CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15299 (12370)

Formula C₂₈H₃₅Cl₂NO₅S

MW 568.55

InChIKey DRLCSJFKKILATL-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 74

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 6

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 2

XLogP3 0

XLogP 5.29

logP 7.3981

PSA 100.13

MR 153.393

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -228.6869

PM7_Total_Energy_ev -6286.24972

PM7_Electronic_Energy_ev -67583.91754

PM7_Dipole_Debye 3.30016

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.477

PM7_LUMO_Energy_ev -0.399

PM7_COSMO_Area_square_ang 480.97

PM7_COSMO_Volue_cubic_ang 661.88

PM7_Electron_Affinity_ev 0.399

PM7_Ionization_Energy_ev 9.477

PM7_Energy_Gap_ev 9.078

PM7_Global_Hardness_ev 4.539

PM7_Global_Softness_ev 0.2203128442388191

PM7_Chemical_Potential_ev -4.938

PM7_Electronigativity_ev 4.938

PM7_Back_Donation_Energy_ev -1.13475

PM7_Electrophilicity_ev 2.6860370125578323

OPENEYE_Name 2-[(3~{R},5~{R},6~{S})-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-[(1~{S})-1-(isopropylsulfonylmethyl)-2-methyl-propyl]-3-methyl-2-oxo-3-piperidyl]acetic acid

SMILES c1cc(cc(c1)Cl)C2CC(C(=O)N(C2c3ccc(cc3)Cl)C(CS(=O)(=O)C(C)C)C(C)C)(C)CC(=O)O

Canonical_SMILES OC(=O)C[C@@]1(C)C[C@H](c2cccc(c2)Cl)[C@H](N(C1=O)[C@@H](C(C)C)CS(=O)(=O)C(C)C)c1ccc(cc1)Cl

InChI 1/C28H35Cl2NO5S/c1-17(2)24(16-37(35,36)18(3)4)31-26(19-9-11-21(29)12-10-19)23(20-7-6-8-22(30)13-20)14-28(5,27(31)34)15-25(32)33/h6-13,17-18,23-24,26H,14-16H2,1-5H3,(H,32,33)/f/h32H

InChI_3D 1S/C28H35Cl2NO5S/c1-17(2)24(16-37(35,36)18(3)4)31-26(19-9-11-21(29)12-10-19)23(20-7-6-8-22(30)13-20)14-28(5,27(31)34)15-25(32)33/h6-13,17-18,23-24,26H,14-16H2,1-5H3,(H,32,33)/t23-,24-,26-,28-/m1/s1

AuxInfo 1/1/N:20,21,22,23,19,1,2,5,3,4,6,7,8,15,24,25,26,28,9,10,11,12,16,27,14,17,13,18,36,37,29,31,34,30,32,33,35/E:(1,2)(3,4)(9,10)(11,12)(32,33)(35,36)/F:20,21,22,23,19,1,2,5,3,4,6,7,8,15,24,25,26,28,9,10,11,12,16,27,14,17,13,18,36,37,29,34,31,30,32,33,35/E:(1,2)(3,4)(9,10)(11,12)(35,36)/CRV:37.6/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;s4;;s3d4;s2d8;s6d7;d5s8;;;;s10s15;s9s16;s13s15;s18;;;;;s14s18;;s20s21;s25s26;s22s23;s13s17s27;d13;d14;;;s14;s25s28d32d33;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s27;s28;s34;/rC:1.1558,-2.8557,0;.8197,-1.9139,0;3.2324,1.9621,0;2.9278,.254,0;2.1451,-3.0336,0;4.222,1.7856,0;3.9173,.0776,0;2.4522,-1.326,0;2.5903,1.1954,0;1.4629,-1.1481,0;4.5695,.8424,0;2.7983,-2.2697,0;-.8675,1.5027,0;-3.5762,.9724,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,.4975,0;-1.4629,-1.1481,0;-1,4.7604,0;-2,3.7604,0;-1,6.7604,0;1,6.7604,0;-2.5912,.7997,0;0,4.7604,0;-1,3.7604,0;0,3.7604,0;0,6.7604,0;0,2.0104,0;-1.735,2.0001,0;-3.9191,1.9118,0;1,5.7604,0;-1,5.7604,0;-4.2182,.2057,0;0,5.7604,0;5.5539,.6668,0;3.7826,-2.4467,0;.8325,-3.2372,0;.3276,-1.8254,0;3.0616,2.432,0;2.6051,-.1279,0;2.3132,-3.5046,0;4.543,2.1689,0;4.086,-.3931,0;2.7737,-.9431,0;.321,-.3833,0;-.321,-.3833,0;1.36,.5838,0;1.0404,1.9719,0;-.9927,-1.3182,0;-1.933,-.978,0;-1.633,-1.6183,0;-1.5,4.7604,0;-.5,4.7604,0;-1,5.2604,0;-2,4.2604,0;-2,3.2604,0;-2.5,3.7604,0;-1,7.2604,0;-1,6.2604,0;-1.5,6.7604,0;1,6.2604,0;1,7.2604,0;1.5,6.7604,0;-2.5049,1.2922,0;-2.6776,.3072,0;.5,4.7604,0;-.5,4.7604,0;-1,3.2604,0;.5,3.7604,0;0,7.2604,0;-4.7107,.2921,0;

