CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI37450 (12071)

Formula C₂₅H₃₂O₉

MW 476.52

InChIKey NZTHZDNDYACBSX-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.69

logP 1.3914

PSA 142.75

MR 119.289

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -354.7286

PM7_Total_Energy_ev -6160.32042

PM7_Electronic_Energy_ev -56325.38762

PM7_Dipole_Debye 3.71844

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.072

PM7_LUMO_Energy_ev -0.107

PM7_COSMO_Area_square_ang 448.19

PM7_COSMO_Volue_cubic_ang 556.59

PM7_Electron_Affinity_ev 0.107

PM7_Ionization_Energy_ev 9.072

PM7_Energy_Gap_ev 8.965

PM7_Global_Hardness_ev 4.4825

PM7_Global_Softness_ev 0.22308979364194087

PM7_Chemical_Potential_ev -4.5895

PM7_Electronigativity_ev 4.5895

PM7_Back_Donation_Energy_ev -1.120625

PM7_Electrophilicity_ev 2.349527077523703

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[[(8~{R},9~{S},13~{S},14~{S})-2-methoxy-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylic acid

SMILES c1c2c(cc(c1OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)C4CCC5(C(=O)CCC5C4CC2)C

Canonical_SMILES COc1cc2c(cc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C

InChI 1/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/f/h30H

InChI_3D 1S/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,19-,20-,21+,22-,24+,25-/m0/s1

AuxInfo 1/1/N:24,25,9,11,12,10,13,14,1,2,3,15,17,4,18,6,5,7,20,19,21,16,8,22,23,26,31,30,32,27,29,34,33,28/E:(30,31)/F:24,25,9,11,12,10,13,14,1,2,3,15,17,4,18,6,5,7,20,19,21,16,8,22,23,26,31,30,32,29,27,34,33,28/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;;s3;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;;d7;d8;s16s22;s8;s19;s20;s21;s5s22;s6s25;s1;s2;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:2.8399,1.8428,0;3.538,3.729,0;3.8278,2.0079,0;4.1756,2.9514,0;2.1987,2.6108,0;2.5477,3.5539,0;8.1439,3.6391,0;-1.2132,2.441,0;4.4674,1.2392,0;8.7861,2.8559,0;5.4583,1.4069,0;8.4343,1.909,0;5.5085,4.0725,0;6.5065,4.2407,0;5.1631,3.1263,0;-.8675,1.5027,0;5.8081,2.3489,0;6.7997,2.5164,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;7.1514,3.4632,0;7.792,2.6953,0;.9216,4.1503,0;8.4908,4.577,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9068,4.3215,0;2.6662,1.374,0;3.7115,4.1979,0;4.6356,.7684,0;4.0331,.9914,0;9.1112,3.2357,0;9.217,2.6023,0;5.9501,1.3168,0;5.4549,.9069,0;8.9029,1.7348,0;8.2601,1.4403,0;5.0164,4.1609,0;5.5112,4.5725,0;6.3388,4.7117,0;6.9411,4.4879,0;4.9909,2.6568,0;-1.3597,1.4149,0;5.9821,2.8176,0;6.7526,2.0186,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;8.176,3.0156,0;7.4081,2.375,0;8.1123,2.3113,0;1.0072,3.6577,0;.836,4.6429,0;.429,4.0647,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI37450

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.sdf

Formula	C₂₅H₃₂O₉
MW	476.52
InChIKey	NZTHZDNDYACBSX-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.69
logP	1.3914
PSA	142.75
MR	119.289
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-354.7286
PM7_Total_Energy_ev	-6160.32042
PM7_Electronic_Energy_ev	-56325.38762
PM7_Dipole_Debye	3.71844
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.072
PM7_LUMO_Energy_ev	-0.107
PM7_COSMO_Area_square_ang	448.19
PM7_COSMO_Volue_cubic_ang	556.59
PM7_Electron_Affinity_ev	0.107
PM7_Ionization_Energy_ev	9.072
PM7_Energy_Gap_ev	8.965
PM7_Global_Hardness_ev	4.4825
PM7_Global_Softness_ev	0.22308979364194087
PM7_Chemical_Potential_ev	-4.5895
PM7_Electronigativity_ev	4.5895
PM7_Back_Donation_Energy_ev	-1.120625
PM7_Electrophilicity_ev	2.349527077523703
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[[(8~{R},9~{S},13~{S},14~{S})-2-methoxy-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthren-3-yl]oxy]tetrahydropyran-2-carboxylic acid
SMILES	c1c2c(cc(c1OC3C(C(C(C(O3)C(=O)O)O)O)O)OC)C4CCC5(C(=O)CCC5C4CC2)C
Canonical_SMILES	COc1cc2c(cc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
InChI	1/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/f/h30H
InChI_3D	1S/C25H32O9/c1-25-8-7-12-13(15(25)5-6-18(25)26)4-3-11-9-17(16(32-2)10-14(11)12)33-24-21(29)19(27)20(28)22(34-24)23(30)31/h9-10,12-13,15,19-22,24,27-29H,3-8H2,1-2H3,(H,30,31)/t12-,13+,15-,19-,20-,21+,22-,24+,25-/m0/s1
AuxInfo	1/1/N:24,25,9,11,12,10,13,14,1,2,3,15,17,4,18,6,5,7,20,19,21,16,8,22,23,26,31,30,32,27,29,34,33,28/E:(30,31)/F:24,25,9,11,12,10,13,14,1,2,3,15,17,4,18,6,5,7,20,19,21,16,8,22,23,26,31,30,32,29,27,34,33,28/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;;s3;s7;s9;s10;;s13;s4s13;s8;s11s15;s12s17;s16;s19;s20;s21;s7s14s18;s23;;d7;d8;s16s22;s8;s19;s20;s21;s5s22;s6s25;s1;s2;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s29;s30;s31;s32;/rC:2.8399,1.8428,0;3.538,3.729,0;3.8278,2.0079,0;4.1756,2.9514,0;2.1987,2.6108,0;2.5477,3.5539,0;8.1439,3.6391,0;-1.2132,2.441,0;4.4674,1.2392,0;8.7861,2.8559,0;5.4583,1.4069,0;8.4343,1.909,0;5.5085,4.0725,0;6.5065,4.2407,0;5.1631,3.1263,0;-.8675,1.5027,0;5.8081,2.3489,0;6.7997,2.5164,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;7.1514,3.4632,0;7.792,2.6953,0;.9216,4.1503,0;8.4908,4.577,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;1.9068,4.3215,0;2.6662,1.374,0;3.7115,4.1979,0;4.6356,.7684,0;4.0331,.9914,0;9.1112,3.2357,0;9.217,2.6023,0;5.9501,1.3168,0;5.4549,.9069,0;8.9029,1.7348,0;8.2601,1.4403,0;5.0164,4.1609,0;5.5112,4.5725,0;6.3388,4.7117,0;6.9411,4.4879,0;4.9909,2.6568,0;-1.3597,1.4149,0;5.9821,2.8176,0;6.7526,2.0186,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;8.176,3.0156,0;7.4081,2.375,0;8.1123,2.3113,0;1.0072,3.6577,0;.836,4.6429,0;.429,4.0647,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI37450
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000037250-0000037499/ChEBI37450.sdf