CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189946 (104055)

Formula C₂₃H₂₃ClO₁₀

MW 494.88

InChIKey BHOJZVSZYFTIOZ-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 10

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 2.61

logP 1.1638

PSA 159.82

MR 116.633

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -370.10953

PM7_Total_Energy_ev -6354.85432

PM7_Electronic_Energy_ev -55781.74332

PM7_Dipole_Debye 5.87285

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.861

PM7_LUMO_Energy_ev -0.897

PM7_COSMO_Area_square_ang 443.15

PM7_COSMO_Volue_cubic_ang 557.53

PM7_Electron_Affinity_ev 0.897

PM7_Ionization_Energy_ev 9.861

PM7_Energy_Gap_ev 8.964

PM7_Global_Hardness_ev 4.482

PM7_Global_Softness_ev 0.22311468094600626

PM7_Chemical_Potential_ev -5.379

PM7_Electronigativity_ev 5.379

PM7_Back_Donation_Energy_ev -1.1205

PM7_Electrophilicity_ev 3.2277600401606428

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propanoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C(=O)c2ccc(cc2)Cl)OC(C(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)(C)C

Canonical_SMILES OC(=O)[C@H]1O[C@@H](OC(=O)C(Oc2ccc(cc2)C(=O)c2ccc(cc2)Cl)(C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H23ClO10/c1-23(2,22(31)33-21-18(28)16(26)17(27)19(32-21)20(29)30)34-14-9-5-12(6-10-14)15(25)11-3-7-13(24)8-4-11/h3-10,16-19,21,26-28H,1-2H3,(H,29,30)/f/h29H

InChI_3D 1S/C23H23ClO10/c1-23(2,22(31)33-21-18(28)16(26)17(27)19(32-21)20(29)30)34-14-9-5-12(6-10-14)15(25)11-3-7-13(24)8-4-11/h3-10,16-19,21,26-28H,1-2H3,(H,29,30)/t16-,17-,18+,19-,21-/m0/s1

AuxInfo 1/1/N:21,22,3,4,1,2,7,8,5,6,10,9,12,11,13,18,17,19,16,14,20,15,23,34,24,30,29,31,25,28,26,27,33,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(29,30)/F:21,22,3,4,1,2,7,8,5,6,10,9,12,11,13,18,17,19,16,14,20,15,23,34,24,30,29,31,28,25,26,27,33,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9s10;;;s14;s16;s17;s18;s19;;;s15s21s22;d13;d14;d15;s16s20;s14;s17;s18;s19;s11s23;s15s20;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s28;s29;s30;s31;/rC:4.6277,4.7853,0;4.3331,6.4951,0;6.399,7.7269,0;8.027,7.1271,0;3.6371,4.6147,0;3.3425,6.3245,0;6.7465,8.6701,0;8.3745,8.0703,0;4.9707,5.7247,0;7.041,6.9601,0;2.9895,5.3834,0;7.736,8.8466,0;6.6953,6.0218,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.0192,4.4937,0;1.8575,3.8022,0;.9192,4.1479,0;7.335,5.2532,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2649,5.0863,0;1.2132,2.441,0;8.0817,9.7849,0;4.9481,4.4015,0;4.5067,6.9641,0;5.9064,7.6413,0;8.3463,6.7423,0;3.4656,4.145,0;3.0238,6.7097,0;6.4255,9.0534,0;8.8675,8.1537,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.192,4.0245,0;.1537,4.9628,0;-.4884,4.6665,0;2.0304,4.2714,0;1.6846,3.3331,0;2.3267,3.6294,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;

Duplicates ChEBI189946

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.sdf

Formula	C₂₃H₂₃ClO₁₀
MW	494.88
InChIKey	BHOJZVSZYFTIOZ-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	10
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	2.61
logP	1.1638
PSA	159.82
MR	116.633
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-370.10953
PM7_Total_Energy_ev	-6354.85432
PM7_Electronic_Energy_ev	-55781.74332
PM7_Dipole_Debye	5.87285
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.861
PM7_LUMO_Energy_ev	-0.897
PM7_COSMO_Area_square_ang	443.15
PM7_COSMO_Volue_cubic_ang	557.53
PM7_Electron_Affinity_ev	0.897
PM7_Ionization_Energy_ev	9.861
PM7_Energy_Gap_ev	8.964
PM7_Global_Hardness_ev	4.482
PM7_Global_Softness_ev	0.22311468094600626
PM7_Chemical_Potential_ev	-5.379
PM7_Electronigativity_ev	5.379
PM7_Back_Donation_Energy_ev	-1.1205
PM7_Electrophilicity_ev	3.2277600401606428
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[2-[4-(4-chlorobenzoyl)phenoxy]-2-methyl-propanoyl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C(=O)c2ccc(cc2)Cl)OC(C(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)(C)C
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](OC(=O)C(Oc2ccc(cc2)C(=O)c2ccc(cc2)Cl)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H23ClO10/c1-23(2,22(31)33-21-18(28)16(26)17(27)19(32-21)20(29)30)34-14-9-5-12(6-10-14)15(25)11-3-7-13(24)8-4-11/h3-10,16-19,21,26-28H,1-2H3,(H,29,30)/f/h29H
InChI_3D	1S/C23H23ClO10/c1-23(2,22(31)33-21-18(28)16(26)17(27)19(32-21)20(29)30)34-14-9-5-12(6-10-14)15(25)11-3-7-13(24)8-4-11/h3-10,16-19,21,26-28H,1-2H3,(H,29,30)/t16-,17-,18+,19-,21-/m0/s1
AuxInfo	1/1/N:21,22,3,4,1,2,7,8,5,6,10,9,12,11,13,18,17,19,16,14,20,15,23,34,24,30,29,31,25,28,26,27,33,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(29,30)/F:21,22,3,4,1,2,7,8,5,6,10,9,12,11,13,18,17,19,16,14,20,15,23,34,24,30,29,31,28,25,26,27,33,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)/rA:57cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9s10;;;s14;s16;s17;s18;s19;;;s15s21s22;d13;d14;d15;s16s20;s14;s17;s18;s19;s11s23;s15s20;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s28;s29;s30;s31;/rC:4.6277,4.7853,0;4.3331,6.4951,0;6.399,7.7269,0;8.027,7.1271,0;3.6371,4.6147,0;3.3425,6.3245,0;6.7465,8.6701,0;8.3745,8.0703,0;4.9707,5.7247,0;7.041,6.9601,0;2.9895,5.3834,0;7.736,8.8466,0;6.6953,6.0218,0;-2.5903,1.1954,0;.5734,3.2096,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.0192,4.4937,0;1.8575,3.8022,0;.9192,4.1479,0;7.335,5.2532,0;-3.2346,1.9602,0;-.412,3.0398,0;0,2.0104,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;2.5912,.7997,0;1.2649,5.0863,0;1.2132,2.441,0;8.0817,9.7849,0;4.9481,4.4015,0;4.5067,6.9641,0;5.9064,7.6413,0;8.3463,6.7423,0;3.4656,4.145,0;3.0238,6.7097,0;6.4255,9.0534,0;8.8675,8.1537,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-.192,4.0245,0;.1537,4.9628,0;-.4884,4.6665,0;2.0304,4.2714,0;1.6846,3.3331,0;2.3267,3.6294,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.9122,.4164,0;
Duplicates	ChEBI189946
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189946.sdf