CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199256 (2542213)

Formula C₂₅H₂₃NO₃

MW 385.46

InChIKey ALIJDWMYFXWURY-UHFFFAOYNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.17

logP 4.7844

PSA 38.77

MR 116.094

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.60853

PM7_Total_Energy_ev -4451.76134

PM7_Electronic_Energy_ev -38263.34876

PM7_Dipole_Debye 4.59021

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.54

PM7_LUMO_Energy_ev -0.246

PM7_COSMO_Area_square_ang 392.78

PM7_COSMO_Volue_cubic_ang 470.61

PM7_Electron_Affinity_ev 0.246

PM7_Ionization_Energy_ev 8.54

PM7_Energy_Gap_ev 8.294

PM7_Global_Hardness_ev 4.147

PM7_Global_Softness_ev 0.24113817217265493

PM7_Chemical_Potential_ev -4.393

PM7_Electronigativity_ev 4.393

PM7_Back_Donation_Energy_ev -1.03675

PM7_Electrophilicity_ev 2.3267963588136

OPENEYE_Name (3~{S},3~{a}~{R})-3-(3-benzyloxy-2-methoxy-phenyl)-2,3,3~{a},4-tetrahydropyrrolo[1,2-a]indol-1-one

SMILES c1ccc(cc1)COc2cccc(c2OC)C3CC(=O)N4C3Cc5c4cccc5

Canonical_SMILES COc1c(cccc1[C@@H]1CC(=O)N2[C@@H]1Cc1c2cccc1)OCc1ccccc1

InChI 1/C25H23NO3/c1-28-25-19(11-7-13-23(25)29-16-17-8-3-2-4-9-17)20-15-24(27)26-21-12-6-5-10-18(21)14-22(20)26/h2-13,20,22H,14-16H2,1H3

InChI_3D 1S/C25H23NO3/c1-28-25-19(11-7-13-23(25)29-16-17-8-3-2-4-9-17)20-15-24(27)26-21-12-6-5-10-18(21)14-22(20)26/h2-13,20,22H,14-16H2,1H3/t20-,22+/m0/s1

AuxInfo 1/0/N:24,1,3,4,2,5,6,9,10,7,8,11,12,20,21,25,15,13,14,22,16,23,17,19,18,26,27,28,29/E:(3,4)(8,9)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;d6;s3;d4;s5;s6;d7;s8;d9s10;d11s13;d12;d14s17;;s13;s19;s14s21;s20s22;;s15;s16s19s23;d19;s18s24;s17s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;/rC:5.8287,-4.2567,0;;6.8224,-4.1449,0;5.2303,-3.4554,0;.0051,1.0055,0;6.6325,1.9507,0;.8635,-.5043,0;5.6384,1.8418,0;7.2219,-3.2225,0;5.6298,-2.533,0;.8736,1.5067,0;7.2285,1.1477,0;1.7415,-.0079,0;5.2363,.9206,0;6.6276,-2.4118,0;1.7426,.9967,0;6.8263,.2264,0;5.8282,.1082,0;3.2838,2.1191,0;2.6967,-.3194,0;4.2379,1.8138,0;4.2422,.8118,0;3.2908,.4981,0;4.4343,-.92,0;7.025,-1.4942,0;2.6984,1.3061,0;2.9706,3.0688,0;5.4281,-.8082,0;7.4224,-.5765,0;5.63,-4.7155,0;-.4343,-.2478,0;7.1199,-4.5468,0;4.7337,-3.5135,0;-.4273,1.2566,0;6.8326,2.4089,0;.86,-1.0043,0;5.3422,2.2446,0;7.7188,-3.1666,0;5.3306,-2.1324,0;.8754,2.0067,0;7.7253,1.2043,0;3.1296,-.5696,0;2.493,-.776,0;4.3397,2.3033,0;4.7354,1.7637,0;4.3483,.3232,0;2.7908,.497,0;4.3785,-.4231,0;4.4902,-1.4169,0;3.9375,-.9759,0;7.4838,-1.6929,0;6.5661,-1.2955,0;

