CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16775 (13109)

Formula C₂₀H₂₀N₂O₃

MW 336.39

InChIKey GWCNJMUSWLTSCW-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 46

Rotat_Bonds 10

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.73

logP 3.53478

PSA 93.35

MR 96.6587

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -46.34825

PM7_Total_Energy_ev -3983.94323

PM7_Electronic_Energy_ev -28710.15659

PM7_Dipole_Debye 1.70983

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.2

PM7_LUMO_Energy_ev -1.23

PM7_COSMO_Area_square_ang 384.19

PM7_COSMO_Volue_cubic_ang 422.1

PM7_Electron_Affinity_ev 1.23

PM7_Ionization_Energy_ev 9.2

PM7_Energy_Gap_ev 7.97

PM7_Global_Hardness_ev 3.985

PM7_Global_Softness_ev 0.25094102885821834

PM7_Chemical_Potential_ev -5.215

PM7_Electronigativity_ev 5.215

PM7_Back_Donation_Energy_ev -0.99625

PM7_Electrophilicity_ev 3.4123243412797994

OPENEYE_Name (~{E})-2-cyano-3-(3,4-dihydroxyphenyl)-~{N}-(4-phenylbutyl)prop-2-enamide

SMILES C(#N)C(=Cc1ccc(c(c1)O)O)C(=O)NCCCCc2ccccc2

Canonical_SMILES N#C/C(=Cc1ccc(c(c1)O)O)/C(=O)NCCCCc1ccccc1

InChI 1/C20H20N2O3/c21-14-17(12-16-9-10-18(23)19(24)13-16)20(25)22-11-5-4-8-15-6-2-1-3-7-15/h1-3,6-7,9-10,12-13,23-24H,4-5,8,11H2,(H,22,25)/f/h22H

InChI_3D 1S/C20H20N2O3/c21-14-17(12-16-9-10-18(23)19(24)13-16)20(25)22-11-5-4-8-15-6-2-1-3-7-15/h1-3,6-7,9-10,12-13,23-24H,4-5,8,11H2,(H,22,25)/b17-12+

AuxInfo 1/1/N:2,3,4,18,19,6,7,17,5,8,20,14,9,1,11,10,15,12,13,16,21,22,24,25,23/E:(2,3)(6,7)/F:m/E:m/rA:45nCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s3;d4;d5;;s5d9;d6s7;s8;s9d12;s10;s1w14;s15;s11;s17;s18;s19;t1;s16s20;d16;s12;s13;s2;s3;s4;s5;s6;s7;s8;s9;s14;s17;s17;s18;s18;s19;s19;s20;s20;s22;s24;s25;/rC:0,9.0104,0;;-.8675,.4975,0;.8675,.4975,0;-2.5974,10.5117,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6017,11.5117,0;-.8623,10.5143,0;-1.7321,10.0104,0;0,2.0104,0;-1.7319,12.0156,0;-.8578,11.5194,0;-1.7321,9.0104,0;-.866,8.5104,0;-.866,7.5104,0;0,3.0104,0;0,4.0104,0;0,5.0104,0;0,6.0104,0;.866,9.5104,0;0,7.0104,0;-1.7321,7.0104,0;-1.7363,13.0155,0;.0075,12.0207,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.03,10.261,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0355,11.7604,0;-.4296,10.2636,0;-2.1651,8.7604,0;-.5,3.0104,0;.5,3.0104,0;-.5,4.0104,0;.5,4.0104,0;-.5,5.0104,0;.5,5.0104,0;-.5,6.0104,0;.5,6.0104,0;.433,7.2604,0;-2.1704,13.2636,0;.0068,12.5207,0;

Duplicates DB16775

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.sdf

Formula	C₂₀H₂₀N₂O₃
MW	336.39
InChIKey	GWCNJMUSWLTSCW-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	46
Rotat_Bonds	10
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.73
logP	3.53478
PSA	93.35
MR	96.6587
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-46.34825
PM7_Total_Energy_ev	-3983.94323
PM7_Electronic_Energy_ev	-28710.15659
PM7_Dipole_Debye	1.70983
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.2
PM7_LUMO_Energy_ev	-1.23
PM7_COSMO_Area_square_ang	384.19
PM7_COSMO_Volue_cubic_ang	422.1
PM7_Electron_Affinity_ev	1.23
PM7_Ionization_Energy_ev	9.2
PM7_Energy_Gap_ev	7.97
PM7_Global_Hardness_ev	3.985
PM7_Global_Softness_ev	0.25094102885821834
PM7_Chemical_Potential_ev	-5.215
PM7_Electronigativity_ev	5.215
PM7_Back_Donation_Energy_ev	-0.99625
PM7_Electrophilicity_ev	3.4123243412797994
OPENEYE_Name	(~{E})-2-cyano-3-(3,4-dihydroxyphenyl)-~{N}-(4-phenylbutyl)prop-2-enamide
SMILES	C(#N)C(=Cc1ccc(c(c1)O)O)C(=O)NCCCCc2ccccc2
Canonical_SMILES	N#C/C(=Cc1ccc(c(c1)O)O)/C(=O)NCCCCc1ccccc1
InChI	1/C20H20N2O3/c21-14-17(12-16-9-10-18(23)19(24)13-16)20(25)22-11-5-4-8-15-6-2-1-3-7-15/h1-3,6-7,9-10,12-13,23-24H,4-5,8,11H2,(H,22,25)/f/h22H
InChI_3D	1S/C20H20N2O3/c21-14-17(12-16-9-10-18(23)19(24)13-16)20(25)22-11-5-4-8-15-6-2-1-3-7-15/h1-3,6-7,9-10,12-13,23-24H,4-5,8,11H2,(H,22,25)/b17-12+
AuxInfo	1/1/N:2,3,4,18,19,6,7,17,5,8,20,14,9,1,11,10,15,12,13,16,21,22,24,25,23/E:(2,3)(6,7)/F:m/E:m/rA:45nCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;s3;d4;d5;;s5d9;d6s7;s8;s9d12;s10;s1w14;s15;s11;s17;s18;s19;t1;s16s20;d16;s12;s13;s2;s3;s4;s5;s6;s7;s8;s9;s14;s17;s17;s18;s18;s19;s19;s20;s20;s22;s24;s25;/rC:0,9.0104,0;;-.8675,.4975,0;.8675,.4975,0;-2.5974,10.5117,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6017,11.5117,0;-.8623,10.5143,0;-1.7321,10.0104,0;0,2.0104,0;-1.7319,12.0156,0;-.8578,11.5194,0;-1.7321,9.0104,0;-.866,8.5104,0;-.866,7.5104,0;0,3.0104,0;0,4.0104,0;0,5.0104,0;0,6.0104,0;.866,9.5104,0;0,7.0104,0;-1.7321,7.0104,0;-1.7363,13.0155,0;.0075,12.0207,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.03,10.261,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0355,11.7604,0;-.4296,10.2636,0;-2.1651,8.7604,0;-.5,3.0104,0;.5,3.0104,0;-.5,4.0104,0;.5,4.0104,0;-.5,5.0104,0;.5,5.0104,0;-.5,6.0104,0;.5,6.0104,0;.433,7.2604,0;-2.1704,13.2636,0;.0068,12.5207,0;
Duplicates	DB16775
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16775.sdf