CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195501 (2538226)

Formula C₂₄H₂₇ClN₂O₄S

MW 475

InChIKey LQQHTJHINREOKO-CKFYMFOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 63

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.24

logP 6.6566

PSA 99.89

MR 125.3

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -99.96926

PM7_Total_Energy_ev -5308.68675

PM7_Electronic_Energy_ev -47594.71513

PM7_Dipole_Debye 3.1829

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.976

PM7_LUMO_Energy_ev -0.804

PM7_COSMO_Area_square_ang 441

PM7_COSMO_Volue_cubic_ang 534.81

PM7_Electron_Affinity_ev 0.804

PM7_Ionization_Energy_ev 8.976

PM7_Energy_Gap_ev 8.172

PM7_Global_Hardness_ev 4.086

PM7_Global_Softness_ev 0.24473813020068527

PM7_Chemical_Potential_ev -4.89

PM7_Electronigativity_ev 4.89

PM7_Back_Donation_Energy_ev -1.0215

PM7_Electrophilicity_ev 2.9261013215859033

OPENEYE_Name [(8~{S},9~{S},13~{S},14~{S})-17-(2-chloro-4-pyridyl)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-yl] sulfamate

SMILES c1cnc(cc1C2=CCC3C2(CCC4C3CCc5c4cc(c(c5)OS(=O)(=O)N)OC)C)Cl

Canonical_SMILES COc1cc2c(cc1OS(=O)(=O)N)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2c1ccnc(c1)Cl)C

InChI 1/C24H27ClN2O4S/c1-24-9-7-16-17(20(24)6-5-19(24)15-8-10-27-23(25)12-15)4-3-14-11-22(31-32(26,28)29)21(30-2)13-18(14)16/h5,8,10-13,16-17,20H,3-4,6-7,9H2,1-2H3,(H2,26,28,29)/f/h26H2

InChI_3D 1S/C24H27ClN2O4S/c1-24-9-7-16-17(20(24)6-5-19(24)15-8-10-27-23(25)12-15)4-3-14-11-22(31-32(26,28)29)21(30-2)13-18(14)16/h5,8,10-13,16-17,20H,3-4,6-7,9H2,1-2H3,(H2,26,28,29)/t16-,17+,20-,24+/m0/s1

AuxInfo 1/1/N:23,24,14,16,12,15,17,1,18,5,3,2,4,7,6,19,21,8,13,20,9,10,11,22,32,26,25,27,28,29,30,31/E:(28,29)/F:m/E:m/CRV:32.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s1d2;d3;d4s7;s4;s3d9;s2;;s6d12;s7;s12;s14;;s17;s8s17;s15;s16s19s20;s13s18s20;s22;;s5d11;;;;s9s24;s10;s26d27d28s30;s11;s1;s2;s3;s4;s5;s12;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s23;s23;s24;s24;s24;s26;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-4.3514,-5.2749,0;-4.351,-3.2637,0;-.8675,1.5027,0;;-3.4821,-4.7773,0;-3.4832,-3.7717,0;-5.219,-3.7715,0;-5.2192,-4.7771,0;.8675,1.5027,0;.874,-2.2618,0;0,-1.75,0;-2.6156,-5.2764,0;.8726,-3.2719,0;-1.7444,-4.7753,0;-2.6221,-2.2579,0;-1.7444,-1.7539,0;-2.6177,-3.2652,0;-.8712,-3.2694,0;-1.7431,-3.7705,0;-.8698,-2.2594,0;-.0026,-2.7573,0;-6.9511,-3.7763,0;0,2.0104,0;-6.731,-7.654,0;-7.7323,-6.6553,0;-5.7323,-6.6527,0;-6.0864,-3.2739,0;-6.7336,-5.654,0;-6.7323,-6.654,0;1.735,2.0001,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3516,-5.7749,0;-4.351,-2.7637,0;-1.3012,1.7514,0;1.308,-2.0135,0;-2.2945,-5.6596,0;-2.9369,-5.6595,0;1.3726,-3.2727,0;.8718,-3.7719,0;-1.2519,-4.6892,0;-1.5741,-5.2454,0;-3.1143,-2.3457,0;-2.793,-1.788,0;-2.0651,-1.3703,0;-1.4226,-1.3712,0;-2.6163,-3.7652,0;-.7427,-3.7525,0;-1.7426,-3.2705,0;.2464,-2.3237,0;.431,-3.0063,0;-.2515,-3.1909,0;-6.6999,-4.2086,0;-7.2023,-3.3439,0;-7.3834,-4.0275,0;-6.2976,-7.9035,0;-7.1637,-7.9046,0;