Duplicates DB15299

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.sdf

Formula	C₂₈H₃₅Cl₂NO₅S
MW	568.55
InChIKey	DRLCSJFKKILATL-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	74
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	6
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	2
XLogP3	0
XLogP	5.29
logP	7.3981
PSA	100.13
MR	153.393
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-228.6869
PM7_Total_Energy_ev	-6286.24972
PM7_Electronic_Energy_ev	-67583.91754
PM7_Dipole_Debye	3.30016
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.477
PM7_LUMO_Energy_ev	-0.399
PM7_COSMO_Area_square_ang	480.97
PM7_COSMO_Volue_cubic_ang	661.88
PM7_Electron_Affinity_ev	0.399
PM7_Ionization_Energy_ev	9.477
PM7_Energy_Gap_ev	9.078
PM7_Global_Hardness_ev	4.539
PM7_Global_Softness_ev	0.2203128442388191
PM7_Chemical_Potential_ev	-4.938
PM7_Electronigativity_ev	4.938
PM7_Back_Donation_Energy_ev	-1.13475
PM7_Electrophilicity_ev	2.6860370125578323
OPENEYE_Name	2-[(3~{R},5~{R},6~{S})-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-[(1~{S})-1-(isopropylsulfonylmethyl)-2-methyl-propyl]-3-methyl-2-oxo-3-piperidyl]acetic acid
SMILES	c1cc(cc(c1)Cl)C2CC(C(=O)N(C2c3ccc(cc3)Cl)C(CS(=O)(=O)C(C)C)C(C)C)(C)CC(=O)O
Canonical_SMILES	OC(=O)C[C@@]1(C)C[C@H](c2cccc(c2)Cl)[C@H](N(C1=O)[C@@H](C(C)C)CS(=O)(=O)C(C)C)c1ccc(cc1)Cl
InChI	1/C28H35Cl2NO5S/c1-17(2)24(16-37(35,36)18(3)4)31-26(19-9-11-21(29)12-10-19)23(20-7-6-8-22(30)13-20)14-28(5,27(31)34)15-25(32)33/h6-13,17-18,23-24,26H,14-16H2,1-5H3,(H,32,33)/f/h32H
InChI_3D	1S/C28H35Cl2NO5S/c1-17(2)24(16-37(35,36)18(3)4)31-26(19-9-11-21(29)12-10-19)23(20-7-6-8-22(30)13-20)14-28(5,27(31)34)15-25(32)33/h6-13,17-18,23-24,26H,14-16H2,1-5H3,(H,32,33)/t23-,24-,26-,28-/m1/s1
AuxInfo	1/1/N:20,21,22,23,19,1,2,5,3,4,6,7,8,15,24,25,26,28,9,10,11,12,16,27,14,17,13,18,36,37,29,31,34,30,32,33,35/E:(1,2)(3,4)(9,10)(11,12)(32,33)(35,36)/F:20,21,22,23,19,1,2,5,3,4,6,7,8,15,24,25,26,28,9,10,11,12,16,27,14,17,13,18,36,37,29,34,31,30,32,33,35/E:(1,2)(3,4)(9,10)(11,12)(35,36)/CRV:37.6/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;d3;s4;;s3d4;s2d8;s6d7;d5s8;;;;s10s15;s9s16;s13s15;s18;;;;;s14s18;;s20s21;s25s26;s22s23;s13s17s27;d13;d14;;;s14;s25s28d32d33;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s27;s28;s34;/rC:1.1558,-2.8557,0;.8197,-1.9139,0;3.2324,1.9621,0;2.9278,.254,0;2.1451,-3.0336,0;4.222,1.7856,0;3.9173,.0776,0;2.4522,-1.326,0;2.5903,1.1954,0;1.4629,-1.1481,0;4.5695,.8424,0;2.7983,-2.2697,0;-.8675,1.5027,0;-3.5762,.9724,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,.4975,0;-1.4629,-1.1481,0;-1,4.7604,0;-2,3.7604,0;-1,6.7604,0;1,6.7604,0;-2.5912,.7997,0;0,4.7604,0;-1,3.7604,0;0,3.7604,0;0,6.7604,0;0,2.0104,0;-1.735,2.0001,0;-3.9191,1.9118,0;1,5.7604,0;-1,5.7604,0;-4.2182,.2057,0;0,5.7604,0;5.5539,.6668,0;3.7826,-2.4467,0;.8325,-3.2372,0;.3276,-1.8254,0;3.0616,2.432,0;2.6051,-.1279,0;2.3132,-3.5046,0;4.543,2.1689,0;4.086,-.3931,0;2.7737,-.9431,0;.321,-.3833,0;-.321,-.3833,0;1.36,.5838,0;1.0404,1.9719,0;-.9927,-1.3182,0;-1.933,-.978,0;-1.633,-1.6183,0;-1.5,4.7604,0;-.5,4.7604,0;-1,5.2604,0;-2,4.2604,0;-2,3.2604,0;-2.5,3.7604,0;-1,7.2604,0;-1,6.2604,0;-1.5,6.7604,0;1,6.2604,0;1,7.2604,0;1.5,6.7604,0;-2.5049,1.2922,0;-2.6776,.3072,0;.5,4.7604,0;-.5,4.7604,0;-1,3.2604,0;.5,3.7604,0;0,7.2604,0;-4.7107,.2921,0;
Duplicates	DB15299
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15299.sdf