,9.3692,0;-4.6952,2.133,0;-.0044,6.0232,0;.0015,5.0181,0;1.5,-1.134,0;-4.3809,10.2219,0;-3.8247,.6356,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.7698,8.5154,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.4597,7.7756,0;-3.05,6.252,0;-3.0411,4.7533,0;-1.7343,2.5052,0;.5,-1,0;-.5,-1,0;-3.7413,7.5624,0;-3.249,8.4328,0;-3.898,2.7514,0;-3.717,3.4349,0;0,-2.5,0;-4.6117,8.0547,0;-2.5309,2.3894,0;-1,-2.5,0;-1,-1.5,0;-5.4822,8.547,0;-4.9898,9.4174,0;-2.0283,1.5248,0;-2.8929,1.0223,0;.4263,6.277,0;.4352,4.7694,0;-1.5,-2,0;-5.6712,9.2284,0;-2.2093,.8413,0;

Duplicates ChEBI193903_s0_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.sdf

Formula	C₂₇H₂₉N₃O₉
MW	539.54
InChIKey	YLKSMWKXSSBSNR-WRPLANPYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	73
Rotat_Bonds	17
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	12
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	11
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-6.37
logP	-0.7301
PSA	244.51
MR	143.391
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-266.75279
PM7_Total_Energy_ev	-6921.78078
PM7_Electronic_Energy_ev	-65541.84644
PM7_Dipole_Debye	34.40864
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.251
PM7_LUMO_Energy_ev	-0.657
PM7_COSMO_Area_square_ang	491.59
PM7_COSMO_Volue_cubic_ang	611.27
PM7_Electron_Affinity_ev	0.657
PM7_Ionization_Energy_ev	8.251
PM7_Energy_Gap_ev	7.594
PM7_Global_Hardness_ev	3.797
PM7_Global_Softness_ev	0.2633658151171978
PM7_Chemical_Potential_ev	-4.454
PM7_Electronigativity_ev	4.454
PM7_Back_Donation_Energy_ev	-0.94925
PM7_Electrophilicity_ev	2.6123407953647617
OPENEYE_Name	(2~{R})-2-azaniumyl-3-[4-[5-[(2~{R})-2-azaniumyl-2-carboxylato-ethyl]-3-[5-[(2~{R})-2-azaniumyl-2-carboxylato-ethyl]-2-hydroxy-phenyl]-2-hydroxy-phenoxy]phenyl]propanoate
SMILES	c1cc(ccc1CC(C(=O)[O-])[NH3+])Oc2cc(cc(c2O)c3cc(ccc3O)CC(C(=O)[O-])[NH3+])CC(C(=O)[O-])[NH3+]
Canonical_SMILES	OC(=O)[C@@H](Cc1cc(Oc2ccc(cc2)C[C@H](C(=O)O)[NH3+])c(c(c1)c1cc(ccc1O)C[C@H](C(=O)O)[NH3+])O)[NH3+]
InChI	1/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)/f/h28-30H
InChI_3D	1S/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)/p+3/t19-,20-,21-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,22,23,24,9,12,13,14,15,10,11,25,26,27,16,17,18,19,20,21,28,29,30,34,35,31,36,32,37,33,38,39/E:(1,2)(4,5)(33,34)(35,36)(37,38)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCN+N+N+OOOOOO-O-O-OHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;s7;d8s10;s1d2;s3d7;s8d9;s4d5;s6d10;s9;s11d17;;;;s12;s13;s14;s19s22;s20s23;s21s24;s25;s26;s27;d19;d20;d21;s16;s18;s19;s20;s21;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s28;s29;s29;s30;s30;s34;s35;s28;s29;s30;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7646,8.0154,0;-.8675,1.5027,0;.8675,1.5027,0;-.8897,7.5205,0;-2.6188,6.5052,0;-2.607,4.5052,0;-1.7351,3.0052,0;-1.7439,6.0104,0;-1.738,5.0104,0;;-2.6248,7.5053,0;-2.6011,3.5052,0;0,2.0104,0;-.8749,6.5155,0;-.866,3.5104,0;-.8631,4.5155,0;1,-2,0;-3.8733,9.3603,0;-3.8277,1.6356,0;0,-1,0;-3.4952,7.9976,0;-3.4657,3.0027,0;0,-2,0;-4.3656,8.4899,0;-2.9631,2.1381,0;-1,-2,0;-5.236,8.9822,0;-2.4606,1.2736,0;1.5,-2.866,0;-2.8733,9.3692,0;-4.6952,2.133,0;-.0044,6.0232,0;.0015,5.0181,0;1.5,-1.134,0;-4.3809,10.2219,0;-3.8247,.6356,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.7698,8.5154,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.4597,7.7756,0;-3.05,6.252,0;-3.0411,4.7533,0;-1.7343,2.5052,0;.5,-1,0;-.5,-1,0;-3.7413,7.5624,0;-3.249,8.4328,0;-3.898,2.7514,0;-3.717,3.4349,0;0,-2.5,0;-4.6117,8.0547,0;-2.5309,2.3894,0;-1,-2.5,0;-1,-1.5,0;-5.4822,8.547,0;-4.9898,9.4174,0;-2.0283,1.5248,0;-2.8929,1.0223,0;.4263,6.277,0;.4352,4.7694,0;-1.5,-2,0;-5.6712,9.2284,0;-2.2093,.8413,0;
Duplicates	ChEBI193903_s0_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p7.sdf