Duplicates CHEMBL5199256

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.sdf

Formula	C₂₅H₂₃NO₃
MW	385.46
InChIKey	ALIJDWMYFXWURY-UHFFFAOYNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.17
logP	4.7844
PSA	38.77
MR	116.094
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.60853
PM7_Total_Energy_ev	-4451.76134
PM7_Electronic_Energy_ev	-38263.34876
PM7_Dipole_Debye	4.59021
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.54
PM7_LUMO_Energy_ev	-0.246
PM7_COSMO_Area_square_ang	392.78
PM7_COSMO_Volue_cubic_ang	470.61
PM7_Electron_Affinity_ev	0.246
PM7_Ionization_Energy_ev	8.54
PM7_Energy_Gap_ev	8.294
PM7_Global_Hardness_ev	4.147
PM7_Global_Softness_ev	0.24113817217265493
PM7_Chemical_Potential_ev	-4.393
PM7_Electronigativity_ev	4.393
PM7_Back_Donation_Energy_ev	-1.03675
PM7_Electrophilicity_ev	2.3267963588136
OPENEYE_Name	(3~{S},3~{a}~{R})-3-(3-benzyloxy-2-methoxy-phenyl)-2,3,3~{a},4-tetrahydropyrrolo[1,2-a]indol-1-one
SMILES	c1ccc(cc1)COc2cccc(c2OC)C3CC(=O)N4C3Cc5c4cccc5
Canonical_SMILES	COc1c(cccc1[C@@H]1CC(=O)N2[C@@H]1Cc1c2cccc1)OCc1ccccc1
InChI	1/C25H23NO3/c1-28-25-19(11-7-13-23(25)29-16-17-8-3-2-4-9-17)20-15-24(27)26-21-12-6-5-10-18(21)14-22(20)26/h2-13,20,22H,14-16H2,1H3
InChI_3D	1S/C25H23NO3/c1-28-25-19(11-7-13-23(25)29-16-17-8-3-2-4-9-17)20-15-24(27)26-21-12-6-5-10-18(21)14-22(20)26/h2-13,20,22H,14-16H2,1H3/t20-,22+/m0/s1
AuxInfo	1/0/N:24,1,3,4,2,5,6,9,10,7,8,11,12,20,21,25,15,13,14,22,16,23,17,19,18,26,27,28,29/E:(3,4)(8,9)/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;d6;s3;d4;s5;s6;d7;s8;d9s10;d11s13;d12;d14s17;;s13;s19;s14s21;s20s22;;s15;s16s19s23;d19;s18s24;s17s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;/rC:5.8287,-4.2567,0;;6.8224,-4.1449,0;5.2303,-3.4554,0;.0051,1.0055,0;6.6325,1.9507,0;.8635,-.5043,0;5.6384,1.8418,0;7.2219,-3.2225,0;5.6298,-2.533,0;.8736,1.5067,0;7.2285,1.1477,0;1.7415,-.0079,0;5.2363,.9206,0;6.6276,-2.4118,0;1.7426,.9967,0;6.8263,.2264,0;5.8282,.1082,0;3.2838,2.1191,0;2.6967,-.3194,0;4.2379,1.8138,0;4.2422,.8118,0;3.2908,.4981,0;4.4343,-.92,0;7.025,-1.4942,0;2.6984,1.3061,0;2.9706,3.0688,0;5.4281,-.8082,0;7.4224,-.5765,0;5.63,-4.7155,0;-.4343,-.2478,0;7.1199,-4.5468,0;4.7337,-3.5135,0;-.4273,1.2566,0;6.8326,2.4089,0;.86,-1.0043,0;5.3422,2.2446,0;7.7188,-3.1666,0;5.3306,-2.1324,0;.8754,2.0067,0;7.7253,1.2043,0;3.1296,-.5696,0;2.493,-.776,0;4.3397,2.3033,0;4.7354,1.7637,0;4.3483,.3232,0;2.7908,.497,0;4.3785,-.4231,0;4.4902,-1.4169,0;3.9375,-.9759,0;7.4838,-1.6929,0;6.5661,-1.2955,0;
Duplicates	CHEMBL5199256
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199256.sdf