CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13843_t0 (11646)

Formula C₂₁H₂₅ClO₅

MW 392.88

InChIKey YTJIBEDMAQUYSZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.52

logP 1.9001

PSA 94.83

MR 101.382

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -182.61639

PM7_Total_Energy_ev -4659.67259

PM7_Electronic_Energy_ev -40384.18727

PM7_Dipole_Debye 4.74294

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.77

PM7_LUMO_Energy_ev -1.082

PM7_COSMO_Area_square_ang 353.11

PM7_COSMO_Volue_cubic_ang 450.28

PM7_Electron_Affinity_ev 1.082

PM7_Ionization_Energy_ev 9.77

PM7_Energy_Gap_ev 8.688

PM7_Global_Hardness_ev 4.344

PM7_Global_Softness_ev 0.2302025782688766

PM7_Chemical_Potential_ev -5.426

PM7_Electronigativity_ev 5.426

PM7_Back_Donation_Energy_ev -1.086

PM7_Electrophilicity_ev 3.388751841620626

OPENEYE_Name (8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-6-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8~{H}-cyclopenta[a]phenanthren-3-one

SMILES C1=CC2(C(=CC1=O)C(=CC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O)Cl)C

Canonical_SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C=C(C2=CC(=O)C=C[C@]12C)Cl

InChI 1/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7-8,12-13,16,18,23,25,27H,4,6,9-10H2,1-2H3

InChI_3D 1S/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7-8,12-13,16,18,23,25,27H,4,6,9-10H2,1-2H3/t12-,13-,16-,18+,19-,20-,21-/m0/s1

AuxInfo 1/0/N:19,20,1,9,3,10,2,4,11,21,7,12,13,5,6,15,8,14,16,18,17,27,26,22,24,23,25/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;d2;d4s5;s1s2;;;s9;;s4;s9s12;s12;s11s14;s3s5s14;s8s10;s11s13s17;s16;s18;s8;d7;d8;s15;s17;s21;s6;s1;s2;s3;s4;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;s26;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;3.4748,.0023,0;1.7371,0,0;2.6037,-.4989,0;;6.3461,4.3663,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;1.9981,4.1641,0;4.0908,4.366,0;5.6657,6.247,0;2.6036,-1.4989,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;3.9075,-.2483,0;6.5915,1.5055,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;2.1045,2.4317,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;5.4652,2.4542,0;5.6499,1.7717,0;4.9674,1.5869,0;5.5357,5.1366,0;6.4761,5.4768,0;1.5057,4.2509,0;4.2608,4.8362,0;5.1734,6.3348,0;

Duplicates DB13843_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.sdf

Formula	C₂₁H₂₅ClO₅
MW	392.88
InChIKey	YTJIBEDMAQUYSZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.52
logP	1.9001
PSA	94.83
MR	101.382
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-182.61639
PM7_Total_Energy_ev	-4659.67259
PM7_Electronic_Energy_ev	-40384.18727
PM7_Dipole_Debye	4.74294
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.77
PM7_LUMO_Energy_ev	-1.082
PM7_COSMO_Area_square_ang	353.11
PM7_COSMO_Volue_cubic_ang	450.28
PM7_Electron_Affinity_ev	1.082
PM7_Ionization_Energy_ev	9.77
PM7_Energy_Gap_ev	8.688
PM7_Global_Hardness_ev	4.344
PM7_Global_Softness_ev	0.2302025782688766
PM7_Chemical_Potential_ev	-5.426
PM7_Electronigativity_ev	5.426
PM7_Back_Donation_Energy_ev	-1.086
PM7_Electrophilicity_ev	3.388751841620626
OPENEYE_Name	(8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-6-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-9,11,12,14,15,16-hexahydro-8~{H}-cyclopenta[a]phenanthren-3-one
SMILES	C1=CC2(C(=CC1=O)C(=CC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O)Cl)C
Canonical_SMILES	OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C=C(C2=CC(=O)C=C[C@]12C)Cl
InChI	1/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7-8,12-13,16,18,23,25,27H,4,6,9-10H2,1-2H3
InChI_3D	1S/C21H25ClO5/c1-19-5-3-11(24)7-14(19)15(22)8-12-13-4-6-21(27,17(26)10-23)20(13,2)9-16(25)18(12)19/h3,5,7-8,12-13,16,18,23,25,27H,4,6,9-10H2,1-2H3/t12-,13-,16-,18+,19-,20-,21-/m0/s1
AuxInfo	1/0/N:19,20,1,9,3,10,2,4,11,21,7,12,13,5,6,15,8,14,16,18,17,27,26,22,24,23,25/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;d2;d4s5;s1s2;;;s9;;s4;s9s12;s12;s11s14;s3s5s14;s8s10;s11s13s17;s16;s18;s8;d7;d8;s15;s17;s21;s6;s1;s2;s3;s4;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;s26;/rC:0,1.0056,0;.8679,-.4977,0;.8679,1.5135,0;3.4748,.0023,0;1.7371,0,0;2.6037,-.4989,0;;6.3461,4.3663,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;3.4759,1.0071,0;4.3477,1.5084,0;2.6012,1.5123,0;2.5967,2.5196,0;1.7358,1.0056,0;5.2187,3.0279,0;4.349,2.5184,0;.8686,.5076,0;5.2163,2.0206,0;6.0059,5.3067,0;-.8653,-.5013,0;7.3306,4.1908,0;1.9981,4.1641,0;4.0908,4.366,0;5.6657,6.247,0;2.6036,-1.4989,0;-.4337,1.2543,0;.8677,-.9977,0;.8679,2.0135,0;3.9075,-.2483,0;6.5915,1.5055,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;3.4764,1.5071,0;4.4764,1.0252,0;2.6027,1.0123,0;2.1045,2.4317,0;.6196,.9412,0;1.1176,.074,0;.435,.2586,0;5.4652,2.4542,0;5.6499,1.7717,0;4.9674,1.5869,0;5.5357,5.1366,0;6.4761,5.4768,0;1.5057,4.2509,0;4.2608,4.8362,0;5.1734,6.3348,0;
Duplicates	DB13843_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13843_t0.sdf