CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198738 (2541663)

Formula C₂₀H₂₃N₃O₆

MW 401.42

InChIKey XHHKDGPCSZFSNI-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.33

logP -0.3307

PSA 119.41

MR 108.383

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -197.72067

PM7_Total_Energy_ev -5097.43829

PM7_Electronic_Energy_ev -42741.22888

PM7_Dipole_Debye 5.30666

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.6

PM7_LUMO_Energy_ev -0.823

PM7_COSMO_Area_square_ang 393.39

PM7_COSMO_Volue_cubic_ang 462.87

PM7_Electron_Affinity_ev 0.823

PM7_Ionization_Energy_ev 9.6

PM7_Energy_Gap_ev 8.777

PM7_Global_Hardness_ev 4.3885

PM7_Global_Softness_ev 0.2278682921271505

PM7_Chemical_Potential_ev -5.2115

PM7_Electronigativity_ev 5.2115

PM7_Back_Donation_Energy_ev -1.097125

PM7_Electrophilicity_ev 3.0944209012190953

OPENEYE_Name (~{E})-~{N}-[(1~{S},2~{S},4~{R},7~{R})-2-hydroxy-4-(hydroxymethyl)-7-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-3-phenyl-prop-2-enamide

SMILES c1ccc(cc1)C=CC(=O)NC2(C(=O)N3C(C(=O)N4CCCC4C3(O2)O)C)CO

Canonical_SMILES OC[C@@]1(NC(=O)/C=C/c2ccccc2)O[C@@]2(N(C1=O)[C@H](C)C(=O)N1[C@H]2CCC1)O

InChI 1/C20H23N3O6/c1-13-17(26)22-11-5-8-15(22)20(28)23(13)18(27)19(12-24,29-20)21-16(25)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,13,15,24,28H,5,8,11-12H2,1H3,(H,21,25)/f/h21H

InChI_3D 1S/C20H23N3O6/c1-13-17(26)22-11-5-8-15(22)20(28)23(13)18(27)19(12-24,29-20)21-16(25)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,13,15,24,28H,5,8,11-12H2,1H3,(H,21,25)/b10-9+/t13-,15+,19-,20+/m1/s1

AuxInfo 1/1/N:19,1,2,3,12,4,5,13,9,10,14,20,15,6,16,11,7,8,17,18,23,21,22,29,26,24,25,28,27/E:(3,4)(6,7)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s6;w9;s10;;s12;s12;s7;s13;s8;s16;s15;s17;s7s14s16;s8s15s18;s11s17;d7;d8;d11;s17s18;s18;s20;s1;s2;s3;s4;s5;s9;s10;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s23;s28;s29;/rC:-11.1567,-.3172,0;-10.4933,.4311,0;-10.8459,-1.2677,0;-9.5091,.2268,0;-9.8617,-1.472,0;-9.1883,-.7258,0;-1.5931,2.0865,0;-4.0855,.9998,0;-8.2092,-.929,0;-7.5436,-.1827,0;-6.5645,-.386,0;;-.9213,-.4101,0;-.1055,1.0028,0;-2.6014,2.0865,0;-1.5959,.3392,0;-4.1854,.0047,0;-2.6042,.3489,0;-3.5406,2.4298,0;-4.4898,-.9479,0;-1.0917,1.2125,0;-3.1084,1.2125,0;-5.8989,.3604,0;-1.0919,2.9518,0;-4.8318,1.6654,0;-6.2509,-1.3355,0;-3.2698,-.3975,0;-2.1997,-.5656,0;-4.7942,-1.9004,0;-11.6463,-.2156,0;-10.6508,.9057,0;-11.1793,-1.6404,0;-9.1774,.6009,0;-9.7063,-1.9472,0;-8.0524,-1.4038,0;-7.7004,.2921,0;.4891,.104,0;.1545,-.4755,0;-.6713,-.8431,0;-1.3258,-.704,0;-.0532,1.5001,0;.3945,1.0028,0;-2.5142,2.5788,0;-1.8438,.7734,0;-3.7123,1.9602,0;-3.369,2.8994,0;-4.0102,2.6015,0;-4.0135,-1.1,0;-4.9661,-.7957,0;-6.0556,.8352,0;-2.4945,-.9694,0;-4.4578,-2.2703,0;

