CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14512 (11887)

Formula C₂₇H₃₀Cl₂O₆

MW 521.44

InChIKey WOFMFGQZHJDGCX-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 69

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 3.8

logP 4.8692

PSA 93.81

MR 132.24

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -211.67158

PM7_Total_Energy_ev -6025.87837

PM7_Electronic_Energy_ev -60899.2468

PM7_Dipole_Debye 1.58101

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.973

PM7_LUMO_Energy_ev -0.795

PM7_COSMO_Area_square_ang 436.08

PM7_COSMO_Volue_cubic_ang 594.21

PM7_Electron_Affinity_ev 0.795

PM7_Ionization_Energy_ev 9.973

PM7_Energy_Gap_ev 9.178

PM7_Global_Hardness_ev 4.589

PM7_Global_Softness_ev 0.21791239921551536

PM7_Chemical_Potential_ev -5.384

PM7_Electronigativity_ev 5.384

PM7_Back_Donation_Energy_ev -1.14725

PM7_Electrophilicity_ev 3.158363042057093

OPENEYE_Name [(8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate

SMILES c1cc(oc1)C(=O)OC2(C(CC3C2(CC(C4(C3CCC5=CC(=O)C=CC54C)Cl)O)C)C)C(=O)CCl

Canonical_SMILES ClCC(=O)[C@@]1(OC(=O)c2ccco2)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)Cl

InChI 1/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3

InChI_3D 1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1

AuxInfo 1/0/N:24,25,26,1,2,12,13,5,7,3,14,6,15,27,18,8,9,16,17,4,19,11,10,20,22,23,21,35,34,28,32,30,29,31,33/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;d6;s5s6;s4;;s8;s12;;;s13;s14s16;s14;s15;s7s8;s11s18;s15s17s21;s16s19s20;s18;s20;s22;s11;d9;d10;d11;s3s4;s19;s10s21;s23;s27;s1;s2;s3;s5;s6;s7;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.269,6.6135,0;8.3332,5.2421,0;6.471,6.0017,0;7.5441,4.6253,0;8.2001,6.2337,0;2.2648,1.2595,0;2.6125,4.0947,0;7.6788,3.6344,0;6.8857,3.0171,0;4.505,1.1621,0;4.0882,4.1586,0;5.9549,3.3956,0;5.1615,2.7777,0;3.5692,1.5424,0;4.8865,4.7809,0;6.6135,5.0062,0;3.4256,2.545,0;4.2258,3.1579,0;5.8175,4.3963,0;3.2047,-.1692,0;7.4021,5.6211,0;4.3592,2.1668,0;1.6133,4.1351,0;8.9911,6.8456,0;3.007,.5893,0;3.1471,4.9398,0;.5008,1.5426,0;3.5898,5.9562,0;2.4741,2.2373,0;6.7423,4.0159,0;.6142,4.1755,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.2025,7.109,0;8.7962,5.0534,0;6.008,6.1905,0;7.9123,3.1923,0;8.1549,3.7872,0;6.6199,2.5936,0;7.2566,2.6818,0;4.3168,.6989,0;4.9683,.9739,0;3.8543,4.6005,0;3.6124,4.0053,0;5.4917,3.584,0;5.5603,2.476,0;3.0695,1.5593,0;5.1538,5.2034,0;2.7156,-.065,0;3.6937,-.2734,0;3.1005,-.6582,0;7.7095,5.2268,0;7.0947,6.0154,0;7.7964,5.9285,0;3.8637,2.1001,0;4.8547,2.2335,0;4.4259,1.6713,0;1.5931,3.6355,0;1.6336,4.6347,0;3.6954,6.4449,0;

Duplicates DB14512

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.sdf

Formula	C₂₇H₃₀Cl₂O₆
MW	521.44
InChIKey	WOFMFGQZHJDGCX-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	69
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	3.8
logP	4.8692
PSA	93.81
MR	132.24
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-211.67158
PM7_Total_Energy_ev	-6025.87837
PM7_Electronic_Energy_ev	-60899.2468
PM7_Dipole_Debye	1.58101
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.973
PM7_LUMO_Energy_ev	-0.795
PM7_COSMO_Area_square_ang	436.08
PM7_COSMO_Volue_cubic_ang	594.21
PM7_Electron_Affinity_ev	0.795
PM7_Ionization_Energy_ev	9.973
PM7_Energy_Gap_ev	9.178
PM7_Global_Hardness_ev	4.589
PM7_Global_Softness_ev	0.21791239921551536
PM7_Chemical_Potential_ev	-5.384
PM7_Electronigativity_ev	5.384
PM7_Back_Donation_Energy_ev	-1.14725
PM7_Electrophilicity_ev	3.158363042057093
OPENEYE_Name	[(8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate
SMILES	c1cc(oc1)C(=O)OC2(C(CC3C2(CC(C4(C3CCC5=CC(=O)C=CC54C)Cl)O)C)C)C(=O)CCl
Canonical_SMILES	ClCC(=O)[C@@]1(OC(=O)c2ccco2)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)Cl
InChI	1/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3
InChI_3D	1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1
AuxInfo	1/0/N:24,25,26,1,2,12,13,5,7,3,14,6,15,27,18,8,9,16,17,4,19,11,10,20,22,23,21,35,34,28,32,30,29,31,33/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;d6;s5s6;s4;;s8;s12;;;s13;s14s16;s14;s15;s7s8;s11s18;s15s17s21;s16s19s20;s18;s20;s22;s11;d9;d10;d11;s3s4;s19;s10s21;s23;s27;s1;s2;s3;s5;s6;s7;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.269,6.6135,0;8.3332,5.2421,0;6.471,6.0017,0;7.5441,4.6253,0;8.2001,6.2337,0;2.2648,1.2595,0;2.6125,4.0947,0;7.6788,3.6344,0;6.8857,3.0171,0;4.505,1.1621,0;4.0882,4.1586,0;5.9549,3.3956,0;5.1615,2.7777,0;3.5692,1.5424,0;4.8865,4.7809,0;6.6135,5.0062,0;3.4256,2.545,0;4.2258,3.1579,0;5.8175,4.3963,0;3.2047,-.1692,0;7.4021,5.6211,0;4.3592,2.1668,0;1.6133,4.1351,0;8.9911,6.8456,0;3.007,.5893,0;3.1471,4.9398,0;.5008,1.5426,0;3.5898,5.9562,0;2.4741,2.2373,0;6.7423,4.0159,0;.6142,4.1755,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.2025,7.109,0;8.7962,5.0534,0;6.008,6.1905,0;7.9123,3.1923,0;8.1549,3.7872,0;6.6199,2.5936,0;7.2566,2.6818,0;4.3168,.6989,0;4.9683,.9739,0;3.8543,4.6005,0;3.6124,4.0053,0;5.4917,3.584,0;5.5603,2.476,0;3.0695,1.5593,0;5.1538,5.2034,0;2.7156,-.065,0;3.6937,-.2734,0;3.1005,-.6582,0;7.7095,5.2268,0;7.0947,6.0154,0;7.7964,5.9285,0;3.8637,2.1001,0;4.8547,2.2335,0;4.4259,1.6713,0;1.5931,3.6355,0;1.6336,4.6347,0;3.6954,6.4449,0;
Duplicates	DB14512
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14512.sdf