CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04030 (4328)

Formula C₂₅H₂₂N₂O₃

MW 398.46

InChIKey ADXYEWMDAGIULV-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.92

logP 4.2372

PSA 65.7

MR 120.885

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -31.5431

PM7_Total_Energy_ev -4625.17225

PM7_Electronic_Energy_ev -40150.1212

PM7_Dipole_Debye 4.48367

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.278

PM7_LUMO_Energy_ev -0.331

PM7_COSMO_Area_square_ang 394.51

PM7_COSMO_Volue_cubic_ang 479.39

PM7_Electron_Affinity_ev 0.331

PM7_Ionization_Energy_ev 8.278

PM7_Energy_Gap_ev 7.947

PM7_Global_Hardness_ev 3.9735

PM7_Global_Softness_ev 0.25166729583490627

PM7_Chemical_Potential_ev -4.3045

PM7_Electronigativity_ev 4.3045

PM7_Back_Donation_Energy_ev -0.993375

PM7_Electrophilicity_ev 2.331536460299484

OPENEYE_Name (4-hydroxyphenyl)-[9-[(4-hydroxyphenyl)methyl]-3,4-dihydro-1~{H}-pyrido[3,4-b]indol-2-yl]methanone

SMILES c1ccc2c(c1)c3c(n2Cc4ccc(cc4)O)CN(CC3)C(=O)c5ccc(cc5)O

Canonical_SMILES Oc1ccc(cc1)Cn1c2ccccc2c2c1CN(CC2)C(=O)c1ccc(cc1)O

InChI 1/C25H22N2O3/c28-19-9-5-17(6-10-19)15-27-23-4-2-1-3-21(23)22-13-14-26(16-24(22)27)25(30)18-7-11-20(29)12-8-18/h1-12,28-29H,13-16H2

InChI_3D 1S/C25H22N2O3/c28-19-9-5-17(6-10-19)15-27-23-4-2-1-3-21(23)22-13-14-26(16-24(22)27)25(30)18-7-11-20(29)12-8-18/h1-12,28-29H,13-16H2

AuxInfo 1/0/N:1,2,3,8,6,7,4,5,11,12,9,10,22,24,25,23,16,14,19,18,13,15,17,20,21,27,26,30,29,28/E:(5,6)(7,8)(9,10)(11,12)/rA:52nCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2;d4;s5;d6;s7;d3;s4d5;s13;s6d7;d8s13;s9d10;s11d12;d15;s14;s15;s20;s22;s16;s17s20s25;s21s23s24;d21;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;/rC:;-.3143,.9606,0;.9816,-.2059,0;7.7482,.0845,0;6.4606,-1.0784,0;1.2856,4.5861,0;3.0206,4.5875,0;.3605,1.7075,0;8.4219,-.6615,0;7.1344,-1.8244,0;1.2848,5.5913,0;3.0198,5.5927,0;1.6513,.5386,0;6.7709,-.1278,0;2.6563,.5419,0;2.1535,4.0893,0;1.3429,1.4971,0;8.1184,-1.6197,0;2.1518,6.0997,0;2.9705,1.497,0;5.5979,1.1709,0;3.3258,-.2052,0;3.9487,1.7045,0;4.3095,.0013,0;2.1544,3.0893,0;2.1552,2.0893,0;4.6201,.9615,0;5.9055,2.1225,0;8.7887,-2.3618,0;2.151,7.0997,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;7.9012,.5605,0;5.9715,-1.1824,0;.8532,4.3351,0;3.4535,4.3373,0;.2068,2.1833,0;8.9105,-.5553,0;6.9792,-2.2997,0;.8508,5.8396,0;3.4533,5.8418,0;3.512,-.6693,0;2.9011,-.4691,0;3.7612,2.168,0;4.3724,1.9699,0;4.8046,-.0683,0;4.3263,-.4984,0;2.6544,3.0897,0;1.6544,3.0889,0;9.2776,-2.2571,0;1.7178,7.3493,0;

