CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6101 (2684)

Formula C₂₀H₂₃NO₁₂

MW 469.4

InChIKey SHDYPIISBMIEEN-PKSOQXRJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 13

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -2.7

logP -3.1344

PSA 207.63

MR 107.592

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -435.87349

PM7_Total_Energy_ev -6495.47184

PM7_Electronic_Energy_ev -54737.93824

PM7_Dipole_Debye 9.16455

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.858

PM7_LUMO_Energy_ev -0.998

PM7_COSMO_Area_square_ang 412

PM7_COSMO_Volue_cubic_ang 479.13

PM7_Electron_Affinity_ev 0.998

PM7_Ionization_Energy_ev 8.858

PM7_Energy_Gap_ev 7.86

PM7_Global_Hardness_ev 3.93

PM7_Global_Softness_ev 0.2544529262086514

PM7_Chemical_Potential_ev -4.928

PM7_Electronigativity_ev 4.928

PM7_Back_Donation_Energy_ev -0.9825

PM7_Electrophilicity_ev 3.089718066157761

OPENEYE_Name (2~{S},3~{S},4~{S},4~{a}~{R})-3,4,7-trihydroxy-2-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,4,4~{a},5-tetrahydro-2~{H}-[1,3]dioxolo[4,5-j]phenanthridin-6-one

SMILES c1c2c(c(c3c1OCO3)O)C(=O)NC4C2=CC(C(C4O)O)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H]2C=C3[C@H]([C@@H]([C@@H]2O)O)NC(=O)c2c3cc3OCOc3c2O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/f/h21H

InChI_3D 1S/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/t7-,9+,11+,12+,13+,15-,16-,17+,20+/m0/s1

AuxInfo 1/1/N:1,7,20,10,2,8,11,4,18,3,12,13,16,6,14,15,17,5,9,19,21,32,27,30,26,28,29,31,22,23,24,33,25/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;s1;d4;d3s5;;s2d7;s3;;s7;s8;s11;s12s13;;s15;s15;s16;s17;s18;s9s12;d9;s4s10;s5s10;s18s19;s6;s13;s14;s15;s16;s17;s20;s11s19;s1;s7;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s26;s27;s28;s29;s30;s31;s32;/rC:-3.4783,-1.0176,0;-2.6056,-1.5175,0;-2.6065,-2.5307,0;-4.3474,-1.5209,0;-4.3494,-2.5307,0;-3.4773,-3.0351,0;-1.7411,-.0116,0;-1.734,-1.0116,0;-1.7309,-3.0359,0;-6.0942,-1.5209,0;-.8784,.4971,0;-.8614,-1.5111,0;;.0048,-1.0051,0;-3.0647,3.5088,0;-2.2067,4.0225,0;-3.0547,2.5089,0;-1.3297,3.5312,0;-2.1777,2.0176,0;.3986,3.2564,0;-.8538,-2.5294,0;-1.7307,-4.0359,0;-5.226,-1.0098,0;-6.0942,-2.5329,0;-1.3108,2.5262,0;-3.477,-4.0351,0;.5865,1.6488,0;1.7267,-.6928,0;-4.7843,3.1844,0;-3.3513,5.3462,0;-3.6335,.8574,0;1.3862,3.0994,0;-1.5281,1.2573,0;-3.4795,-.5176,0;-2.1761,.2349,0;-6.5864,-1.6091,0;-6.2679,-1.052,0;-.5604,.8829,0;-.8636,-1.0111,0;.4929,-.0838,0;.1782,-1.4741,0;-3.2422,3.9763,0;-1.8906,4.41,0;-3.548,2.5903,0;-1.1657,4.0035,0;-2.4949,1.631,0;.4771,3.7502,0;.3201,2.7626,0;-.4198,-2.7778,0;-3.0439,-4.285,0;1.0782,1.7392,0;2.05,-1.0743,0;-5.1103,3.5635,0;-3.1873,5.8186,0;-4.1248,.7647,0;1.7011,3.4878,0;

