CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197437_p0 (2540306)

Formula C₂₀H₂₄N₂O₅

MW 372.42

InChIKey NFFDWQHQHAKJON-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.14

logP 0.4743

PSA 95.02

MR 101.384

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -132.01408

PM7_Total_Energy_ev -4627.6541

PM7_Electronic_Energy_ev -41378.56485

PM7_Dipole_Debye 4.0991

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.305

PM7_LUMO_Energy_ev -0.159

PM7_COSMO_Area_square_ang 338.84

PM7_COSMO_Volue_cubic_ang 423.42

PM7_Electron_Affinity_ev 0.159

PM7_Ionization_Energy_ev 8.305

PM7_Energy_Gap_ev 8.146

PM7_Global_Hardness_ev 4.073

PM7_Global_Softness_ev 0.24551927326295114

PM7_Chemical_Potential_ev -4.232

PM7_Electronigativity_ev 4.232

PM7_Back_Donation_Energy_ev -1.01825

PM7_Electrophilicity_ev 2.1986034863736803

OPENEYE_Name methyl (2~{S},6~{S},7~{S},8~{R},11~{S})-6-hydroxy-7-(hydroxymethyl)-4-oxa-11,20-diazapentacyclo[11.7.0.0^{2,8}.0^{7,11}.0^{14,19}]icosa-1(13),14,16,18-tetraene-2-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C4(COCC(C5(C4CCN5C3)CO)O)C(=O)OC

Canonical_SMILES COC(=O)[C@]12COC[C@H]([C@]3([C@@H]2CCN3Cc2c1[nH]c1c2cccc1)CO)O

InChI 1/C20H24N2O5/c1-26-18(25)19-11-27-9-16(24)20(10-23)15(19)6-7-22(20)8-13-12-4-2-3-5-14(12)21-17(13)19/h2-5,15-16,21,23-24H,6-11H2,1H3

InChI_3D 1S/C20H24N2O5/c1-26-18(25)19-11-27-9-16(24)20(10-23)15(19)6-7-22(20)8-13-12-4-2-3-5-14(12)21-17(13)19/h2-5,15-16,21,23-24H,6-11H2,1H3/t15-,16-,19+,20-/m1/s1

AuxInfo 1/0/N:19,1,2,3,4,11,12,10,13,20,14,5,6,7,15,16,8,9,17,18,21,22,26,25,23,27,24/rA:51cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;;s11;s13;s8s9s14s15;s15s16;;s18;s7s8;s10s12s18;d9;s13s14;s16;s20;s9s19;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s21;s25;s26;/rC:;-.5,-.866,0;1,0,0;0,-1.7321,0;1.5,-.866,0;2.4781,-1.0739,0;1,-1.7321,0;2.5827,-2.0685,0;3.6343,-.8693,0;5.5627,-4.5899,0;3.5993,-2.9187,0;3.9646,-3.8496,0;4.6066,-4.5183,0;3.0881,-3.5482,0;4.3717,-2.2836,0;5.319,-3.8165,0;3.4254,-2.6068,0;5.2144,-2.8219,0;4.6733,.5165,0;6.7031,-1.902,0;1.6691,-2.4752,0;4.9629,-3.7898,0;2.8342,-.2695,0;3.6138,-4.3989,0;6.2653,-3.4933,0;7.5538,-1.3763,0;4.5539,-.4763,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;-.25,-2.1651,0;5.6593,-5.0805,0;5.1059,-4.7933,0;3.1555,-3.149,0;3.3239,-2.5014,0;4.0466,-4.3428,0;3.4827,-3.9826,0;5.028,-4.7874,0;4.4379,-4.989,0;2.7319,-3.8991,0;2.6667,-3.279,0;4.7971,-2.0208,0;5.5818,-4.2418,0;5.1697,.4568,0;4.1768,.5762,0;4.733,1.013,0;6.4403,-1.4767,0;6.966,-2.3273,0;1.5652,-2.9643,0;6.6418,-3.8222,0;7.5389,-.8765,0;

Duplicates CHEMBL5197437_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.sdf

