CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101995 (2146)

Formula C₂₄H₂₂N₂O₅

MW 418.45

InChIKey IERVZTHJIGHTDP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.78

logP 2.9497

PSA 88.7

MR 117.223

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -86.30906

PM7_Total_Energy_ev -5091.59652

PM7_Electronic_Energy_ev -41328.86382

PM7_Dipole_Debye 6.8622

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.975

PM7_LUMO_Energy_ev -0.699

PM7_COSMO_Area_square_ang 426.49

PM7_COSMO_Volue_cubic_ang 481.95

PM7_Electron_Affinity_ev 0.699

PM7_Ionization_Energy_ev 8.975

PM7_Energy_Gap_ev 8.276

PM7_Global_Hardness_ev 4.138

PM7_Global_Softness_ev 0.2416626389560174

PM7_Chemical_Potential_ev -4.837

PM7_Electronigativity_ev 4.837

PM7_Back_Donation_Energy_ev -1.0345

PM7_Electrophilicity_ev 2.8270383035282745

OPENEYE_Name methyl (1~{R},12~{S})-10-[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]-4-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-3-carboxylate

SMILES c1cc(ccc1C=CC(=O)N2C3=CC(=O)c4c(c(c([nH]4)C)C(=O)OC)C35CC5C2)OC

Canonical_SMILES COc1ccc(cc1)/C=C/C(=O)N1C[C@@H]2[C@]3(C1=CC(=O)c1c3c(C(=O)OC)c([nH]1)C)C2

InChI 1/C24H22N2O5/c1-13-20(23(29)31-3)21-22(25-13)17(27)10-18-24(21)11-15(24)12-26(18)19(28)9-6-14-4-7-16(30-2)8-5-14/h4-10,15,25H,11-12H2,1-3H3

InChI_3D 1S/C24H22N2O5/c1-13-20(23(29)31-3)21-22(25-13)17(27)10-18-24(21)11-15(24)12-26(18)19(28)9-6-14-4-7-16(30-2)8-5-14/h4-10,15,25H,11-12H2,1-3H3/b9-6+/t15-,24+/m1/s1

AuxInfo 1/0/N:22,23,24,1,2,14,3,4,15,11,18,19,10,5,20,8,12,13,17,6,7,9,16,21,25,26,27,29,28,30,31/E:(4,5)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s6;s3d4;d7;d6;;s9s11;d11;s5;w14;s6;s15;;;s18s19;s7s13s18s20;s10;;;s9s10;s13s17s19;d12;d16;d17;s8s23;s16s24;s1;s2;s3;s4;s11;s14;s15;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;/rC:5.893,4.9793,0;4.1979,4.6093,0;5.6786,5.9614,0;3.9835,5.5914,0;5.1515,4.3083,0;.9208,-.4105,0;1.5962,.3381,0;4.7228,6.2724,0;1.0926,1.2117,0;;2.6119,2.0879,0;1.6009,2.0879,0;3.1146,1.2117,0;5.3648,3.3313,0;4.6253,2.6581,0;1.2834,-2.1225,0;4.8386,1.6811,0;2.3171,-.6213,0;4.2098,.0088,0;3.2935,-.4051,0;2.6181,.3323,0;-.8664,-.4994,0;5.249,7.9226,0;.7469,-3.7694,0;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;2.2342,-2.4323,0;5.7913,1.3773,0;4.5095,7.2494,0;.5397,-2.7911,0;6.3691,4.8267,0;3.8286,4.2722,0;6.0493,6.2969,0;3.5067,5.7419,0;2.8625,2.5206,0;5.8411,3.1794,0;4.1489,2.81,0;2.3388,-1.1208,0;1.8214,-.5559,0;4.6983,.1155,0;4.3669,-.4659,0;3.4513,-.8795,0;-.6167,-.9326,0;-1.2996,-.7491,0;-1.1161,-.0662,0;5.5856,7.5529,0;4.9124,8.2923,0;5.6187,8.2592,0;.2578,-3.873,0;1.2361,-3.6658,0;.8505,-4.2586,0;-.265,1.3377,0;

