CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI3606_t0 (1396)

Formula C₁₅H₁₆Cl₂N₂O₈

MW 423.21

InChIKey LIRCDOVJWUGTMW-CMLSCEPHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 44

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.4

logP 2.1302

PSA 162.59

MR 93.9178

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -262.13787

PM7_Total_Energy_ev -5324.96456

PM7_Electronic_Energy_ev -38415.58938

PM7_Dipole_Debye 3.39264

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.499

PM7_LUMO_Energy_ev -1.861

PM7_COSMO_Area_square_ang 392.28

PM7_COSMO_Volue_cubic_ang 450.51

PM7_Electron_Affinity_ev 1.861

PM7_Ionization_Energy_ev 10.499

PM7_Energy_Gap_ev 8.638

PM7_Global_Hardness_ev 4.319

PM7_Global_Softness_ev 0.23153507756425099

PM7_Chemical_Potential_ev -6.18

PM7_Electronigativity_ev 6.18

PM7_Back_Donation_Energy_ev -1.07975

PM7_Electrophilicity_ev 4.42144014818245

OPENEYE_Name 4-[(2~{R},3~{R})-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxo-butanoic acid

SMILES c1cc(ccc1C(C(COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]

Canonical_SMILES OC(=O)CCC(=O)OC[C@H]([C@@H](c1ccc(cc1)[N](=O)O)O)NC(=O)C(Cl)Cl

InChI 1/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/f/h18,20H

InChI_3D 1S/C15H17Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)(H,25,26)/t10-,13-/m1/s1

AuxInfo 1/1/N:1,2,3,4,10,11,12,5,6,15,8,9,13,14,7,26,27,16,17,20,23,21,24,19,18,22,25/E:(1,2)(3,4)(16,17)(20,21)(25,26)/F:1,2,3,4,10,11,12,5,6,15,8,9,13,14,7,26,27,16,17,23,20,21,24,19,18,22,25/E:(1,2)(3,4)(16,17)(25,26)/CRV:19.5/rA:43cCCCCCCCCCCCCCCCNN+O-OOOOOOOClClHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s8;s9s10;;s5;s7;s12s13;s7s15;s6;s17;d7;d8;d9;d17;s8;s13;s9s12;s14;s14;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s23;s24;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-2.866,0;.866,-7.5,0;.866,-4.5,0;.866,-6.5,0;.866,-5.5,0;0,-3,0;0,-1,0;-2.5,-2.866,0;0,-2,0;-1,-2,0;0,3.0104,0;-.866,3.5104,0;-1,-3.7321,0;0,-8,0;1.7321,-4,0;.866,3.5104,0;1.7321,-8,0;1,-1,0;0,-4,0;-2.5,-3.866,0;-2.5,-1.866,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.366,-6.5,0;1.366,-6.5,0;1.366,-5.5,0;.366,-5.5,0;.5,-3,0;-.5,-3,0;-.5,-1,0;-3,-2.866,0;.5,-2,0;-1.25,-1.567,0;1.7321,-8.5,0;1.25,-1.433,0;

Duplicates ChEBI3606_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.sdf

Formula	C₁₅H₁₆Cl₂N₂O₈
MW	423.21
InChIKey	LIRCDOVJWUGTMW-CMLSCEPHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	44
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.4
logP	2.1302
PSA	162.59
MR	93.9178
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-262.13787
PM7_Total_Energy_ev	-5324.96456
PM7_Electronic_Energy_ev	-38415.58938
PM7_Dipole_Debye	3.39264
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.499
PM7_LUMO_Energy_ev	-1.861
PM7_COSMO_Area_square_ang	392.28
PM7_COSMO_Volue_cubic_ang	450.51
PM7_Electron_Affinity_ev	1.861
PM7_Ionization_Energy_ev	10.499
PM7_Energy_Gap_ev	8.638
PM7_Global_Hardness_ev	4.319
PM7_Global_Softness_ev	0.23153507756425099
PM7_Chemical_Potential_ev	-6.18
PM7_Electronigativity_ev	6.18
PM7_Back_Donation_Energy_ev	-1.07975
PM7_Electrophilicity_ev	4.42144014818245
OPENEYE_Name	4-[(2~{R},3~{R})-2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propoxy]-4-oxo-butanoic acid
SMILES	c1cc(ccc1C(C(COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]
Canonical_SMILES	OC(=O)CCC(=O)OC[C@H]([C@@H](c1ccc(cc1)[N](=O)O)O)NC(=O)C(Cl)Cl
InChI	1/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/f/h18,20H
InChI_3D	1S/C15H17Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)(H,25,26)/t10-,13-/m1/s1
AuxInfo	1/1/N:1,2,3,4,10,11,12,5,6,15,8,9,13,14,7,26,27,16,17,20,23,21,24,19,18,22,25/E:(1,2)(3,4)(16,17)(20,21)(25,26)/F:1,2,3,4,10,11,12,5,6,15,8,9,13,14,7,26,27,16,17,23,20,21,24,19,18,22,25/E:(1,2)(3,4)(16,17)(25,26)/CRV:19.5/rA:43cCCCCCCCCCCCCCCCNN+O-OOOOOOOClClHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;s8;s9s10;;s5;s7;s12s13;s7s15;s6;s17;d7;d8;d9;d17;s8;s13;s9s12;s14;s14;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s23;s24;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;-1.5,-2.866,0;.866,-7.5,0;.866,-4.5,0;.866,-6.5,0;.866,-5.5,0;0,-3,0;0,-1,0;-2.5,-2.866,0;0,-2,0;-1,-2,0;0,3.0104,0;-.866,3.5104,0;-1,-3.7321,0;0,-8,0;1.7321,-4,0;.866,3.5104,0;1.7321,-8,0;1,-1,0;0,-4,0;-2.5,-3.866,0;-2.5,-1.866,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.366,-6.5,0;1.366,-6.5,0;1.366,-5.5,0;.366,-5.5,0;.5,-3,0;-.5,-3,0;-.5,-1,0;-3,-2.866,0;.5,-2,0;-1.25,-1.567,0;1.7321,-8.5,0;1.25,-1.433,0;
Duplicates	ChEBI3606_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/ChEBI3606_t0.sdf