CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193903_s0_p0 (107238)

Formula C₂₇H₂₉N₃O₉

MW 539.54

InChIKey YLKSMWKXSSBSNR-UHAAIIIONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 70

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 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -8.5

logP 3.5212

PSA 239.65

MR 139.618

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -322.39044

PM7_Total_Energy_ev -6924.5124

PM7_Electronic_Energy_ev -66756.19152

PM7_Dipole_Debye 5.64822

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.055

PM7_LUMO_Energy_ev -0.655

PM7_COSMO_Area_square_ang 485.81

PM7_COSMO_Volue_cubic_ang 631.48

PM7_Electron_Affinity_ev 0.655

PM7_Ionization_Energy_ev 9.055

PM7_Energy_Gap_ev 8.4

PM7_Global_Hardness_ev 4.2

PM7_Global_Softness_ev 0.23809523809523808

PM7_Chemical_Potential_ev -4.855

PM7_Electronigativity_ev 4.855

PM7_Back_Donation_Energy_ev -1.05

PM7_Electrophilicity_ev 2.8060744047619046

OPENEYE_Name (2~{R})-2-amino-3-[4-[5-[(2~{R})-2-amino-2-carboxy-ethyl]-3-[5-[(2~{R})-2-amino-2-carboxy-ethyl]-2-hydroxy-phenyl]-2-hydroxy-phenoxy]phenyl]propanoic acid

SMILES c1cc(ccc1CC(C(=O)O)N)Oc2cc(cc(c2O)c3cc(ccc3O)CC(C(=O)O)N)CC(C(=O)O)N

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

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/h33,35,37H

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)/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:1,2,3,4,5,6,7,8,22,23,24,9,12,13,14,15,10,11,25,26,27,16,17,18,19,20,21,28,29,30,34,35,36,31,37,32,38,33,39/E:(1,2)(4,5)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s36;s37;s38;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7467,8.7655,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6158,8.2604,0;-.8748,7.2655,0;-2.607,5.2552,0;-1.7351,3.7552,0;-1.7439,6.7604,0;-1.738,5.7604,0;;-.8807,8.2656,0;-2.6011,4.2552,0;0,2.0104,0;-2.6188,7.2552,0;-.866,4.2604,0;-.8631,5.2655,0;1,-2,0;1.351,8.4061,0;-4.8328,4.1146,0;0,-1,0;-.0161,8.7681,0;-3.4657,3.7527,0;0,-2,0;.8484,9.2707,0;-4.3302,3.2501,0;0,-3,0;1.713,9.7732,0;-5.1948,2.7475,0;1.5,-2.866,0;2.351,8.4091,0;-5.8328,4.1117,0;-3.4833,6.7527,0;.0015,5.7681,0;1.5,-1.134,0;.8535,7.5386,0;-4.3353,4.9821,0;0,3.7604,0;-1.3001,.2469,0;1.3001,.2469,0;-1.7475,9.2655,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0488,8.5104,0;-.4407,7.0174,0;-3.0411,5.5033,0;-1.7343,3.2552,0;.5,-1,0;-.5,-1,0;.2352,8.3358,0;-.2674,9.2004,0;-3.717,4.1849,0;-3.2144,3.3204,0;-.5,-2,0;.5971,9.7029,0;-4.079,2.8178,0;.433,-3.25,0;-.433,-3.25,0;2.1467,9.5245,0;1.7115,10.2732,0;-5.6285,2.9963,0;-5.1933,2.2475,0;-3.917,7.0014,0;.4352,5.5194,0;2,-1.134,0;1.1048,7.1063,0;-4.5866,5.4144,0;

Duplicates ChEBI193903_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.sdf

Formula	C₂₇H₂₉N₃O₉
MW	539.54
InChIKey	YLKSMWKXSSBSNR-UHAAIIIONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	70
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	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-8.5
logP	3.5212
PSA	239.65
MR	139.618
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-322.39044
PM7_Total_Energy_ev	-6924.5124
PM7_Electronic_Energy_ev	-66756.19152
PM7_Dipole_Debye	5.64822
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.055
PM7_LUMO_Energy_ev	-0.655
PM7_COSMO_Area_square_ang	485.81
PM7_COSMO_Volue_cubic_ang	631.48
PM7_Electron_Affinity_ev	0.655
PM7_Ionization_Energy_ev	9.055
PM7_Energy_Gap_ev	8.4
PM7_Global_Hardness_ev	4.2
PM7_Global_Softness_ev	0.23809523809523808
PM7_Chemical_Potential_ev	-4.855
PM7_Electronigativity_ev	4.855
PM7_Back_Donation_Energy_ev	-1.05
PM7_Electrophilicity_ev	2.8060744047619046
OPENEYE_Name	(2~{R})-2-amino-3-[4-[5-[(2~{R})-2-amino-2-carboxy-ethyl]-3-[5-[(2~{R})-2-amino-2-carboxy-ethyl]-2-hydroxy-phenyl]-2-hydroxy-phenoxy]phenyl]propanoic acid
SMILES	c1cc(ccc1CC(C(=O)O)N)Oc2cc(cc(c2O)c3cc(ccc3O)CC(C(=O)O)N)CC(C(=O)O)N
Canonical_SMILES	OC(=O)[C@@H](Cc1cc(Oc2ccc(cc2)C[C@H](C(=O)O)N)c(c(c1)c1cc(ccc1O)C[C@H](C(=O)O)N)O)N
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/h33,35,37H
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)/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:1,2,3,4,5,6,7,8,22,23,24,9,12,13,14,15,10,11,25,26,27,16,17,18,19,20,21,28,29,30,34,35,36,31,37,32,38,33,39/E:(1,2)(4,5)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s36;s37;s38;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7467,8.7655,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6158,8.2604,0;-.8748,7.2655,0;-2.607,5.2552,0;-1.7351,3.7552,0;-1.7439,6.7604,0;-1.738,5.7604,0;;-.8807,8.2656,0;-2.6011,4.2552,0;0,2.0104,0;-2.6188,7.2552,0;-.866,4.2604,0;-.8631,5.2655,0;1,-2,0;1.351,8.4061,0;-4.8328,4.1146,0;0,-1,0;-.0161,8.7681,0;-3.4657,3.7527,0;0,-2,0;.8484,9.2707,0;-4.3302,3.2501,0;0,-3,0;1.713,9.7732,0;-5.1948,2.7475,0;1.5,-2.866,0;2.351,8.4091,0;-5.8328,4.1117,0;-3.4833,6.7527,0;.0015,5.7681,0;1.5,-1.134,0;.8535,7.5386,0;-4.3353,4.9821,0;0,3.7604,0;-1.3001,.2469,0;1.3001,.2469,0;-1.7475,9.2655,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0488,8.5104,0;-.4407,7.0174,0;-3.0411,5.5033,0;-1.7343,3.2552,0;.5,-1,0;-.5,-1,0;.2352,8.3358,0;-.2674,9.2004,0;-3.717,4.1849,0;-3.2144,3.3204,0;-.5,-2,0;.5971,9.7029,0;-4.079,2.8178,0;.433,-3.25,0;-.433,-3.25,0;2.1467,9.5245,0;1.7115,10.2732,0;-5.6285,2.9963,0;-5.1933,2.2475,0;-3.917,7.0014,0;.4352,5.5194,0;2,-1.134,0;1.1048,7.1063,0;-4.5866,5.4144,0;
Duplicates	ChEBI193903_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193903_s0_p0.sdf