CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195398 (2538111)

Formula C₂₇H₃₃ClN₂OS

MW 469.08

InChIKey VDSPEOXBPJOZSB-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 32

Number_Rings 6

Number_Bonds 70

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 3

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.45

logP 6.819

PSA 73.39

MR 134.809

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -2.18622

PM7_Total_Energy_ev -4873.19382

PM7_Electronic_Energy_ev -45712.37571

PM7_Dipole_Debye 1.61236

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.128

PM7_LUMO_Energy_ev -0.673

PM7_COSMO_Area_square_ang 463.61

PM7_COSMO_Volue_cubic_ang 563.92

PM7_Electron_Affinity_ev 0.673

PM7_Ionization_Energy_ev 8.128

PM7_Energy_Gap_ev 7.455

PM7_Global_Hardness_ev 3.7275

PM7_Global_Softness_ev 0.2682763246143528

PM7_Chemical_Potential_ev -4.4005

PM7_Electronigativity_ev 4.4005

PM7_Back_Donation_Energy_ev -0.931875

PM7_Electrophilicity_ev 2.597505063715627

OPENEYE_Name (1~{R},2~{S},9~{S},12~{S},13~{R},16~{S})-6-[(4-chlorophenyl)methylamino]-9,13-dimethyl-5-thia-7-azapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-4(8),6,18-trien-16-ol

SMILES c1cc(ccc1CNc2nc3c(s2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)Cl

Canonical_SMILES O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3Cc3c2nc(s3)NCc2ccc(cc2)Cl)C)C1)C

InChI 1/C27H33ClN2OS/c1-26-11-9-19(31)13-17(26)5-8-20-21(26)10-12-27(2)22(20)14-23-24(27)30-25(32-23)29-15-16-3-6-18(28)7-4-16/h3-7,19-22,31H,8-15H2,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C27H33ClN2OS/c1-26-11-9-19(31)13-17(26)5-8-20-21(26)10-12-27(2)22(20)14-23-24(27)30-25(32-23)29-15-16-3-6-18(28)7-4-16/h3-7,19-22,31H,8-15H2,1-2H3,(H,29,30)/t19-,20+,21-,22-,26-,27-/m0/s1

AuxInfo 1/1/N:26,25,1,2,10,3,4,13,16,15,18,17,14,12,27,5,11,6,22,20,21,19,8,7,9,24,23,32,29,28,30,31/E:(3,4)(6,7)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;;;d10;s8;s10;s11;;;s15;s16;s12;s13s19;s15s20;s14s16;s7s17s19;s11s18s21;s23;s24;s5;s7d9;s9s27;s22;s8s9;s6;s1;s2;s3;s4;s10;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s29;s30;/rC:6.5457,6.3221,0;8.2712,6.5033,0;6.4407,7.3218,0;8.1662,7.503,0;7.4604,5.9179,0;7.2504,7.9173,0;5.3053,2.836,0;5.899,2.0186,0;6.8602,3.3411,0;2.6038,-.4989,0;1.7371,0,0;5.311,1.1991,0;3.4748,.0023,0;.8679,-.4977,0;2.5967,2.5197,0;0,1.0111,0;3.4743,3.0237,0;.8679,1.5136,0;4.3477,1.5085,0;3.4759,1.0071,0;2.6012,1.5124,0;;4.3442,2.5202,0;1.7358,1.0056,0;4.5252,4.2608,0;.8686,.5076,0;7.5648,4.9233,0;5.8993,3.6533,0;7.6693,3.9288,0;-.5953,-1.6456,0;6.86,2.3306,0;7.146,8.9118,0;6.1416,6.0276,0;8.7277,6.2992,0;5.9834,7.5238,0;8.5716,7.7956,0;2.6038,-.9989,0;5.7453,.9513,0;5.1096,.7415,0;3.9673,.0885,0;3.6452,-.4678,0;1.1888,-.8812,0;.5468,-.881,0;2.1045,2.4318,0;2.4257,2.9896,0;-.4924,.9241,0;-.1714,1.4808,0;3.1536,3.4073,0;3.7963,3.4062,0;.547,1.897,0;1.1907,1.8955,0;3.9145,1.7581,0;3.0427,.7574,0;3.0337,1.7633,0;-.4925,.0863,0;4.0279,4.3125,0;5.0225,4.2091,0;4.5769,4.7581,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;8.0621,4.9756,0;7.0676,4.8711,0;8.126,3.7254,0;-1.0876,-1.7334,0;

