CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI20013_p0 (7190)

Formula C₁₂H₂₀N₂O₉

MW 336.3

InChIKey QPIOQLJXMZWNFJ-DYPQJJKTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 23

Number_Rings 1

Number_Bonds 43

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -8.77

logP -3.3158

PSA 187.86

MR 76.0975

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -353.13652

PM7_Total_Energy_ev -4773.4522

PM7_Electronic_Energy_ev -33687.67628

PM7_Dipole_Debye 2.75378

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.984

PM7_LUMO_Energy_ev 0.172

PM7_COSMO_Area_square_ang 337.53

PM7_COSMO_Volue_cubic_ang 381.74

PM7_Electron_Affinity_ev -0.172

PM7_Ionization_Energy_ev 9.984

PM7_Energy_Gap_ev 10.156

PM7_Global_Hardness_ev 5.078

PM7_Global_Softness_ev 0.19692792437967704

PM7_Chemical_Potential_ev -4.906

PM7_Electronigativity_ev 4.906

PM7_Back_Donation_Energy_ev -1.2695

PM7_Electrophilicity_ev 2.3699129578574243

OPENEYE_Name (1~{S},2~{S},3~{S})-1-[(2~{S},3~{S})-3-carboxy-3-[[(3~{S})-3-carboxy-3-hydroxy-propyl]amino]-2-hydroxy-propyl]-3-hydroxy-azetidine-2-carboxylic acid

SMILES C(=O)(C1C(CN1CC(C(C(=O)O)NCCC(C(=O)O)O)O)O)O

Canonical_SMILES O[C@H](C(=O)O)CCN[C@@H]([C@H](CN1C[C@@H]([C@H]1C(=O)O)O)O)C(=O)O

InChI 1/C12H20N2O9/c15-5(10(18)19)1-2-13-8(11(20)21)6(16)3-14-4-7(17)9(14)12(22)23/h5-9,13,15-17H,1-4H2,(H,18,19)(H,20,21)(H,22,23)/f/h18,20,22H

InChI_3D 1S/C12H20N2O9/c15-5(10(18)19)1-2-13-8(11(20)21)6(16)3-14-4-7(17)9(14)12(22)23/h5-9,13,15-17H,1-4H2,(H,18,19)(H,20,21)(H,22,23)/t5-,6-,7-,8-,9-/m0/s1

AuxInfo 1/1/N:7,9,8,4,11,12,6,10,5,3,2,1,14,13,22,23,21,17,20,16,19,15,18/E:(18,19)(20,21)(22,23)/F:7,9,8,4,11,12,6,10,5,3,2,1,14,13,22,23,21,20,17,19,16,18,15/rA:43cCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;s1;s4s5;;;s7;s2;s3s7;s8s10;s4s5s8;s9s10;d1;d2;d3;s1;s2;s3;s6;s11;s12;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s11;s12;s14;s18;s19;s20;s21;s22;s23;/rC:1.9999,-.0102,0;4.3808,4.3364,0;-.9023,3.328,0;.0051,.9999,0;.9999,-.0051,0;;1.0322,3.8358,0;2.2487,2.2259,0;1.9994,4.0897,0;3.6701,3.6329,0;.0649,3.5819,0;2.9594,2.9294,0;1.005,.9948,0;2.9666,4.3436,0;2.5043,.8533,0;4.127,5.3036,0;-1.6058,4.0387,0;2.4955,-.8788,0;5.3454,4.0726,0;-1.166,2.3634,0;-.0051,-1,0;-.1889,4.5492,0;3.6629,2.2187,0;-.4949,1.0025,0;.0077,1.4999,0;.9973,-.5051,0;-.5,.0026,0;1.1591,3.3522,0;.9052,4.3194,0;2.6005,1.8706,0;1.897,2.5813,0;2.1264,3.6061,0;1.8725,4.5733,0;4.0219,3.2775,0;.1919,3.0983,0;2.6077,3.2848,0;3.0985,4.8259,0;2.2433,-1.3105,0;5.7008,4.4244,0;-1.6496,2.2365,0;-.4394,-1.2478,0;-.6712,4.681,0;4.1465,2.3456,0;

Duplicates ChEBI20013_p0;ChEBI38158_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.sdf

