CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184657_s0 (99355)

Formula C₂₀H₂₄N₂O₁₂

MW 484.42

InChIKey ANAVISFXAGVRIA-SWUAGMBONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 60

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 14

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -4.04

logP -2.3864

PSA 232.18

MR 110.55

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -485.15384

PM7_Total_Energy_ev -6697.26115

PM7_Electronic_Energy_ev -61848.06422

PM7_Dipole_Debye 5.46536

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.039

PM7_LUMO_Energy_ev -0.375

PM7_COSMO_Area_square_ang 400.71

PM7_COSMO_Volue_cubic_ang 531.18

PM7_Electron_Affinity_ev 0.375

PM7_Ionization_Energy_ev 9.039

PM7_Energy_Gap_ev 8.664

PM7_Global_Hardness_ev 4.332

PM7_Global_Softness_ev 0.23084025854108955

PM7_Chemical_Potential_ev -4.707

PM7_Electronigativity_ev 4.707

PM7_Back_Donation_Energy_ev -1.083

PM7_Electrophilicity_ev 2.5572309556786705

OPENEYE_Name (2~{S})-2-[[2-[(3~{S})-2-oxo-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-3-yl]acetyl]amino]butanedioic acid

SMILES c1ccc2c(c1)C(C(=O)N2)(CC(=O)NC(C(=O)O)CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O

Canonical_SMILES OC[C@@H]1O[C@H](O[C@]2(CC(=O)N[C@H](C(=O)O)CC(=O)O)C(=O)Nc3c2cccc3)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C20H24N2O12/c23-7-11-14(27)15(28)16(29)18(33-11)34-20(8-3-1-2-4-9(8)22-19(20)32)6-12(24)21-10(17(30)31)5-13(25)26/h1-4,10-11,14-16,18,23,27-29H,5-7H2,(H,21,24)(H,22,32)(H,25,26)(H,30,31)/f/h21-22,25,30H

InChI_3D 1S/C20H24N2O12/c23-7-11-14(27)15(28)16(29)18(33-11)34-20(8-3-1-2-4-9(8)22-19(20)32)6-12(24)21-10(17(30)31)5-13(25)26/h1-4,10-11,14-16,18,23,27-29H,5-7H2,(H,21,24)(H,22,32)(H,25,26)(H,30,31)/t10-,11-,14-,15-,16-,18+,20-/m0/s1

AuxInfo 1/1/N:1,2,3,4,18,17,19,5,6,20,14,8,9,12,11,13,10,15,7,16,22,21,33,24,25,28,31,30,32,26,29,23,27,34/E:(25,26)(30,31)/F:1,2,3,4,18,17,19,5,6,20,14,8,9,12,11,13,10,15,7,16,22,21,33,24,28,25,31,30,32,29,26,23,27,34/rA:58cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s11;s11;s12;s13;s5s7;s8s16;s9;s14;s10s18;s6s7;s8s20;d7;d8;d9;d10;s14s15;s9;s10;s11;s12;s13;s19;s15s16;s1;s2;s3;s4;s11;s12;s13;s14;s15;s17;s17;s18;s18;s19;s19;s20;s21;s22;s28;s29;s30;s31;s32;s33;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.4258,-1.3126,0;7.8899,-2.3127,0;6.6579,-.4466,0;1.4537,-3.8214,0;2.4223,-4.07,0;1.1791,-2.8598,0;3.1234,-3.3498,0;1.8802,-2.1395,0;2.6938,-.3125,0;3.5598,-.8125,0;7.0239,-1.8127,0;4.1436,-4.7716,0;6.1579,-1.3126,0;2.6938,1.3169,0;5.2919,-.8126,0;4.2858,.5024,0;4.4258,-2.3126,0;7.8898,-3.3127,0;7.6579,-.4467,0;2.856,-2.3808,0;8.7559,-1.8127,0;6.1579,.4194,0;-.2873,-3.9991,0;1.701,-5.6645,0;.5937,-2.049,0;4.7266,-5.5841,0;2.287,-1.226,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;1.4163,-4.32,0;2.8354,-4.3517,0;.7292,-3.0781,0;3.5746,-3.1341,0;1.4663,-1.8591,0;3.3098,-1.2455,0;3.8098,-.3795,0;6.7739,-2.2457,0;7.2739,-1.3797,0;3.7374,-5.0631,0;4.5499,-4.4802,0;5.9078,-1.7456,0;2.8483,1.7924,0;5.2919,-.3126,0;9.1889,-2.0627,0;6.4079,.8524,0;-.4921,-4.4552,0;1.9925,-6.0707,0;.0963,-2.0998,0;4.5205,-6.0397,0;