Duplicates ChEBI6101

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.sdf

Formula	C₂₀H₂₃NO₁₂
MW	469.4
InChIKey	SHDYPIISBMIEEN-PKSOQXRJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	13
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-2.7
logP	-3.1344
PSA	207.63
MR	107.592
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-435.87349
PM7_Total_Energy_ev	-6495.47184
PM7_Electronic_Energy_ev	-54737.93824
PM7_Dipole_Debye	9.16455
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.858
PM7_LUMO_Energy_ev	-0.998
PM7_COSMO_Area_square_ang	412
PM7_COSMO_Volue_cubic_ang	479.13
PM7_Electron_Affinity_ev	0.998
PM7_Ionization_Energy_ev	8.858
PM7_Energy_Gap_ev	7.86
PM7_Global_Hardness_ev	3.93
PM7_Global_Softness_ev	0.2544529262086514
PM7_Chemical_Potential_ev	-4.928
PM7_Electronigativity_ev	4.928
PM7_Back_Donation_Energy_ev	-0.9825
PM7_Electrophilicity_ev	3.089718066157761
OPENEYE_Name	(2~{S},3~{S},4~{S},4~{a}~{R})-3,4,7-trihydroxy-2-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3,4,4~{a},5-tetrahydro-2~{H}-[1,3]dioxolo[4,5-j]phenanthridin-6-one
SMILES	c1c2c(c(c3c1OCO3)O)C(=O)NC4C2=CC(C(C4O)O)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H]2C=C3[C@H]([C@@H]([C@@H]2O)O)NC(=O)c2c3cc3OCOc3c2O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/f/h21H
InChI_3D	1S/C20H23NO12/c22-3-9-13(24)16(27)17(28)20(33-9)32-7-2-6-5-1-8-18(31-4-30-8)14(25)10(5)19(29)21-11(6)15(26)12(7)23/h1-2,7,9,11-13,15-17,20,22-28H,3-4H2,(H,21,29)/t7-,9+,11+,12+,13+,15-,16-,17+,20+/m0/s1
AuxInfo	1/1/N:1,7,20,10,2,8,11,4,18,3,12,13,16,6,14,15,17,5,9,19,21,32,27,30,26,28,29,31,22,23,24,33,25/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;s1;d4;d3s5;;s2d7;s3;;s7;s8;s11;s12s13;;s15;s15;s16;s17;s18;s9s12;d9;s4s10;s5s10;s18s19;s6;s13;s14;s15;s16;s17;s20;s11s19;s1;s7;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s26;s27;s28;s29;s30;s31;s32;/rC:-3.4783,-1.0176,0;-2.6056,-1.5175,0;-2.6065,-2.5307,0;-4.3474,-1.5209,0;-4.3494,-2.5307,0;-3.4773,-3.0351,0;-1.7411,-.0116,0;-1.734,-1.0116,0;-1.7309,-3.0359,0;-6.0942,-1.5209,0;-.8784,.4971,0;-.8614,-1.5111,0;;.0048,-1.0051,0;-3.0647,3.5088,0;-2.2067,4.0225,0;-3.0547,2.5089,0;-1.3297,3.5312,0;-2.1777,2.0176,0;.3986,3.2564,0;-.8538,-2.5294,0;-1.7307,-4.0359,0;-5.226,-1.0098,0;-6.0942,-2.5329,0;-1.3108,2.5262,0;-3.477,-4.0351,0;.5865,1.6488,0;1.7267,-.6928,0;-4.7843,3.1844,0;-3.3513,5.3462,0;-3.6335,.8574,0;1.3862,3.0994,0;-1.5281,1.2573,0;-3.4795,-.5176,0;-2.1761,.2349,0;-6.5864,-1.6091,0;-6.2679,-1.052,0;-.5604,.8829,0;-.8636,-1.0111,0;.4929,-.0838,0;.1782,-1.4741,0;-3.2422,3.9763,0;-1.8906,4.41,0;-3.548,2.5903,0;-1.1657,4.0035,0;-2.4949,1.631,0;.4771,3.7502,0;.3201,2.7626,0;-.4198,-2.7778,0;-3.0439,-4.285,0;1.0782,1.7392,0;2.05,-1.0743,0;-5.1103,3.5635,0;-3.1873,5.8186,0;-4.1248,.7647,0;1.7011,3.4878,0;
Duplicates	ChEBI6101
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/ChEBI6101.sdf