Duplicates CHEMBL5195501

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.sdf

Formula	C₂₄H₂₇ClN₂O₄S
MW	475
InChIKey	LQQHTJHINREOKO-CKFYMFOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	63
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.24
logP	6.6566
PSA	99.89
MR	125.3
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-99.96926
PM7_Total_Energy_ev	-5308.68675
PM7_Electronic_Energy_ev	-47594.71513
PM7_Dipole_Debye	3.1829
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.976
PM7_LUMO_Energy_ev	-0.804
PM7_COSMO_Area_square_ang	441
PM7_COSMO_Volue_cubic_ang	534.81
PM7_Electron_Affinity_ev	0.804
PM7_Ionization_Energy_ev	8.976
PM7_Energy_Gap_ev	8.172
PM7_Global_Hardness_ev	4.086
PM7_Global_Softness_ev	0.24473813020068527
PM7_Chemical_Potential_ev	-4.89
PM7_Electronigativity_ev	4.89
PM7_Back_Donation_Energy_ev	-1.0215
PM7_Electrophilicity_ev	2.9261013215859033
OPENEYE_Name	[(8~{S},9~{S},13~{S},14~{S})-17-(2-chloro-4-pyridyl)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-yl] sulfamate
SMILES	c1cnc(cc1C2=CCC3C2(CCC4C3CCc5c4cc(c(c5)OS(=O)(=O)N)OC)C)Cl
Canonical_SMILES	COc1cc2c(cc1OS(=O)(=O)N)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2c1ccnc(c1)Cl)C
InChI	1/C24H27ClN2O4S/c1-24-9-7-16-17(20(24)6-5-19(24)15-8-10-27-23(25)12-15)4-3-14-11-22(31-32(26,28)29)21(30-2)13-18(14)16/h5,8,10-13,16-17,20H,3-4,6-7,9H2,1-2H3,(H2,26,28,29)/f/h26H2
InChI_3D	1S/C24H27ClN2O4S/c1-24-9-7-16-17(20(24)6-5-19(24)15-8-10-27-23(25)12-15)4-3-14-11-22(31-32(26,28)29)21(30-2)13-18(14)16/h5,8,10-13,16-17,20H,3-4,6-7,9H2,1-2H3,(H2,26,28,29)/t16-,17+,20-,24+/m0/s1
AuxInfo	1/1/N:23,24,14,16,12,15,17,1,18,5,3,2,4,7,6,19,21,8,13,20,9,10,11,22,32,26,25,27,28,29,30,31/E:(28,29)/F:m/E:m/CRV:32.6/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s1d2;d3;d4s7;s4;s3d9;s2;;s6d12;s7;s12;s14;;s17;s8s17;s15;s16s19s20;s13s18s20;s22;;s5d11;;;;s9s24;s10;s26d27d28s30;s11;s1;s2;s3;s4;s5;s12;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s23;s23;s24;s24;s24;s26;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-4.3514,-5.2749,0;-4.351,-3.2637,0;-.8675,1.5027,0;;-3.4821,-4.7773,0;-3.4832,-3.7717,0;-5.219,-3.7715,0;-5.2192,-4.7771,0;.8675,1.5027,0;.874,-2.2618,0;0,-1.75,0;-2.6156,-5.2764,0;.8726,-3.2719,0;-1.7444,-4.7753,0;-2.6221,-2.2579,0;-1.7444,-1.7539,0;-2.6177,-3.2652,0;-.8712,-3.2694,0;-1.7431,-3.7705,0;-.8698,-2.2594,0;-.0026,-2.7573,0;-6.9511,-3.7763,0;0,2.0104,0;-6.731,-7.654,0;-7.7323,-6.6553,0;-5.7323,-6.6527,0;-6.0864,-3.2739,0;-6.7336,-5.654,0;-6.7323,-6.654,0;1.735,2.0001,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3516,-5.7749,0;-4.351,-2.7637,0;-1.3012,1.7514,0;1.308,-2.0135,0;-2.2945,-5.6596,0;-2.9369,-5.6595,0;1.3726,-3.2727,0;.8718,-3.7719,0;-1.2519,-4.6892,0;-1.5741,-5.2454,0;-3.1143,-2.3457,0;-2.793,-1.788,0;-2.0651,-1.3703,0;-1.4226,-1.3712,0;-2.6163,-3.7652,0;-.7427,-3.7525,0;-1.7426,-3.2705,0;.2464,-2.3237,0;.431,-3.0063,0;-.2515,-3.1909,0;-6.6999,-4.2086,0;-7.2023,-3.3439,0;-7.3834,-4.0275,0;-6.2976,-7.9035,0;-7.1637,-7.9046,0;
Duplicates	CHEMBL5195501
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195500-0005195749/CHEMBL5195501.sdf