Duplicates CHEMBL101995

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.sdf

Formula	C₂₄H₂₂N₂O₅
MW	418.45
InChIKey	IERVZTHJIGHTDP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.78
logP	2.9497
PSA	88.7
MR	117.223
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-86.30906
PM7_Total_Energy_ev	-5091.59652
PM7_Electronic_Energy_ev	-41328.86382
PM7_Dipole_Debye	6.8622
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.975
PM7_LUMO_Energy_ev	-0.699
PM7_COSMO_Area_square_ang	426.49
PM7_COSMO_Volue_cubic_ang	481.95
PM7_Electron_Affinity_ev	0.699
PM7_Ionization_Energy_ev	8.975
PM7_Energy_Gap_ev	8.276
PM7_Global_Hardness_ev	4.138
PM7_Global_Softness_ev	0.2416626389560174
PM7_Chemical_Potential_ev	-4.837
PM7_Electronigativity_ev	4.837
PM7_Back_Donation_Energy_ev	-1.0345
PM7_Electrophilicity_ev	2.8270383035282745
OPENEYE_Name	methyl (1~{R},12~{S})-10-[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]-4-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-triene-3-carboxylate
SMILES	c1cc(ccc1C=CC(=O)N2C3=CC(=O)c4c(c(c([nH]4)C)C(=O)OC)C35CC5C2)OC
Canonical_SMILES	COc1ccc(cc1)/C=C/C(=O)N1C[C@@H]2[C@]3(C1=CC(=O)c1c3c(C(=O)OC)c([nH]1)C)C2
InChI	1/C24H22N2O5/c1-13-20(23(29)31-3)21-22(25-13)17(27)10-18-24(21)11-15(24)12-26(18)19(28)9-6-14-4-7-16(30-2)8-5-14/h4-10,15,25H,11-12H2,1-3H3
InChI_3D	1S/C24H22N2O5/c1-13-20(23(29)31-3)21-22(25-13)17(27)10-18-24(21)11-15(24)12-26(18)19(28)9-6-14-4-7-16(30-2)8-5-14/h4-10,15,25H,11-12H2,1-3H3/b9-6+/t15-,24+/m1/s1
AuxInfo	1/0/N:22,23,24,1,2,14,3,4,15,11,18,19,10,5,20,8,12,13,17,6,7,9,16,21,25,26,27,29,28,30,31/E:(4,5)(7,8)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s6;s3d4;d7;d6;;s9s11;d11;s5;w14;s6;s15;;;s18s19;s7s13s18s20;s10;;;s9s10;s13s17s19;d12;d16;d17;s8s23;s16s24;s1;s2;s3;s4;s11;s14;s15;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;/rC:5.893,4.9793,0;4.1979,4.6093,0;5.6786,5.9614,0;3.9835,5.5914,0;5.1515,4.3083,0;.9208,-.4105,0;1.5962,.3381,0;4.7228,6.2724,0;1.0926,1.2117,0;;2.6119,2.0879,0;1.6009,2.0879,0;3.1146,1.2117,0;5.3648,3.3313,0;4.6253,2.6581,0;1.2834,-2.1225,0;4.8386,1.6811,0;2.3171,-.6213,0;4.2098,.0088,0;3.2935,-.4051,0;2.6181,.3323,0;-.8664,-.4994,0;5.249,7.9226,0;.7469,-3.7694,0;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;2.2342,-2.4323,0;5.7913,1.3773,0;4.5095,7.2494,0;.5397,-2.7911,0;6.3691,4.8267,0;3.8286,4.2722,0;6.0493,6.2969,0;3.5067,5.7419,0;2.8625,2.5206,0;5.8411,3.1794,0;4.1489,2.81,0;2.3388,-1.1208,0;1.8214,-.5559,0;4.6983,.1155,0;4.3669,-.4659,0;3.4513,-.8795,0;-.6167,-.9326,0;-1.2996,-.7491,0;-1.1161,-.0662,0;5.5856,7.5529,0;4.9124,8.2923,0;5.6187,8.2592,0;.2578,-3.873,0;1.2361,-3.6658,0;.8505,-4.2586,0;-.265,1.3377,0;
Duplicates	CHEMBL101995
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101995.sdf