CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15406 (12444)

Formula C₂₅H₂₅ClN₂O₄S

MW 485

InChIKey MPMKMQHJHDHPBE-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.94

logP 4.9908

PSA 106.16

MR 134.382

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.87594

PM7_Total_Energy_ev -5404.81202

PM7_Electronic_Energy_ev -49706.01446

PM7_Dipole_Debye 6.21376

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.535

PM7_LUMO_Energy_ev -0.709

PM7_COSMO_Area_square_ang 442.5

PM7_COSMO_Volue_cubic_ang 575.89

PM7_Electron_Affinity_ev 0.709

PM7_Ionization_Energy_ev 8.535

PM7_Energy_Gap_ev 7.826

PM7_Global_Hardness_ev 3.913

PM7_Global_Softness_ev 0.2555583950932788

PM7_Chemical_Potential_ev -4.622

PM7_Electronigativity_ev 4.622

PM7_Back_Donation_Energy_ev -0.97825

PM7_Electrophilicity_ev 2.729732174801942

OPENEYE_Name 4-[[(2~{R})-1-(benzothiophene-3-carbonyl)-2-methyl-azetidine-2-carbonyl]-[(3-chlorophenyl)methyl]amino]butanoic acid

SMILES c1ccc2c(c1)c(cs2)C(=O)N3CCC3(C(=O)N(Cc4cccc(c4)Cl)CCCC(=O)O)C

Canonical_SMILES OC(=O)CCCN(C(=O)[C@@]1(C)CCN1C(=O)c1csc2c1cccc2)Cc1cccc(c1)Cl

InChI 1/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/t25-/m1/s1

AuxInfo 1/1/N:21,1,2,3,24,5,7,4,6,23,18,25,19,8,22,9,12,14,10,11,13,17,15,16,20,33,27,26,30,31,28,29,32/E:(29,30)/F:21,1,2,3,24,5,7,4,6,23,18,25,19,8,22,9,12,14,10,11,13,17,15,16,20,33,27,26,31,30,28,29,32/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;s3;;;d4;d9s10;s5d8;d6s10;d7s8;s11;;;;s18;s16s18;s20;s12;s17;s23;s24;s15s19s20;s16s22s25;d15;d16;d17;s17;s9s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s31;/rC:3.5597,4.384,0;3.0163,5.2303,0;-3.1098,.6447,0;3.0983,3.4961,0;-2.2485,.1365,0;2.0114,5.1888,0;-3.9836,.1478,0;-3.1259,-1.3604,0;.5234,3.0313,0;2.0996,3.445,0;1.4618,2.6655,0;-2.2521,-.8635,0;1.5555,4.2923,0;-3.9961,-.8573,0;1.7157,1.6983,0;.991,-1.7551,0;.102,-6.2506,0;;.0051,.9999,0;.9999,-.0051,0;1.9999,-.0102,0;-.7411,-1.7462,0;.1071,-5.2506,0;.1122,-4.2506,0;.1173,-3.2506,0;1.005,.9948,0;.1224,-2.2507,0;2.6803,1.4345,0;1.8544,-2.2595,0;.9655,-6.755,0;-.7666,-6.7462,0;.5814,4.0366,0;-4.8654,-1.3516,0;4.0592,4.4069,0;3.2469,5.674,0;-3.1058,1.1447,0;3.3687,3.0755,0;-1.8138,.3837,0;1.7412,5.6095,0;-4.4142,.4019,0;-3.1277,-1.8604,0;.1027,2.7612,0;-.0026,-.5,0;-.5,.0026,0;-.4949,1.0025,0;.0077,1.4999,0;2.0024,.4898,0;1.9973,-.5102,0;2.4999,-.0128,0;-.9933,-2.178,0;-.4888,-1.3145,0;.6071,-5.2532,0;-.3929,-5.2481,0;.6122,-4.2532,0;-.3878,-4.2481,0;.6173,-3.2532,0;-.3827,-3.2481,0;-.7691,-7.2462,0;

