CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL102195 (2354)

Formula C₂₂H₁₉ClN₂O₃

MW 394.86

InChIKey DOFQHIXYGMHBGW-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 5

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.31

logP 3.8165

PSA 62.4

MR 110.953

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -10.92614

PM7_Total_Energy_ev -4481.67329

PM7_Electronic_Energy_ev -34665.96273

PM7_Dipole_Debye 6.44347

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.017

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 397.23

PM7_COSMO_Volue_cubic_ang 446.78

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 9.017

PM7_Energy_Gap_ev 8.265

PM7_Global_Hardness_ev 4.1325

PM7_Global_Softness_ev 0.24198427102238354

PM7_Chemical_Potential_ev -4.8845

PM7_Electronigativity_ev 4.8845

PM7_Back_Donation_Energy_ev -1.033125

PM7_Electrophilicity_ev 2.886671536600121

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

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

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

InChI 1/C22H19ClN2O3/c1-12-20(23)19-21(24-12)16(26)9-17-22(19)10-14(22)11-25(17)18(27)8-5-13-3-6-15(28-2)7-4-13/h3-9,14,24H,10-11H2,1-2H3

InChI_3D 1S/C22H19ClN2O3/c1-12-20(23)19-21(24-12)16(26)9-17-22(19)10-14(22)11-25(17)18(27)8-5-13-3-6-15(28-2)7-4-13/h3-9,14,24H,10-11H2,1-2H3/b8-5+/t14-,22+/m1/s1

AuxInfo 1/0/N:21,22,1,2,14,3,4,15,11,17,18,10,5,19,7,12,13,16,6,8,9,20,28,23,24,25,26,27/E:(3,4)(6,7)/rA:47cCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s3d4;s6;d6;d8;;s9s11;d11;s5;w14;s15;;;s17s18;s6s13s17s19;s10;;s9s10;s13s16s18;d12;d16;s7s22;s8;s1;s2;s3;s4;s11;s14;s15;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;/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;1.5962,.3381,0;4.7228,6.2724,0;.9208,-.4105,0;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;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;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;5.7913,1.3773,0;4.5095,7.2494,0;1.128,-1.3888,0;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;-.265,1.3377,0;

Duplicates CHEMBL102195

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.sdf

Formula	C₂₂H₁₉ClN₂O₃
MW	394.86
InChIKey	DOFQHIXYGMHBGW-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	5
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.31
logP	3.8165
PSA	62.4
MR	110.953
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-10.92614
PM7_Total_Energy_ev	-4481.67329
PM7_Electronic_Energy_ev	-34665.96273
PM7_Dipole_Debye	6.44347
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.017
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	397.23
PM7_COSMO_Volue_cubic_ang	446.78
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	9.017
PM7_Energy_Gap_ev	8.265
PM7_Global_Hardness_ev	4.1325
PM7_Global_Softness_ev	0.24198427102238354
PM7_Chemical_Potential_ev	-4.8845
PM7_Electronigativity_ev	4.8845
PM7_Back_Donation_Energy_ev	-1.033125
PM7_Electrophilicity_ev	2.886671536600121
OPENEYE_Name	(1~{R},12~{S})-3-chloro-10-[(~{E})-3-(4-methoxyphenyl)prop-2-enoyl]-4-methyl-5,10-diazatetracyclo[7.4.0.0^{1,12}.0^{2,6}]trideca-2(6),3,8-trien-7-one
SMILES	c1cc(ccc1C=CC(=O)N2C3=CC(=O)c4c(c(c([nH]4)C)Cl)C35CC5C2)OC
Canonical_SMILES	COc1ccc(cc1)/C=C/C(=O)N1C[C@@H]2[C@]3(C1=CC(=O)c1c3c(Cl)c([nH]1)C)C2
InChI	1/C22H19ClN2O3/c1-12-20(23)19-21(24-12)16(26)9-17-22(19)10-14(22)11-25(17)18(27)8-5-13-3-6-15(28-2)7-4-13/h3-9,14,24H,10-11H2,1-2H3
InChI_3D	1S/C22H19ClN2O3/c1-12-20(23)19-21(24-12)16(26)9-17-22(19)10-14(22)11-25(17)18(27)8-5-13-3-6-15(28-2)7-4-13/h3-9,14,24H,10-11H2,1-2H3/b8-5+/t14-,22+/m1/s1
AuxInfo	1/0/N:21,22,1,2,14,3,4,15,11,17,18,10,5,19,7,12,13,16,6,8,9,20,28,23,24,25,26,27/E:(3,4)(6,7)/rA:47cCCCCCCCCCCCCCCCCCCCCCCNNOOOClHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s3d4;s6;d6;d8;;s9s11;d11;s5;w14;s15;;;s17s18;s6s13s17s19;s10;;s9s10;s13s16s18;d12;d16;s7s22;s8;s1;s2;s3;s4;s11;s14;s15;s17;s17;s18;s18;s19;s21;s21;s21;s22;s22;s22;s23;/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;1.5962,.3381,0;4.7228,6.2724,0;.9208,-.4105,0;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;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;.1063,1.0028,0;4.0991,1.0079,0;1.1018,2.9544,0;5.7913,1.3773,0;4.5095,7.2494,0;1.128,-1.3888,0;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;-.265,1.3377,0;
Duplicates	CHEMBL102195
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000102000-0000102249/CHEMBL102195.sdf