Duplicates CHEMBL5195398

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.sdf

Formula	C₂₇H₃₃ClN₂OS
MW	469.08
InChIKey	VDSPEOXBPJOZSB-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	32
Number_Rings	6
Number_Bonds	70
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	3
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.45
logP	6.819
PSA	73.39
MR	134.809
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-2.18622
PM7_Total_Energy_ev	-4873.19382
PM7_Electronic_Energy_ev	-45712.37571
PM7_Dipole_Debye	1.61236
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.128
PM7_LUMO_Energy_ev	-0.673
PM7_COSMO_Area_square_ang	463.61
PM7_COSMO_Volue_cubic_ang	563.92
PM7_Electron_Affinity_ev	0.673
PM7_Ionization_Energy_ev	8.128
PM7_Energy_Gap_ev	7.455
PM7_Global_Hardness_ev	3.7275
PM7_Global_Softness_ev	0.2682763246143528
PM7_Chemical_Potential_ev	-4.4005
PM7_Electronigativity_ev	4.4005
PM7_Back_Donation_Energy_ev	-0.931875
PM7_Electrophilicity_ev	2.597505063715627
OPENEYE_Name	(1~{R},2~{S},9~{S},12~{S},13~{R},16~{S})-6-[(4-chlorophenyl)methylamino]-9,13-dimethyl-5-thia-7-azapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-4(8),6,18-trien-16-ol
SMILES	c1cc(ccc1CNc2nc3c(s2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)Cl
Canonical_SMILES	O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3Cc3c2nc(s3)NCc2ccc(cc2)Cl)C)C1)C
InChI	1/C27H33ClN2OS/c1-26-11-9-19(31)13-17(26)5-8-20-21(26)10-12-27(2)22(20)14-23-24(27)30-25(32-23)29-15-16-3-6-18(28)7-4-16/h3-7,19-22,31H,8-15H2,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C27H33ClN2OS/c1-26-11-9-19(31)13-17(26)5-8-20-21(26)10-12-27(2)22(20)14-23-24(27)30-25(32-23)29-15-16-3-6-18(28)7-4-16/h3-7,19-22,31H,8-15H2,1-2H3,(H,29,30)/t19-,20+,21-,22-,26-,27-/m0/s1
AuxInfo	1/1/N:26,25,1,2,10,3,4,13,16,15,18,17,14,12,27,5,11,6,22,20,21,19,8,7,9,24,23,32,29,28,30,31/E:(3,4)(6,7)/F:m/E:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;;;d10;s8;s10;s11;;;s15;s16;s12;s13s19;s15s20;s14s16;s7s17s19;s11s18s21;s23;s24;s5;s7d9;s9s27;s22;s8s9;s6;s1;s2;s3;s4;s10;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s25;s25;s25;s26;s26;s26;s27;s27;s29;s30;/rC:6.5457,6.3221,0;8.2712,6.5033,0;6.4407,7.3218,0;8.1662,7.503,0;7.4604,5.9179,0;7.2504,7.9173,0;5.3053,2.836,0;5.899,2.0186,0;6.8602,3.3411,0;2.6038,-.4989,0;1.7371,0,0;5.311,1.1991,0;3.4748,.0023,0;.8679,-.4977,0;2.5967,2.5197,0;0,1.0111,0;3.4743,3.0237,0;.8679,1.5136,0;4.3477,1.5085,0;3.4759,1.0071,0;2.6012,1.5124,0;;4.3442,2.5202,0;1.7358,1.0056,0;4.5252,4.2608,0;.8686,.5076,0;7.5648,4.9233,0;5.8993,3.6533,0;7.6693,3.9288,0;-.5953,-1.6456,0;6.86,2.3306,0;7.146,8.9118,0;6.1416,6.0276,0;8.7277,6.2992,0;5.9834,7.5238,0;8.5716,7.7956,0;2.6038,-.9989,0;5.7453,.9513,0;5.1096,.7415,0;3.9673,.0885,0;3.6452,-.4678,0;1.1888,-.8812,0;.5468,-.881,0;2.1045,2.4318,0;2.4257,2.9896,0;-.4924,.9241,0;-.1714,1.4808,0;3.1536,3.4073,0;3.7963,3.4062,0;.547,1.897,0;1.1907,1.8955,0;3.9145,1.7581,0;3.0427,.7574,0;3.0337,1.7633,0;-.4925,.0863,0;4.0279,4.3125,0;5.0225,4.2091,0;4.5769,4.7581,0;1.1176,.074,0;.6196,.9412,0;.435,.2586,0;8.0621,4.9756,0;7.0676,4.8711,0;8.126,3.7254,0;-1.0876,-1.7334,0;
Duplicates	CHEMBL5195398
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195398.sdf