CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08633 (8250)

Formula C₁₉H₂₈ClNO₆

MW 401.89

InChIKey MSHZHSPISPJWHW-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.37

logP 2.9453

PSA 89.69

MR 99.4337

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -210.54428

PM7_Total_Energy_ev -4934.88595

PM7_Electronic_Energy_ev -41291.84994

PM7_Dipole_Debye 2.22304

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.3

PM7_LUMO_Energy_ev -0.451

PM7_COSMO_Area_square_ang 408.86

PM7_COSMO_Volue_cubic_ang 492.37

PM7_Electron_Affinity_ev 0.451

PM7_Ionization_Energy_ev 9.3

PM7_Energy_Gap_ev 8.849

PM7_Global_Hardness_ev 4.4245

PM7_Global_Softness_ev 0.22601423889705052

PM7_Chemical_Potential_ev -4.8755

PM7_Electronigativity_ev 4.8755

PM7_Back_Donation_Energy_ev -1.106125

PM7_Electrophilicity_ev 2.6862357611029495

OPENEYE_Name [(3~{R},4~{S},5~{S},6~{R})-5-methoxy-4-[(2~{R},3~{R})-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] ~{N}-(2-chloroacetyl)carbamate

SMILES C(=C(C)C)CC1C(O1)(C2C(C(CCC23CO3)OC(=O)NC(=O)CCl)OC)C

Canonical_SMILES CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C)CO2)OC(=O)NC(=O)CCl

InChI 1/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/f/h21H

InChI_3D 1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1

AuxInfo 1/1/N:14,15,16,17,1,18,5,6,19,7,2,9,11,3,10,8,4,13,12,27,20,21,22,26,23,25,24/E:(1,2)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s5;;;s5;s8s9;;s6s7s8;s8s11;s2;s2;s13;;s1s11;s3;s3s4;d3;d4;s7s12;s11s13;s4s9;s10s17;s19;s1;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;/rC:2.245,4.7446,0;2.0733,5.7298,0;-3.9832,-1.0938,0;-2.2783,-.7887,0;.5056,-.866,0;1.5112,-.866,0;2.8796,.5079,0;1.5112,.8716,0;;.5056,.8716,0;.7103,3.4621,0;2.0112,0,0;1.2089,2.5953,0;2.8407,6.371,0;1.1343,6.0737,0;2.8541,3.1917,0;-1.3729,1.5582,0;1.4777,4.1034,0;-4.7476,-1.7385,0;-3.0427,-1.4334,0;-4.1594,-.1094,0;-2.4544,.1957,0;2.8852,-.4982,0;.207,2.5959,0;-1.3377,-1.1283,0;-.4336,1.2149,0;-5.512,-2.3833,0;2.7145,4.5727,0;.5932,-1.3583,0;.0363,-1.0385,0;1.981,-1.037,0;1.4244,-1.3584,0;2.706,.9768,0;3.3715,.5975,0;1.9814,1.0417,0;-.3831,.3213,0;.5928,1.3639,0;.3281,3.7844,0;3.1613,5.9874,0;2.52,6.7547,0;3.2243,6.6917,0;1.3063,6.5432,0;.9624,5.6042,0;.6648,6.2457,0;3.0245,2.7216,0;2.6837,3.6618,0;3.3242,3.3621,0;-1.5445,1.0886,0;-1.2012,2.0278,0;-1.8425,1.7299,0;1.157,4.4871,0;1.7983,3.7197,0;-4.4253,-2.1207,0;-5.07,-1.3563,0;-2.9546,-1.9256,0;

Duplicates DB08633

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.sdf

Formula	C₁₉H₂₈ClNO₆
MW	401.89
InChIKey	MSHZHSPISPJWHW-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.37
logP	2.9453
PSA	89.69
MR	99.4337
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-210.54428
PM7_Total_Energy_ev	-4934.88595
PM7_Electronic_Energy_ev	-41291.84994
PM7_Dipole_Debye	2.22304
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.3
PM7_LUMO_Energy_ev	-0.451
PM7_COSMO_Area_square_ang	408.86
PM7_COSMO_Volue_cubic_ang	492.37
PM7_Electron_Affinity_ev	0.451
PM7_Ionization_Energy_ev	9.3
PM7_Energy_Gap_ev	8.849
PM7_Global_Hardness_ev	4.4245
PM7_Global_Softness_ev	0.22601423889705052
PM7_Chemical_Potential_ev	-4.8755
PM7_Electronigativity_ev	4.8755
PM7_Back_Donation_Energy_ev	-1.106125
PM7_Electrophilicity_ev	2.6862357611029495
OPENEYE_Name	[(3~{R},4~{S},5~{S},6~{R})-5-methoxy-4-[(2~{R},3~{R})-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] ~{N}-(2-chloroacetyl)carbamate
SMILES	C(=C(C)C)CC1C(O1)(C2C(C(CCC23CO3)OC(=O)NC(=O)CCl)OC)C
Canonical_SMILES	CO[C@@H]1[C@@H](CC[C@@]2([C@H]1[C@@]1(C)O[C@@H]1CC=C(C)C)CO2)OC(=O)NC(=O)CCl
InChI	1/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/f/h21H
InChI_3D	1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1
AuxInfo	1/1/N:14,15,16,17,1,18,5,6,19,7,2,9,11,3,10,8,4,13,12,27,20,21,22,26,23,25,24/E:(1,2)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCNOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s5;;;s5;s8s9;;s6s7s8;s8s11;s2;s2;s13;;s1s11;s3;s3s4;d3;d4;s7s12;s11s13;s4s9;s10s17;s19;s1;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;/rC:2.245,4.7446,0;2.0733,5.7298,0;-3.9832,-1.0938,0;-2.2783,-.7887,0;.5056,-.866,0;1.5112,-.866,0;2.8796,.5079,0;1.5112,.8716,0;;.5056,.8716,0;.7103,3.4621,0;2.0112,0,0;1.2089,2.5953,0;2.8407,6.371,0;1.1343,6.0737,0;2.8541,3.1917,0;-1.3729,1.5582,0;1.4777,4.1034,0;-4.7476,-1.7385,0;-3.0427,-1.4334,0;-4.1594,-.1094,0;-2.4544,.1957,0;2.8852,-.4982,0;.207,2.5959,0;-1.3377,-1.1283,0;-.4336,1.2149,0;-5.512,-2.3833,0;2.7145,4.5727,0;.5932,-1.3583,0;.0363,-1.0385,0;1.981,-1.037,0;1.4244,-1.3584,0;2.706,.9768,0;3.3715,.5975,0;1.9814,1.0417,0;-.3831,.3213,0;.5928,1.3639,0;.3281,3.7844,0;3.1613,5.9874,0;2.52,6.7547,0;3.2243,6.6917,0;1.3063,6.5432,0;.9624,5.6042,0;.6648,6.2457,0;3.0245,2.7216,0;2.6837,3.6618,0;3.3242,3.3621,0;-1.5445,1.0886,0;-1.2012,2.0278,0;-1.8425,1.7299,0;1.157,4.4871,0;1.7983,3.7197,0;-4.4253,-2.1207,0;-5.07,-1.3563,0;-2.9546,-1.9256,0;
Duplicates	DB08633
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08633.sdf