CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16774 (13108)

Formula C₁₆H₁₂N₂O₃

MW 280.28

InChIKey HKHOVJYOELRGMV-GPQMBLKYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 33

Number_Heavy_Atoms 21

Number_Rings 2

Number_Bonds 34

Rotat_Bonds 6

Unbranched_Chain 2

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 1.6

logP 2.71648

PSA 93.35

MR 78.9687

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.17515

PM7_Total_Energy_ev -3384.11816

PM7_Electronic_Energy_ev -21431.13511

PM7_Dipole_Debye 0.92251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.126

PM7_LUMO_Energy_ev -1.339

PM7_COSMO_Area_square_ang 308.26

PM7_COSMO_Volue_cubic_ang 328.51

PM7_Electron_Affinity_ev 1.339

PM7_Ionization_Energy_ev 9.126

PM7_Energy_Gap_ev 7.787

PM7_Global_Hardness_ev 3.8935

PM7_Global_Softness_ev 0.2568383202773854

PM7_Chemical_Potential_ev -5.2325

PM7_Electronigativity_ev 5.2325

PM7_Back_Donation_Energy_ev -0.973375

PM7_Electrophilicity_ev 3.515995409015025

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

SMILES C(#N)C(=Cc1ccc(c(c1)O)O)C(=O)Nc2ccccc2

Canonical_SMILES N#C/C(=Cc1ccc(c(c1)O)O)/C(=O)Nc1ccccc1

InChI 1/C16H12N2O3/c17-10-12(8-11-6-7-14(19)15(20)9-11)16(21)18-13-4-2-1-3-5-13/h1-9,19-20H,(H,18,21)/f/h18H

InChI_3D 1S/C16H12N2O3/c17-10-12(8-11-6-7-14(19)15(20)9-11)16(21)18-13-4-2-1-3-5-13/h1-9,19-20H,(H,18,21)/b12-8+

AuxInfo 1/1/N:2,3,4,6,7,5,8,14,9,1,10,15,11,12,13,16,17,18,20,21,19/E:(2,3)(4,5)/F:m/E:m/rA:33nCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHH/rB:;d2;s2;;s3;d4;d5;;s5d9;d6s7;s8;s9d12;s10;s1w14;s15;t1;s11s16;d16;s12;s13;s2;s3;s4;s5;s6;s7;s8;s9;s14;s18;s20;s21;/rC:0,5.0104,0;;-.8675,.4975,0;.8675,.4975,0;-2.5974,6.5117,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6017,7.5117,0;-.8623,6.5143,0;-1.7321,6.0104,0;0,2.0104,0;-1.7319,8.0156,0;-.8578,7.5194,0;-1.7321,5.0104,0;-.866,4.5104,0;-.866,3.5104,0;.866,5.5104,0;0,3.0104,0;-1.7321,3.0104,0;-1.7363,9.0155,0;.0075,8.0207,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.03,6.261,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0355,7.7604,0;-.4296,6.2636,0;-2.1651,4.7604,0;.433,3.2604,0;-2.1704,9.2636,0;.0068,8.5207,0;

Duplicates DB16774

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.sdf

Formula	C₁₆H₁₂N₂O₃
MW	280.28
InChIKey	HKHOVJYOELRGMV-GPQMBLKYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	33
Number_Heavy_Atoms	21
Number_Rings	2
Number_Bonds	34
Rotat_Bonds	6
Unbranched_Chain	2
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	1.6
logP	2.71648
PSA	93.35
MR	78.9687
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.17515
PM7_Total_Energy_ev	-3384.11816
PM7_Electronic_Energy_ev	-21431.13511
PM7_Dipole_Debye	0.92251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.126
PM7_LUMO_Energy_ev	-1.339
PM7_COSMO_Area_square_ang	308.26
PM7_COSMO_Volue_cubic_ang	328.51
PM7_Electron_Affinity_ev	1.339
PM7_Ionization_Energy_ev	9.126
PM7_Energy_Gap_ev	7.787
PM7_Global_Hardness_ev	3.8935
PM7_Global_Softness_ev	0.2568383202773854
PM7_Chemical_Potential_ev	-5.2325
PM7_Electronigativity_ev	5.2325
PM7_Back_Donation_Energy_ev	-0.973375
PM7_Electrophilicity_ev	3.515995409015025
OPENEYE_Name	(~{E})-2-cyano-3-(3,4-dihydroxyphenyl)-~{N}-phenyl-prop-2-enamide
SMILES	C(#N)C(=Cc1ccc(c(c1)O)O)C(=O)Nc2ccccc2
Canonical_SMILES	N#C/C(=Cc1ccc(c(c1)O)O)/C(=O)Nc1ccccc1
InChI	1/C16H12N2O3/c17-10-12(8-11-6-7-14(19)15(20)9-11)16(21)18-13-4-2-1-3-5-13/h1-9,19-20H,(H,18,21)/f/h18H
InChI_3D	1S/C16H12N2O3/c17-10-12(8-11-6-7-14(19)15(20)9-11)16(21)18-13-4-2-1-3-5-13/h1-9,19-20H,(H,18,21)/b12-8+
AuxInfo	1/1/N:2,3,4,6,7,5,8,14,9,1,10,15,11,12,13,16,17,18,20,21,19/E:(2,3)(4,5)/F:m/E:m/rA:33nCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHH/rB:;d2;s2;;s3;d4;d5;;s5d9;d6s7;s8;s9d12;s10;s1w14;s15;t1;s11s16;d16;s12;s13;s2;s3;s4;s5;s6;s7;s8;s9;s14;s18;s20;s21;/rC:0,5.0104,0;;-.8675,.4975,0;.8675,.4975,0;-2.5974,6.5117,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6017,7.5117,0;-.8623,6.5143,0;-1.7321,6.0104,0;0,2.0104,0;-1.7319,8.0156,0;-.8578,7.5194,0;-1.7321,5.0104,0;-.866,4.5104,0;-.866,3.5104,0;.866,5.5104,0;0,3.0104,0;-1.7321,3.0104,0;-1.7363,9.0155,0;.0075,8.0207,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.03,6.261,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0355,7.7604,0;-.4296,6.2636,0;-2.1651,4.7604,0;.433,3.2604,0;-2.1704,9.2636,0;.0068,8.5207,0;
Duplicates	DB16774
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16774.sdf