Duplicates CHEMBL5198738

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.sdf

Formula	C₂₀H₂₃N₃O₆
MW	401.42
InChIKey	XHHKDGPCSZFSNI-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.33
logP	-0.3307
PSA	119.41
MR	108.383
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-197.72067
PM7_Total_Energy_ev	-5097.43829
PM7_Electronic_Energy_ev	-42741.22888
PM7_Dipole_Debye	5.30666
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.6
PM7_LUMO_Energy_ev	-0.823
PM7_COSMO_Area_square_ang	393.39
PM7_COSMO_Volue_cubic_ang	462.87
PM7_Electron_Affinity_ev	0.823
PM7_Ionization_Energy_ev	9.6
PM7_Energy_Gap_ev	8.777
PM7_Global_Hardness_ev	4.3885
PM7_Global_Softness_ev	0.2278682921271505
PM7_Chemical_Potential_ev	-5.2115
PM7_Electronigativity_ev	5.2115
PM7_Back_Donation_Energy_ev	-1.097125
PM7_Electrophilicity_ev	3.0944209012190953
OPENEYE_Name	(~{E})-~{N}-[(1~{S},2~{S},4~{R},7~{R})-2-hydroxy-4-(hydroxymethyl)-7-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-3-phenyl-prop-2-enamide
SMILES	c1ccc(cc1)C=CC(=O)NC2(C(=O)N3C(C(=O)N4CCCC4C3(O2)O)C)CO
Canonical_SMILES	OC[C@@]1(NC(=O)/C=C/c2ccccc2)O[C@@]2(N(C1=O)[C@H](C)C(=O)N1[C@H]2CCC1)O
InChI	1/C20H23N3O6/c1-13-17(26)22-11-5-8-15(22)20(28)23(13)18(27)19(12-24,29-20)21-16(25)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,13,15,24,28H,5,8,11-12H2,1H3,(H,21,25)/f/h21H
InChI_3D	1S/C20H23N3O6/c1-13-17(26)22-11-5-8-15(22)20(28)23(13)18(27)19(12-24,29-20)21-16(25)10-9-14-6-3-2-4-7-14/h2-4,6-7,9-10,13,15,24,28H,5,8,11-12H2,1H3,(H,21,25)/b10-9+/t13-,15+,19-,20+/m1/s1
AuxInfo	1/1/N:19,1,2,3,12,4,5,13,9,10,14,20,15,6,16,11,7,8,17,18,23,21,22,29,26,24,25,28,27/E:(3,4)(6,7)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;s6;w9;s10;;s12;s12;s7;s13;s8;s16;s15;s17;s7s14s16;s8s15s18;s11s17;d7;d8;d11;s17s18;s18;s20;s1;s2;s3;s4;s5;s9;s10;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s23;s28;s29;/rC:-11.1567,-.3172,0;-10.4933,.4311,0;-10.8459,-1.2677,0;-9.5091,.2268,0;-9.8617,-1.472,0;-9.1883,-.7258,0;-1.5931,2.0865,0;-4.0855,.9998,0;-8.2092,-.929,0;-7.5436,-.1827,0;-6.5645,-.386,0;;-.9213,-.4101,0;-.1055,1.0028,0;-2.6014,2.0865,0;-1.5959,.3392,0;-4.1854,.0047,0;-2.6042,.3489,0;-3.5406,2.4298,0;-4.4898,-.9479,0;-1.0917,1.2125,0;-3.1084,1.2125,0;-5.8989,.3604,0;-1.0919,2.9518,0;-4.8318,1.6654,0;-6.2509,-1.3355,0;-3.2698,-.3975,0;-2.1997,-.5656,0;-4.7942,-1.9004,0;-11.6463,-.2156,0;-10.6508,.9057,0;-11.1793,-1.6404,0;-9.1774,.6009,0;-9.7063,-1.9472,0;-8.0524,-1.4038,0;-7.7004,.2921,0;.4891,.104,0;.1545,-.4755,0;-.6713,-.8431,0;-1.3258,-.704,0;-.0532,1.5001,0;.3945,1.0028,0;-2.5142,2.5788,0;-1.8438,.7734,0;-3.7123,1.9602,0;-3.369,2.8994,0;-4.0102,2.6015,0;-4.0135,-1.1,0;-4.9661,-.7957,0;-6.0556,.8352,0;-2.4945,-.9694,0;-4.4578,-2.2703,0;
Duplicates	CHEMBL5198738
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198738.sdf