CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194599 (2537218)

Formula C₂₁H₂₇NO₈

MW 421.45

InChIKey JNVSPQRAHMQWTK-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 5

Chiral_Centers 4

ONatoms 9

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.2

logP 3.1044

PSA 112.55

MR 106.435

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -300.86669

PM7_Total_Energy_ev -5492.19803

PM7_Electronic_Energy_ev -46247.69435

PM7_Dipole_Debye 4.41424

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.62

PM7_LUMO_Energy_ev -0.513

PM7_COSMO_Area_square_ang 421.47

PM7_COSMO_Volue_cubic_ang 500.58

PM7_Electron_Affinity_ev 0.513

PM7_Ionization_Energy_ev 8.62

PM7_Energy_Gap_ev 8.107

PM7_Global_Hardness_ev 4.0535

PM7_Global_Softness_ev 0.2467003823855927

PM7_Chemical_Potential_ev -4.5665

PM7_Electronigativity_ev 4.5665

PM7_Back_Donation_Energy_ev -1.013375

PM7_Electrophilicity_ev 2.572211946466017

OPENEYE_Name [(2~{S},3~{a}~{R},5~{R},6~{a}~{R})-5-(butylcarbamoyloxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-2-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES c1cc(c(cc1C=CC(=O)OC2CC3C(O2)CC(O3)OC(=O)NCCCC)OC)O

Canonical_SMILES CCCCNC(=O)O[C@@H]1C[C@@H]2[C@H](O1)C[C@@H](O2)OC(=O)/C=C/c1ccc(c(c1)OC)O

InChI 1/C21H27NO8/c1-3-4-9-22-21(25)30-20-12-17-16(28-20)11-19(27-17)29-18(24)8-6-13-5-7-14(23)15(10-13)26-2/h5-8,10,16-17,19-20,23H,3-4,9,11-12H2,1-2H3,(H,22,25)/f/h22H

InChI_3D 1S/C21H27NO8/c1-3-4-9-22-21(25)30-20-12-17-16(28-20)11-19(27-17)29-18(24)8-6-13-5-7-14(23)15(10-13)26-2/h5-8,10,16-17,19-20,23H,3-4,9,11-12H2,1-2H3,(H,22,25)/b8-6+/t16-,17-,19+,20-/m1/s1

AuxInfo 1/1/N:17,18,19,20,1,7,2,8,21,3,11,12,4,5,6,13,14,9,15,16,10,22,27,23,24,28,25,26,29,30/F:m/rA:57cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12s13;s11;s12;;;s17;s19;s20;s10s21;d9;d10;s14s15;s13s16;s5;s6s18;s9s15;s10s16;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s27;/rC:2.2268,5.7448,0;2.9704,6.4135,0;3.3833,4.4514,0;2.4284,4.7653,0;3.9253,6.0996,0;4.1366,5.1169,0;1.682,4.0999,0;1.885,3.1207,0;1.1386,2.4553,0;-3.0342,-.8221,0;;-1.9001,1.6292,0;-.9549,.3157,0;-.9503,1.3158,0;.5952,.8107,0;-2.4916,.8228,0;-7.579,-.2347,0;5.2911,3.8257,0;-6.6294,-.548,0;-5.6797,-.8612,0;-4.73,-1.1745,0;-3.7804,-1.4878,0;.1891,2.769,0;-2.0846,-1.1353,0;.0082,1.6271,0;-1.9074,.0111,0;4.6688,6.7683,0;5.0866,4.8045,0;1.3417,1.4761,0;-3.2377,.157,0;1.7518,5.901,0;2.8674,6.9028,0;3.4841,3.9616,0;1.2072,4.2568,0;2.3598,2.9639,0;.4317,-.2522,0;-.2057,-.4557,0;-2.332,1.8812,0;-1.6947,2.085,0;-.9573,-.1843,0;-.9491,1.8158,0;.9651,.4743,0;-2.8617,1.159,0;-7.4224,.2402,0;-7.7357,-.7095,0;-8.0538,-.078,0;4.8016,3.7234,0;5.7805,3.9279,0;5.3933,3.3362,0;-6.786,-1.0228,0;-6.4727,-.0731,0;-5.8363,-1.3361,0;-5.5231,-.3864,0;-4.8867,-1.6494,0;-4.5734,-.6997,0;-3.6786,-1.9774,0;4.5651,7.2574,0;

