CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08753 (8382)

Formula C₂₁H₂₁NO₅

MW 367.4

InChIKey GARHCDOTUULBOQ-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 49

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.62

logP 3.3002

PSA 81.7

MR 101.441

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.67203

PM7_Total_Energy_ev -4525.39122

PM7_Electronic_Energy_ev -33970.98342

PM7_Dipole_Debye 4.62408

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.438

PM7_LUMO_Energy_ev -0.782

PM7_COSMO_Area_square_ang 405.89

PM7_COSMO_Volue_cubic_ang 455.25

PM7_Electron_Affinity_ev 0.782

PM7_Ionization_Energy_ev 9.438

PM7_Energy_Gap_ev 8.656

PM7_Global_Hardness_ev 4.328

PM7_Global_Softness_ev 0.23105360443622922

PM7_Chemical_Potential_ev -5.11

PM7_Electronigativity_ev 5.11

PM7_Back_Donation_Energy_ev -1.082

PM7_Electrophilicity_ev 3.0166474121996303

OPENEYE_Name [2-acetoxy-4-[(~{E})-3-oxo-3-(2-phenylethylamino)prop-1-enyl]phenyl] acetate

SMILES c1ccc(cc1)CCNC(=O)C=Cc2ccc(c(c2)OC(=O)C)OC(=O)C

Canonical_SMILES CC(=O)Oc1cc(/C=C/C(=O)NCCc2ccccc2)ccc1OC(=O)C

InChI 1/C21H21NO5/c1-15(23)26-19-10-8-18(14-20(19)27-16(2)24)9-11-21(25)22-13-12-17-6-4-3-5-7-17/h3-11,14H,12-13H2,1-2H3,(H,22,25)/f/h22H

InChI_3D 1S/C21H21NO5/c1-15(23)26-19-10-8-18(14-20(19)27-16(2)24)9-11-21(25)22-13-12-17-6-4-3-5-7-17/h3-11,14H,12-13H2,1-2H3,(H,22,25)/b11-9+

AuxInfo 1/1/N:18,19,1,2,3,5,6,4,13,7,14,20,21,8,16,17,10,9,11,12,15,22,24,25,23,26,27/E:(4,5)(6,7)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;s16;s17;s10;s20;s15s21;d15;d16;d17;s11s16;s12s17;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;/rC:;-.8675,.4975,0;.8675,.4975,0;-4.3309,5.5092,0;-.8675,1.5027,0;.8675,1.5027,0;-5.1991,5.0129,0;-3.4656,4.0052,0;-3.4641,5.0104,0;0,2.0104,0;-5.2006,4.0077,0;-4.3338,3.4988,0;-2.5981,5.5104,0;-1.7321,5.0104,0;-.866,5.5104,0;-6.9326,4.0153,0;-5.202,2,0;-7.8008,3.5192,0;-5.2034,1,0;0,3.0104,0;0,4.0104,0;0,5.0104,0;-.866,6.5104,0;-6.9282,5.0153,0;-6.0673,2.5013,0;-6.0688,3.5115,0;-4.3352,2.4988,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3302,6.0092,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.6314,5.2642,0;-3.0322,3.7558,0;-2.5981,6.0104,0;-1.7321,4.5104,0;-8.0489,3.9533,0;-7.5527,3.085,0;-8.2349,3.2711,0;-5.7034,1.0007,0;-4.7034,.9993,0;-5.2042,.5,0;.5,3.0104,0;-.5,3.0104,0;-.5,4.0104,0;.5,4.0104,0;.433,5.2604,0;

Duplicates DB08753

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.sdf

Formula	C₂₁H₂₁NO₅
MW	367.4
InChIKey	GARHCDOTUULBOQ-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	49
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.62
logP	3.3002
PSA	81.7
MR	101.441
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.67203
PM7_Total_Energy_ev	-4525.39122
PM7_Electronic_Energy_ev	-33970.98342
PM7_Dipole_Debye	4.62408
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.438
PM7_LUMO_Energy_ev	-0.782
PM7_COSMO_Area_square_ang	405.89
PM7_COSMO_Volue_cubic_ang	455.25
PM7_Electron_Affinity_ev	0.782
PM7_Ionization_Energy_ev	9.438
PM7_Energy_Gap_ev	8.656
PM7_Global_Hardness_ev	4.328
PM7_Global_Softness_ev	0.23105360443622922
PM7_Chemical_Potential_ev	-5.11
PM7_Electronigativity_ev	5.11
PM7_Back_Donation_Energy_ev	-1.082
PM7_Electrophilicity_ev	3.0166474121996303
OPENEYE_Name	[2-acetoxy-4-[(~{E})-3-oxo-3-(2-phenylethylamino)prop-1-enyl]phenyl] acetate
SMILES	c1ccc(cc1)CCNC(=O)C=Cc2ccc(c(c2)OC(=O)C)OC(=O)C
Canonical_SMILES	CC(=O)Oc1cc(/C=C/C(=O)NCCc2ccccc2)ccc1OC(=O)C
InChI	1/C21H21NO5/c1-15(23)26-19-10-8-18(14-20(19)27-16(2)24)9-11-21(25)22-13-12-17-6-4-3-5-7-17/h3-11,14H,12-13H2,1-2H3,(H,22,25)/f/h22H
InChI_3D	1S/C21H21NO5/c1-15(23)26-19-10-8-18(14-20(19)27-16(2)24)9-11-21(25)22-13-12-17-6-4-3-5-7-17/h3-11,14H,12-13H2,1-2H3,(H,22,25)/b11-9+
AuxInfo	1/1/N:18,19,1,2,3,5,6,4,13,7,14,20,21,8,16,17,10,9,11,12,15,22,24,25,23,26,27/E:(4,5)(6,7)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;s16;s17;s10;s20;s15s21;d15;d16;d17;s11s16;s12s17;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;/rC:;-.8675,.4975,0;.8675,.4975,0;-4.3309,5.5092,0;-.8675,1.5027,0;.8675,1.5027,0;-5.1991,5.0129,0;-3.4656,4.0052,0;-3.4641,5.0104,0;0,2.0104,0;-5.2006,4.0077,0;-4.3338,3.4988,0;-2.5981,5.5104,0;-1.7321,5.0104,0;-.866,5.5104,0;-6.9326,4.0153,0;-5.202,2,0;-7.8008,3.5192,0;-5.2034,1,0;0,3.0104,0;0,4.0104,0;0,5.0104,0;-.866,6.5104,0;-6.9282,5.0153,0;-6.0673,2.5013,0;-6.0688,3.5115,0;-4.3352,2.4988,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3302,6.0092,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.6314,5.2642,0;-3.0322,3.7558,0;-2.5981,6.0104,0;-1.7321,4.5104,0;-8.0489,3.9533,0;-7.5527,3.085,0;-8.2349,3.2711,0;-5.7034,1.0007,0;-4.7034,.9993,0;-5.2042,.5,0;.5,3.0104,0;-.5,3.0104,0;-.5,4.0104,0;.5,4.0104,0;.433,5.2604,0;
Duplicates	DB08753
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08753.sdf