CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189022_s0 (103294)

Formula C₁₆H₁₉NO₁₀

MW 385.33

InChIKey VNIXZLMYLWKZLU-FQFUPTBWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -2.76

logP -2.3823

PSA 186.01

MR 88.3105

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -391.83515

PM7_Total_Energy_ev -5360.84758

PM7_Electronic_Energy_ev -42041.52694

PM7_Dipole_Debye 4.85057

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.422

PM7_LUMO_Energy_ev -0.896

PM7_COSMO_Area_square_ang 342

PM7_COSMO_Volue_cubic_ang 404.68

PM7_Electron_Affinity_ev 0.896

PM7_Ionization_Energy_ev 9.422

PM7_Energy_Gap_ev 8.526

PM7_Global_Hardness_ev 4.263

PM7_Global_Softness_ev 0.23457658925639222

PM7_Chemical_Potential_ev -5.159

PM7_Electronigativity_ev 5.159

PM7_Back_Donation_Energy_ev -1.06575

PM7_Electrophilicity_ev 3.12166091954023

OPENEYE_Name 2-[(3~{R})-3-hydroxy-2-oxo-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-3-yl]acetic acid

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)NC(=O)C2(CC(=O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc3c2NC(=O)[C@@]3(O)CC(=O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/f/h17,19H

InChI_3D 1S/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t8-,11-,12+,13+,14-,16-/m1/s1

AuxInfo 1/1/N:1,2,3,15,16,4,6,12,8,5,10,9,11,13,7,14,17,26,19,21,23,22,24,18,25,27,20/E:(19,20)/F:1,2,3,15,16,4,6,12,8,5,10,9,11,13,7,14,17,26,21,19,23,22,24,18,25,27,20/rA:46cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;;;;s9;s9;s10;s11;s4s7;s8s14;s12;s5s7;d7;d8;s12s13;s8;s9;s10;s11;s14;s16;s6s13;s1;s2;s3;s9;s10;s11;s12;s13;s15;s15;s16;s16;s17;s21;s22;s23;s24;s25;s26;/rC:;.868,-.4978,0;0,1.0058,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;3.2858,.5023,0;4.4258,-1.3126,0;-1.3316,4.1238,0;-.6941,4.8943,0;-.9886,3.1845,0;.2965,4.7236,0;.002,3.0138,0;2.6938,-.3125,0;3.5598,-.8125,0;2.0175,5.041,0;2.6938,1.3169,0;4.2858,.5024,0;4.4258,-2.3126,0;.6496,3.7825,0;5.2919,-.8126,0;-2.8446,3.2443,0;-2.2147,5.7604,0;-.9857,2.1845,0;1.9819,-1.9112,0;3.0009,5.2224,0;.868,2.5138,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2545,0;-1.6549,4.5053,0;-.5254,5.3649,0;-1.4809,3.0966,0;.2936,5.2236,0;-.1681,2.5436,0;3.3098,-1.2455,0;3.8098,-.3795,0;1.9268,5.5328,0;2.1082,4.5493,0;2.8483,1.7924,0;5.7249,-1.0626,0;-3.2783,3.493,0;-2.2177,6.2604,0;-1.4179,1.9332,0;1.4846,-1.9634,0;3.1682,5.6936,0;

Duplicates ChEBI189022_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.sdf

Formula	C₁₆H₁₉NO₁₀
MW	385.33
InChIKey	VNIXZLMYLWKZLU-FQFUPTBWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-2.76
logP	-2.3823
PSA	186.01
MR	88.3105
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-391.83515
PM7_Total_Energy_ev	-5360.84758
PM7_Electronic_Energy_ev	-42041.52694
PM7_Dipole_Debye	4.85057
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.422
PM7_LUMO_Energy_ev	-0.896
PM7_COSMO_Area_square_ang	342
PM7_COSMO_Volue_cubic_ang	404.68
PM7_Electron_Affinity_ev	0.896
PM7_Ionization_Energy_ev	9.422
PM7_Energy_Gap_ev	8.526
PM7_Global_Hardness_ev	4.263
PM7_Global_Softness_ev	0.23457658925639222
PM7_Chemical_Potential_ev	-5.159
PM7_Electronigativity_ev	5.159
PM7_Back_Donation_Energy_ev	-1.06575
PM7_Electrophilicity_ev	3.12166091954023
OPENEYE_Name	2-[(3~{R})-3-hydroxy-2-oxo-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-indolin-3-yl]acetic acid
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)NC(=O)C2(CC(=O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc3c2NC(=O)[C@@]3(O)CC(=O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/f/h17,19H
InChI_3D	1S/C16H19NO10/c18-5-8-11(21)12(22)13(23)14(27-8)26-7-3-1-2-6-10(7)17-15(24)16(6,25)4-9(19)20/h1-3,8,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t8-,11-,12+,13+,14-,16-/m1/s1
AuxInfo	1/1/N:1,2,3,15,16,4,6,12,8,5,10,9,11,13,7,14,17,26,19,21,23,22,24,18,25,27,20/E:(19,20)/F:1,2,3,15,16,4,6,12,8,5,10,9,11,13,7,14,17,26,21,19,23,22,24,18,25,27,20/rA:46cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;;;;s9;s9;s10;s11;s4s7;s8s14;s12;s5s7;d7;d8;s12s13;s8;s9;s10;s11;s14;s16;s6s13;s1;s2;s3;s9;s10;s11;s12;s13;s15;s15;s16;s16;s17;s21;s22;s23;s24;s25;s26;/rC:;.868,-.4978,0;0,1.0058,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;3.2858,.5023,0;4.4258,-1.3126,0;-1.3316,4.1238,0;-.6941,4.8943,0;-.9886,3.1845,0;.2965,4.7236,0;.002,3.0138,0;2.6938,-.3125,0;3.5598,-.8125,0;2.0175,5.041,0;2.6938,1.3169,0;4.2858,.5024,0;4.4258,-2.3126,0;.6496,3.7825,0;5.2919,-.8126,0;-2.8446,3.2443,0;-2.2147,5.7604,0;-.9857,2.1845,0;1.9819,-1.9112,0;3.0009,5.2224,0;.868,2.5138,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2545,0;-1.6549,4.5053,0;-.5254,5.3649,0;-1.4809,3.0966,0;.2936,5.2236,0;-.1681,2.5436,0;3.3098,-1.2455,0;3.8098,-.3795,0;1.9268,5.5328,0;2.1082,4.5493,0;2.8483,1.7924,0;5.7249,-1.0626,0;-3.2783,3.493,0;-2.2177,6.2604,0;-1.4179,1.9332,0;1.4846,-1.9634,0;3.1682,5.6936,0;
Duplicates	ChEBI189022_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189022_s0.sdf