Duplicates CHEMBL5194599

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.sdf

Formula	C₂₁H₂₇NO₈
MW	421.45
InChIKey	JNVSPQRAHMQWTK-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	5
Chiral_Centers	4
ONatoms	9
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.2
logP	3.1044
PSA	112.55
MR	106.435
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-300.86669
PM7_Total_Energy_ev	-5492.19803
PM7_Electronic_Energy_ev	-46247.69435
PM7_Dipole_Debye	4.41424
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.62
PM7_LUMO_Energy_ev	-0.513
PM7_COSMO_Area_square_ang	421.47
PM7_COSMO_Volue_cubic_ang	500.58
PM7_Electron_Affinity_ev	0.513
PM7_Ionization_Energy_ev	8.62
PM7_Energy_Gap_ev	8.107
PM7_Global_Hardness_ev	4.0535
PM7_Global_Softness_ev	0.2467003823855927
PM7_Chemical_Potential_ev	-4.5665
PM7_Electronigativity_ev	4.5665
PM7_Back_Donation_Energy_ev	-1.013375
PM7_Electrophilicity_ev	2.572211946466017
OPENEYE_Name	[(2~{S},3~{a}~{R},5~{R},6~{a}~{R})-5-(butylcarbamoyloxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-2-yl] (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	c1cc(c(cc1C=CC(=O)OC2CC3C(O2)CC(O3)OC(=O)NCCCC)OC)O
Canonical_SMILES	CCCCNC(=O)O[C@@H]1C[C@@H]2[C@H](O1)C[C@@H](O2)OC(=O)/C=C/c1ccc(c(c1)OC)O
InChI	1/C21H27NO8/c1-3-4-9-22-21(25)30-20-12-17-16(28-20)11-19(27-17)29-18(24)8-6-13-5-7-14(23)15(10-13)26-2/h5-8,10,16-17,19-20,23H,3-4,9,11-12H2,1-2H3,(H,22,25)/f/h22H
InChI_3D	1S/C21H27NO8/c1-3-4-9-22-21(25)30-20-12-17-16(28-20)11-19(27-17)29-18(24)8-6-13-5-7-14(23)15(10-13)26-2/h5-8,10,16-17,19-20,23H,3-4,9,11-12H2,1-2H3,(H,22,25)/b8-6+/t16-,17-,19+,20-/m1/s1
AuxInfo	1/1/N:17,18,19,20,1,7,2,8,21,3,11,12,4,5,6,13,14,9,15,16,10,22,27,23,24,28,25,26,29,30/F:m/rA:57cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;s4;w7;s8;;;;s11;s12s13;s11;s12;;;s17;s19;s20;s10s21;d9;d10;s14s15;s13s16;s5;s6s18;s9s15;s10s16;s1;s2;s3;s7;s8;s11;s11;s12;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s27;/rC:2.2268,5.7448,0;2.9704,6.4135,0;3.3833,4.4514,0;2.4284,4.7653,0;3.9253,6.0996,0;4.1366,5.1169,0;1.682,4.0999,0;1.885,3.1207,0;1.1386,2.4553,0;-3.0342,-.8221,0;;-1.9001,1.6292,0;-.9549,.3157,0;-.9503,1.3158,0;.5952,.8107,0;-2.4916,.8228,0;-7.579,-.2347,0;5.2911,3.8257,0;-6.6294,-.548,0;-5.6797,-.8612,0;-4.73,-1.1745,0;-3.7804,-1.4878,0;.1891,2.769,0;-2.0846,-1.1353,0;.0082,1.6271,0;-1.9074,.0111,0;4.6688,6.7683,0;5.0866,4.8045,0;1.3417,1.4761,0;-3.2377,.157,0;1.7518,5.901,0;2.8674,6.9028,0;3.4841,3.9616,0;1.2072,4.2568,0;2.3598,2.9639,0;.4317,-.2522,0;-.2057,-.4557,0;-2.332,1.8812,0;-1.6947,2.085,0;-.9573,-.1843,0;-.9491,1.8158,0;.9651,.4743,0;-2.8617,1.159,0;-7.4224,.2402,0;-7.7357,-.7095,0;-8.0538,-.078,0;4.8016,3.7234,0;5.7805,3.9279,0;5.3933,3.3362,0;-6.786,-1.0228,0;-6.4727,-.0731,0;-5.8363,-1.3361,0;-5.5231,-.3864,0;-4.8867,-1.6494,0;-4.5734,-.6997,0;-3.6786,-1.9774,0;4.5651,7.2574,0;
Duplicates	CHEMBL5194599
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194599.sdf