Duplicates DB04030

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.sdf

Formula	C₂₅H₂₂N₂O₃
MW	398.46
InChIKey	ADXYEWMDAGIULV-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.92
logP	4.2372
PSA	65.7
MR	120.885
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-31.5431
PM7_Total_Energy_ev	-4625.17225
PM7_Electronic_Energy_ev	-40150.1212
PM7_Dipole_Debye	4.48367
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.278
PM7_LUMO_Energy_ev	-0.331
PM7_COSMO_Area_square_ang	394.51
PM7_COSMO_Volue_cubic_ang	479.39
PM7_Electron_Affinity_ev	0.331
PM7_Ionization_Energy_ev	8.278
PM7_Energy_Gap_ev	7.947
PM7_Global_Hardness_ev	3.9735
PM7_Global_Softness_ev	0.25166729583490627
PM7_Chemical_Potential_ev	-4.3045
PM7_Electronigativity_ev	4.3045
PM7_Back_Donation_Energy_ev	-0.993375
PM7_Electrophilicity_ev	2.331536460299484
OPENEYE_Name	(4-hydroxyphenyl)-[9-[(4-hydroxyphenyl)methyl]-3,4-dihydro-1~{H}-pyrido[3,4-b]indol-2-yl]methanone
SMILES	c1ccc2c(c1)c3c(n2Cc4ccc(cc4)O)CN(CC3)C(=O)c5ccc(cc5)O
Canonical_SMILES	Oc1ccc(cc1)Cn1c2ccccc2c2c1CN(CC2)C(=O)c1ccc(cc1)O
InChI	1/C25H22N2O3/c28-19-9-5-17(6-10-19)15-27-23-4-2-1-3-21(23)22-13-14-26(16-24(22)27)25(30)18-7-11-20(29)12-8-18/h1-12,28-29H,13-16H2
InChI_3D	1S/C25H22N2O3/c28-19-9-5-17(6-10-19)15-27-23-4-2-1-3-21(23)22-13-14-26(16-24(22)27)25(30)18-7-11-20(29)12-8-18/h1-12,28-29H,13-16H2
AuxInfo	1/0/N:1,2,3,8,6,7,4,5,11,12,9,10,22,24,25,23,16,14,19,18,13,15,17,20,21,27,26,30,29,28/E:(5,6)(7,8)(9,10)(11,12)/rA:52nCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s2;d4;s5;d6;s7;d3;s4d5;s13;s6d7;d8s13;s9d10;s11d12;d15;s14;s15;s20;s22;s16;s17s20s25;s21s23s24;d21;s18;s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s23;s23;s24;s24;s25;s25;s29;s30;/rC:;-.3143,.9606,0;.9816,-.2059,0;7.7482,.0845,0;6.4606,-1.0784,0;1.2856,4.5861,0;3.0206,4.5875,0;.3605,1.7075,0;8.4219,-.6615,0;7.1344,-1.8244,0;1.2848,5.5913,0;3.0198,5.5927,0;1.6513,.5386,0;6.7709,-.1278,0;2.6563,.5419,0;2.1535,4.0893,0;1.3429,1.4971,0;8.1184,-1.6197,0;2.1518,6.0997,0;2.9705,1.497,0;5.5979,1.1709,0;3.3258,-.2052,0;3.9487,1.7045,0;4.3095,.0013,0;2.1544,3.0893,0;2.1552,2.0893,0;4.6201,.9615,0;5.9055,2.1225,0;8.7887,-2.3618,0;2.151,7.0997,0;-.3337,-.3724,0;-.8034,1.0645,0;1.1369,-.6812,0;7.9012,.5605,0;5.9715,-1.1824,0;.8532,4.3351,0;3.4535,4.3373,0;.2068,2.1833,0;8.9105,-.5553,0;6.9792,-2.2997,0;.8508,5.8396,0;3.4533,5.8418,0;3.512,-.6693,0;2.9011,-.4691,0;3.7612,2.168,0;4.3724,1.9699,0;4.8046,-.0683,0;4.3263,-.4984,0;2.6544,3.0897,0;1.6544,3.0889,0;9.2776,-2.2571,0;1.7178,7.3493,0;
Duplicates	DB04030
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04030.sdf