Duplicates ChEBI184657_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.sdf

Formula	C₂₀H₂₄N₂O₁₂
MW	484.42
InChIKey	ANAVISFXAGVRIA-SWUAGMBONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	60
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	14
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-4.04
logP	-2.3864
PSA	232.18
MR	110.55
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-485.15384
PM7_Total_Energy_ev	-6697.26115
PM7_Electronic_Energy_ev	-61848.06422
PM7_Dipole_Debye	5.46536
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.039
PM7_LUMO_Energy_ev	-0.375
PM7_COSMO_Area_square_ang	400.71
PM7_COSMO_Volue_cubic_ang	531.18
PM7_Electron_Affinity_ev	0.375
PM7_Ionization_Energy_ev	9.039
PM7_Energy_Gap_ev	8.664
PM7_Global_Hardness_ev	4.332
PM7_Global_Softness_ev	0.23084025854108955
PM7_Chemical_Potential_ev	-4.707
PM7_Electronigativity_ev	4.707
PM7_Back_Donation_Energy_ev	-1.083
PM7_Electrophilicity_ev	2.5572309556786705
OPENEYE_Name	(2~{S})-2-[[2-[(3~{S})-2-oxo-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-3-yl]acetyl]amino]butanedioic acid
SMILES	c1ccc2c(c1)C(C(=O)N2)(CC(=O)NC(C(=O)O)CC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@H](O[C@]2(CC(=O)N[C@H](C(=O)O)CC(=O)O)C(=O)Nc3c2cccc3)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C20H24N2O12/c23-7-11-14(27)15(28)16(29)18(33-11)34-20(8-3-1-2-4-9(8)22-19(20)32)6-12(24)21-10(17(30)31)5-13(25)26/h1-4,10-11,14-16,18,23,27-29H,5-7H2,(H,21,24)(H,22,32)(H,25,26)(H,30,31)/f/h21-22,25,30H
InChI_3D	1S/C20H24N2O12/c23-7-11-14(27)15(28)16(29)18(33-11)34-20(8-3-1-2-4-9(8)22-19(20)32)6-12(24)21-10(17(30)31)5-13(25)26/h1-4,10-11,14-16,18,23,27-29H,5-7H2,(H,21,24)(H,22,32)(H,25,26)(H,30,31)/t10-,11-,14-,15-,16-,18+,20-/m0/s1
AuxInfo	1/1/N:1,2,3,4,18,17,19,5,6,20,14,8,9,12,11,13,10,15,7,16,22,21,33,24,25,28,31,30,32,26,29,23,27,34/E:(25,26)(30,31)/F:1,2,3,4,18,17,19,5,6,20,14,8,9,12,11,13,10,15,7,16,22,21,33,24,28,25,31,30,32,29,26,23,27,34/rA:58cCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s11;s11;s12;s13;s5s7;s8s16;s9;s14;s10s18;s6s7;s8s20;d7;d8;d9;d10;s14s15;s9;s10;s11;s12;s13;s19;s15s16;s1;s2;s3;s4;s11;s12;s13;s14;s15;s17;s17;s18;s18;s19;s19;s20;s21;s22;s28;s29;s30;s31;s32;s33;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.4258,-1.3126,0;7.8899,-2.3127,0;6.6579,-.4466,0;1.4537,-3.8214,0;2.4223,-4.07,0;1.1791,-2.8598,0;3.1234,-3.3498,0;1.8802,-2.1395,0;2.6938,-.3125,0;3.5598,-.8125,0;7.0239,-1.8127,0;4.1436,-4.7716,0;6.1579,-1.3126,0;2.6938,1.3169,0;5.2919,-.8126,0;4.2858,.5024,0;4.4258,-2.3126,0;7.8898,-3.3127,0;7.6579,-.4467,0;2.856,-2.3808,0;8.7559,-1.8127,0;6.1579,.4194,0;-.2873,-3.9991,0;1.701,-5.6645,0;.5937,-2.049,0;4.7266,-5.5841,0;2.287,-1.226,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;1.4163,-4.32,0;2.8354,-4.3517,0;.7292,-3.0781,0;3.5746,-3.1341,0;1.4663,-1.8591,0;3.3098,-1.2455,0;3.8098,-.3795,0;6.7739,-2.2457,0;7.2739,-1.3797,0;3.7374,-5.0631,0;4.5499,-4.4802,0;5.9078,-1.7456,0;2.8483,1.7924,0;5.2919,-.3126,0;9.1889,-2.0627,0;6.4079,.8524,0;-.4921,-4.4552,0;1.9925,-6.0707,0;.0963,-2.0998,0;4.5205,-6.0397,0;
Duplicates	ChEBI184657_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184657_s0.sdf