Formula	C₂₀H₂₄N₂O₅
MW	372.42
InChIKey	NFFDWQHQHAKJON-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.14
logP	0.4743
PSA	95.02
MR	101.384
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-132.01408
PM7_Total_Energy_ev	-4627.6541
PM7_Electronic_Energy_ev	-41378.56485
PM7_Dipole_Debye	4.0991
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.305
PM7_LUMO_Energy_ev	-0.159
PM7_COSMO_Area_square_ang	338.84
PM7_COSMO_Volue_cubic_ang	423.42
PM7_Electron_Affinity_ev	0.159
PM7_Ionization_Energy_ev	8.305
PM7_Energy_Gap_ev	8.146
PM7_Global_Hardness_ev	4.073
PM7_Global_Softness_ev	0.24551927326295114
PM7_Chemical_Potential_ev	-4.232
PM7_Electronigativity_ev	4.232
PM7_Back_Donation_Energy_ev	-1.01825
PM7_Electrophilicity_ev	2.1986034863736803
OPENEYE_Name	methyl (2~{S},6~{S},7~{S},8~{R},11~{S})-6-hydroxy-7-(hydroxymethyl)-4-oxa-11,20-diazapentacyclo[11.7.0.0^{2,8}.0^{7,11}.0^{14,19}]icosa-1(13),14,16,18-tetraene-2-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C4(COCC(C5(C4CCN5C3)CO)O)C(=O)OC
Canonical_SMILES	COC(=O)[C@]12COC[C@H]([C@]3([C@@H]2CCN3Cc2c1[nH]c1c2cccc1)CO)O
InChI	1/C20H24N2O5/c1-26-18(25)19-11-27-9-16(24)20(10-23)15(19)6-7-22(20)8-13-12-4-2-3-5-14(12)21-17(13)19/h2-5,15-16,21,23-24H,6-11H2,1H3
InChI_3D	1S/C20H24N2O5/c1-26-18(25)19-11-27-9-16(24)20(10-23)15(19)6-7-22(20)8-13-12-4-2-3-5-14(12)21-17(13)19/h2-5,15-16,21,23-24H,6-11H2,1H3/t15-,16-,19+,20-/m1/s1
AuxInfo	1/0/N:19,1,2,3,4,11,12,10,13,20,14,5,6,7,15,16,8,9,17,18,21,22,26,25,23,27,24/rA:51cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;;s11;s13;s8s9s14s15;s15s16;;s18;s7s8;s10s12s18;d9;s13s14;s16;s20;s9s19;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s21;s25;s26;/rC:;-.5,-.866,0;1,0,0;0,-1.7321,0;1.5,-.866,0;2.4781,-1.0739,0;1,-1.7321,0;2.5827,-2.0685,0;3.6343,-.8693,0;5.5627,-4.5899,0;3.5993,-2.9187,0;3.9646,-3.8496,0;4.6066,-4.5183,0;3.0881,-3.5482,0;4.3717,-2.2836,0;5.319,-3.8165,0;3.4254,-2.6068,0;5.2144,-2.8219,0;4.6733,.5165,0;6.7031,-1.902,0;1.6691,-2.4752,0;4.9629,-3.7898,0;2.8342,-.2695,0;3.6138,-4.3989,0;6.2653,-3.4933,0;7.5538,-1.3763,0;4.5539,-.4763,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;-.25,-2.1651,0;5.6593,-5.0805,0;5.1059,-4.7933,0;3.1555,-3.149,0;3.3239,-2.5014,0;4.0466,-4.3428,0;3.4827,-3.9826,0;5.028,-4.7874,0;4.4379,-4.989,0;2.7319,-3.8991,0;2.6667,-3.279,0;4.7971,-2.0208,0;5.5818,-4.2418,0;5.1697,.4568,0;4.1768,.5762,0;4.733,1.013,0;6.4403,-1.4767,0;6.966,-2.3273,0;1.5652,-2.9643,0;6.6418,-3.8222,0;7.5389,-.8765,0;
Duplicates	CHEMBL5197437_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197437_p0.sdf