CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15189 (12290)

Formula C₂₅H₂₂ClN₅O₂S

MW 491.99

InChIKey GNMUEVRJHCWKTO-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.76

logP 5.0425

PSA 120.64

MR 139.124

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 47.48356

PM7_Total_Energy_ev -5331.39443

PM7_Electronic_Energy_ev -48729.27996

PM7_Dipole_Debye 11.99469

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.683

PM7_LUMO_Energy_ev -1.481

PM7_COSMO_Area_square_ang 462.22

PM7_COSMO_Volue_cubic_ang 553.98

PM7_Electron_Affinity_ev 1.481

PM7_Ionization_Energy_ev 8.683

PM7_Energy_Gap_ev 7.202

PM7_Global_Hardness_ev 3.601

PM7_Global_Softness_ev 0.27770063871146905

PM7_Chemical_Potential_ev -5.082

PM7_Electronigativity_ev 5.082

PM7_Back_Donation_Energy_ev -0.90025

PM7_Electrophilicity_ev 3.586048875312413

OPENEYE_Name 2-[(9~{S})-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-9-yl]-~{N}-(4-hydroxyphenyl)acetamide

SMILES c1cc(ccc1C2=NC(c3nnc(n3-c4c2c(c(s4)C)C)C)CC(=O)Nc5ccc(cc5)O)Cl

Canonical_SMILES O=C(C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)Nc1ccc(cc1)O

InChI 1/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/f/h27H

InChI_3D 1S/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/t20-/m0/s1

AuxInfo 1/1/N:22,23,24,1,2,7,8,3,4,5,6,25,11,15,18,9,14,12,13,21,20,10,19,17,16,34,30,28,27,26,29,32,31,33/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOSClHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d1;s2;s1d2;;s10;s3d4;s5d6;s7d8;d11;d10;;;s9s10;;s17;s11;s15;s18;s20s21;d17;d18s26;d19s21;s16s17s18;s12s20;d20;s13;s15s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s30;s32;/rC:-3.2111,.2728,0;-2.1358,1.6343,0;.2491,4.5773,0;1.9431,4.2024,0;.4663,5.5588,0;2.1603,5.1839,0;-4,.8958,0;-2.9247,2.2573,0;-2.2831,.6452,0;-1.1263,-1.4261,0;-2.0725,-1.7898,0;.9886,3.9041,0;1.423,5.867,0;-3.8608,1.8912,0;-2.019,-2.8023,0;-.4879,-2.2137,0;1.1461,-1.4195,0;1.0708,-3.0611,0;-.9097,-.4394,0;1.5101,2.2524,0;.9159,-.4326,0;-2.9114,-1.2455,0;-2.7958,-3.4321,0;.7186,-3.997,0;1.294,1.2761,0;2.0965,-1.7773,0;2.0502,-2.7917,0;;.5121,-2.2129,0;.7726,2.9278,0;2.4637,2.5535,0;1.6391,6.8434,0;-1.0396,-3.064,0;-4.6456,2.511,0;-3.2826,-.2221,0;-1.671,1.8185,0;-.2275,4.4261,0;2.3114,3.8642,0;.0966,5.8953,0;2.6376,5.333,0;-4.464,.7095,0;-2.8511,2.7519,0;1.4159,-.4298,0;-3.1835,-1.665,0;-2.6393,-.8261,0;-3.3309,-.9734,0;-3.1107,-3.0437,0;-2.4809,-3.8205,0;-3.1842,-3.7469,0;1.1865,-4.1731,0;.2506,-3.8209,0;.5425,-4.465,0;1.7822,1.168,0;.8058,1.3841,0;.2958,2.7772,0;1.2703,7.1811,0;

Duplicates DB15189

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.sdf

Formula	C₂₅H₂₂ClN₅O₂S
MW	491.99
InChIKey	GNMUEVRJHCWKTO-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.76
logP	5.0425
PSA	120.64
MR	139.124
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	47.48356
PM7_Total_Energy_ev	-5331.39443
PM7_Electronic_Energy_ev	-48729.27996
PM7_Dipole_Debye	11.99469
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.683
PM7_LUMO_Energy_ev	-1.481
PM7_COSMO_Area_square_ang	462.22
PM7_COSMO_Volue_cubic_ang	553.98
PM7_Electron_Affinity_ev	1.481
PM7_Ionization_Energy_ev	8.683
PM7_Energy_Gap_ev	7.202
PM7_Global_Hardness_ev	3.601
PM7_Global_Softness_ev	0.27770063871146905
PM7_Chemical_Potential_ev	-5.082
PM7_Electronigativity_ev	5.082
PM7_Back_Donation_Energy_ev	-0.90025
PM7_Electrophilicity_ev	3.586048875312413
OPENEYE_Name	2-[(9~{S})-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.0^{2,6}]trideca-2(6),4,7,10,12-pentaen-9-yl]-~{N}-(4-hydroxyphenyl)acetamide
SMILES	c1cc(ccc1C2=NC(c3nnc(n3-c4c2c(c(s4)C)C)C)CC(=O)Nc5ccc(cc5)O)Cl
Canonical_SMILES	O=C(C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)sc(c2C)C)Nc1ccc(cc1)O
InChI	1/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/f/h27H
InChI_3D	1S/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/t20-/m0/s1
AuxInfo	1/1/N:22,23,24,1,2,7,8,3,4,5,6,25,11,15,18,9,14,12,13,21,20,10,19,17,16,34,30,28,27,26,29,32,31,33/E:(4,5)(6,7)(8,9)(10,11)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOSClHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s4;d1;s2;s1d2;;s10;s3d4;s5d6;s7d8;d11;d10;;;s9s10;;s17;s11;s15;s18;s20s21;d17;d18s26;d19s21;s16s17s18;s12s20;d20;s13;s15s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s30;s32;/rC:-3.2111,.2728,0;-2.1358,1.6343,0;.2491,4.5773,0;1.9431,4.2024,0;.4663,5.5588,0;2.1603,5.1839,0;-4,.8958,0;-2.9247,2.2573,0;-2.2831,.6452,0;-1.1263,-1.4261,0;-2.0725,-1.7898,0;.9886,3.9041,0;1.423,5.867,0;-3.8608,1.8912,0;-2.019,-2.8023,0;-.4879,-2.2137,0;1.1461,-1.4195,0;1.0708,-3.0611,0;-.9097,-.4394,0;1.5101,2.2524,0;.9159,-.4326,0;-2.9114,-1.2455,0;-2.7958,-3.4321,0;.7186,-3.997,0;1.294,1.2761,0;2.0965,-1.7773,0;2.0502,-2.7917,0;;.5121,-2.2129,0;.7726,2.9278,0;2.4637,2.5535,0;1.6391,6.8434,0;-1.0396,-3.064,0;-4.6456,2.511,0;-3.2826,-.2221,0;-1.671,1.8185,0;-.2275,4.4261,0;2.3114,3.8642,0;.0966,5.8953,0;2.6376,5.333,0;-4.464,.7095,0;-2.8511,2.7519,0;1.4159,-.4298,0;-3.1835,-1.665,0;-2.6393,-.8261,0;-3.3309,-.9734,0;-3.1107,-3.0437,0;-2.4809,-3.8205,0;-3.1842,-3.7469,0;1.1865,-4.1731,0;.2506,-3.8209,0;.5425,-4.465,0;1.7822,1.168,0;.8058,1.3841,0;.2958,2.7772,0;1.2703,7.1811,0;
Duplicates	DB15189
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15189.sdf