CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191343 (2533657)

Formula C₂₀H₂₃N₃O₅

MW 385.42

InChIKey WWLQJUFXPYBKEA-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.16

logP 0.6969

PSA 99.18

MR 107.221

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -162.10131

PM7_Total_Energy_ev -4802.42311

PM7_Electronic_Energy_ev -39860.30438

PM7_Dipole_Debye 3.20126

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.498

PM7_LUMO_Energy_ev -0.715

PM7_COSMO_Area_square_ang 386.51

PM7_COSMO_Volue_cubic_ang 451.92

PM7_Electron_Affinity_ev 0.715

PM7_Ionization_Energy_ev 9.498

PM7_Energy_Gap_ev 8.783

PM7_Global_Hardness_ev 4.3915

PM7_Global_Softness_ev 0.22771262666514858

PM7_Chemical_Potential_ev -5.1065

PM7_Electronigativity_ev 5.1065

PM7_Back_Donation_Energy_ev -1.097875

PM7_Electrophilicity_ev 2.968956193783445

OPENEYE_Name (~{E})-~{N}-[(1~{S},2~{S},4~{R},7~{R})-2-hydroxy-4,7-dimethyl-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)C

Canonical_SMILES O=C(N[C@]1(C)O[C@@]2(N(C1=O)[C@H](C)C(=O)N1[C@H]2CCC1)O)/C=C/c1ccccc1

InChI 1/C20H23N3O5/c1-13-17(25)22-12-6-9-15(22)20(27)23(13)18(26)19(2,28-20)21-16(24)11-10-14-7-4-3-5-8-14/h3-5,7-8,10-11,13,15,27H,6,9,12H2,1-2H3,(H,21,24)/f/h21H

InChI_3D 1S/C20H23N3O5/c1-13-17(25)22-12-6-9-15(22)20(27)23(13)18(26)19(2,28-20)21-16(24)11-10-14-7-4-3-5-8-14/h3-5,7-8,10-11,13,15,27H,6,9,12H2,1-2H3,(H,21,24)/b11-10+/t13-,15+,19-,20+/m1/s1

AuxInfo 1/1/N:19,20,1,2,3,12,4,5,13,9,10,14,15,6,16,11,7,8,17,18,23,21,22,26,24,25,28,27/E:(4,5)(7,8)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/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;s1;s2;s3;s4;s5;s9;s10;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s20;s23;s28;/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;-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;-4.642,-1.4241,0;-6.0556,.8352,0;-2.4945,-.9694,0;

Duplicates CHEMBL5191343

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.sdf

Formula	C₂₀H₂₃N₃O₅
MW	385.42
InChIKey	WWLQJUFXPYBKEA-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.16
logP	0.6969
PSA	99.18
MR	107.221
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-162.10131
PM7_Total_Energy_ev	-4802.42311
PM7_Electronic_Energy_ev	-39860.30438
PM7_Dipole_Debye	3.20126
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.498
PM7_LUMO_Energy_ev	-0.715
PM7_COSMO_Area_square_ang	386.51
PM7_COSMO_Volue_cubic_ang	451.92
PM7_Electron_Affinity_ev	0.715
PM7_Ionization_Energy_ev	9.498
PM7_Energy_Gap_ev	8.783
PM7_Global_Hardness_ev	4.3915
PM7_Global_Softness_ev	0.22771262666514858
PM7_Chemical_Potential_ev	-5.1065
PM7_Electronigativity_ev	5.1065
PM7_Back_Donation_Energy_ev	-1.097875
PM7_Electrophilicity_ev	2.968956193783445
OPENEYE_Name	(~{E})-~{N}-[(1~{S},2~{S},4~{R},7~{R})-2-hydroxy-4,7-dimethyl-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)C
Canonical_SMILES	O=C(N[C@]1(C)O[C@@]2(N(C1=O)[C@H](C)C(=O)N1[C@H]2CCC1)O)/C=C/c1ccccc1
InChI	1/C20H23N3O5/c1-13-17(25)22-12-6-9-15(22)20(27)23(13)18(26)19(2,28-20)21-16(24)11-10-14-7-4-3-5-8-14/h3-5,7-8,10-11,13,15,27H,6,9,12H2,1-2H3,(H,21,24)/f/h21H
InChI_3D	1S/C20H23N3O5/c1-13-17(25)22-12-6-9-15(22)20(27)23(13)18(26)19(2,28-20)21-16(24)11-10-14-7-4-3-5-8-14/h3-5,7-8,10-11,13,15,27H,6,9,12H2,1-2H3,(H,21,24)/b11-10+/t13-,15+,19-,20+/m1/s1
AuxInfo	1/1/N:19,20,1,2,3,12,4,5,13,9,10,14,15,6,16,11,7,8,17,18,23,21,22,26,24,25,28,27/E:(4,5)(7,8)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/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;s1;s2;s3;s4;s5;s9;s10;s12;s12;s13;s13;s14;s14;s15;s16;s19;s19;s19;s20;s20;s20;s23;s28;/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;-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;-4.642,-1.4241,0;-6.0556,.8352,0;-2.4945,-.9694,0;
Duplicates	CHEMBL5191343
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191343.sdf