Formula	C₁₂H₂₀N₂O₉
MW	336.3
InChIKey	QPIOQLJXMZWNFJ-DYPQJJKTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	23
Number_Rings	1
Number_Bonds	43
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-8.77
logP	-3.3158
PSA	187.86
MR	76.0975
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-353.13652
PM7_Total_Energy_ev	-4773.4522
PM7_Electronic_Energy_ev	-33687.67628
PM7_Dipole_Debye	2.75378
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.984
PM7_LUMO_Energy_ev	0.172
PM7_COSMO_Area_square_ang	337.53
PM7_COSMO_Volue_cubic_ang	381.74
PM7_Electron_Affinity_ev	-0.172
PM7_Ionization_Energy_ev	9.984
PM7_Energy_Gap_ev	10.156
PM7_Global_Hardness_ev	5.078
PM7_Global_Softness_ev	0.19692792437967704
PM7_Chemical_Potential_ev	-4.906
PM7_Electronigativity_ev	4.906
PM7_Back_Donation_Energy_ev	-1.2695
PM7_Electrophilicity_ev	2.3699129578574243
OPENEYE_Name	(1~{S},2~{S},3~{S})-1-[(2~{S},3~{S})-3-carboxy-3-[[(3~{S})-3-carboxy-3-hydroxy-propyl]amino]-2-hydroxy-propyl]-3-hydroxy-azetidine-2-carboxylic acid
SMILES	C(=O)(C1C(CN1CC(C(C(=O)O)NCCC(C(=O)O)O)O)O)O
Canonical_SMILES	O[C@H](C(=O)O)CCN[C@@H]([C@H](CN1C[C@@H]([C@H]1C(=O)O)O)O)C(=O)O
InChI	1/C12H20N2O9/c15-5(10(18)19)1-2-13-8(11(20)21)6(16)3-14-4-7(17)9(14)12(22)23/h5-9,13,15-17H,1-4H2,(H,18,19)(H,20,21)(H,22,23)/f/h18,20,22H
InChI_3D	1S/C12H20N2O9/c15-5(10(18)19)1-2-13-8(11(20)21)6(16)3-14-4-7(17)9(14)12(22)23/h5-9,13,15-17H,1-4H2,(H,18,19)(H,20,21)(H,22,23)/t5-,6-,7-,8-,9-/m0/s1
AuxInfo	1/1/N:7,9,8,4,11,12,6,10,5,3,2,1,14,13,22,23,21,17,20,16,19,15,18/E:(18,19)(20,21)(22,23)/F:7,9,8,4,11,12,6,10,5,3,2,1,14,13,22,23,21,20,17,19,16,18,15/rA:43cCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;s1;s4s5;;;s7;s2;s3s7;s8s10;s4s5s8;s9s10;d1;d2;d3;s1;s2;s3;s6;s11;s12;s4;s4;s5;s6;s7;s7;s8;s8;s9;s9;s10;s11;s12;s14;s18;s19;s20;s21;s22;s23;/rC:1.9999,-.0102,0;4.3808,4.3364,0;-.9023,3.328,0;.0051,.9999,0;.9999,-.0051,0;;1.0322,3.8358,0;2.2487,2.2259,0;1.9994,4.0897,0;3.6701,3.6329,0;.0649,3.5819,0;2.9594,2.9294,0;1.005,.9948,0;2.9666,4.3436,0;2.5043,.8533,0;4.127,5.3036,0;-1.6058,4.0387,0;2.4955,-.8788,0;5.3454,4.0726,0;-1.166,2.3634,0;-.0051,-1,0;-.1889,4.5492,0;3.6629,2.2187,0;-.4949,1.0025,0;.0077,1.4999,0;.9973,-.5051,0;-.5,.0026,0;1.1591,3.3522,0;.9052,4.3194,0;2.6005,1.8706,0;1.897,2.5813,0;2.1264,3.6061,0;1.8725,4.5733,0;4.0219,3.2775,0;.1919,3.0983,0;2.6077,3.2848,0;3.0985,4.8259,0;2.2433,-1.3105,0;5.7008,4.4244,0;-1.6496,2.2365,0;-.4394,-1.2478,0;-.6712,4.681,0;4.1465,2.3456,0;
Duplicates	ChEBI20013_p0;ChEBI38158_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020000-0000020249/ChEBI20013_p0.sdf