Duplicates DB15406

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.sdf

Formula	C₂₅H₂₅ClN₂O₄S
MW	485
InChIKey	MPMKMQHJHDHPBE-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.94
logP	4.9908
PSA	106.16
MR	134.382
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.87594
PM7_Total_Energy_ev	-5404.81202
PM7_Electronic_Energy_ev	-49706.01446
PM7_Dipole_Debye	6.21376
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.535
PM7_LUMO_Energy_ev	-0.709
PM7_COSMO_Area_square_ang	442.5
PM7_COSMO_Volue_cubic_ang	575.89
PM7_Electron_Affinity_ev	0.709
PM7_Ionization_Energy_ev	8.535
PM7_Energy_Gap_ev	7.826
PM7_Global_Hardness_ev	3.913
PM7_Global_Softness_ev	0.2555583950932788
PM7_Chemical_Potential_ev	-4.622
PM7_Electronigativity_ev	4.622
PM7_Back_Donation_Energy_ev	-0.97825
PM7_Electrophilicity_ev	2.729732174801942
OPENEYE_Name	4-[[(2~{R})-1-(benzothiophene-3-carbonyl)-2-methyl-azetidine-2-carbonyl]-[(3-chlorophenyl)methyl]amino]butanoic acid
SMILES	c1ccc2c(c1)c(cs2)C(=O)N3CCC3(C(=O)N(Cc4cccc(c4)Cl)CCCC(=O)O)C
Canonical_SMILES	OC(=O)CCCN(C(=O)[C@@]1(C)CCN1C(=O)c1csc2c1cccc2)Cc1cccc(c1)Cl
InChI	1/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C25H25ClN2O4S/c1-25(11-13-28(25)23(31)20-16-33-21-9-3-2-8-19(20)21)24(32)27(12-5-10-22(29)30)15-17-6-4-7-18(26)14-17/h2-4,6-9,14,16H,5,10-13,15H2,1H3,(H,29,30)/t25-/m1/s1
AuxInfo	1/1/N:21,1,2,3,24,5,7,4,6,23,18,25,19,8,22,9,12,14,10,11,13,17,15,16,20,33,27,26,30,31,28,29,32/E:(29,30)/F:21,1,2,3,24,5,7,4,6,23,18,25,19,8,22,9,12,14,10,11,13,17,15,16,20,33,27,26,31,30,28,29,32/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;s3;;;d4;d9s10;s5d8;d6s10;d7s8;s11;;;;s18;s16s18;s20;s12;s17;s23;s24;s15s19s20;s16s22s25;d15;d16;d17;s17;s9s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s31;/rC:3.5597,4.384,0;3.0163,5.2303,0;-3.1098,.6447,0;3.0983,3.4961,0;-2.2485,.1365,0;2.0114,5.1888,0;-3.9836,.1478,0;-3.1259,-1.3604,0;.5234,3.0313,0;2.0996,3.445,0;1.4618,2.6655,0;-2.2521,-.8635,0;1.5555,4.2923,0;-3.9961,-.8573,0;1.7157,1.6983,0;.991,-1.7551,0;.102,-6.2506,0;;.0051,.9999,0;.9999,-.0051,0;1.9999,-.0102,0;-.7411,-1.7462,0;.1071,-5.2506,0;.1122,-4.2506,0;.1173,-3.2506,0;1.005,.9948,0;.1224,-2.2507,0;2.6803,1.4345,0;1.8544,-2.2595,0;.9655,-6.755,0;-.7666,-6.7462,0;.5814,4.0366,0;-4.8654,-1.3516,0;4.0592,4.4069,0;3.2469,5.674,0;-3.1058,1.1447,0;3.3687,3.0755,0;-1.8138,.3837,0;1.7412,5.6095,0;-4.4142,.4019,0;-3.1277,-1.8604,0;.1027,2.7612,0;-.0026,-.5,0;-.5,.0026,0;-.4949,1.0025,0;.0077,1.4999,0;2.0024,.4898,0;1.9973,-.5102,0;2.4999,-.0128,0;-.9933,-2.178,0;-.4888,-1.3145,0;.6071,-5.2532,0;-.3929,-5.2481,0;.6122,-4.2532,0;-.3878,-4.2481,0;.6173,-3.2532,0;-.3827,-3.2481,0;-.7691,-7.2462,0;
Duplicates	DB15406
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15406.sdf