CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185289_s0 (99929)

Formula C₁₆H₁₉NO₁₀

MW 385.33

InChIKey KZKDOIBDOJKQAC-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 -392.88179

PM7_Total_Energy_ev -5360.83997

PM7_Electronic_Energy_ev -42337.64586

PM7_Dipole_Debye 3.58933

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.249

PM7_LUMO_Energy_ev -0.781

PM7_COSMO_Area_square_ang 333.22

PM7_COSMO_Volue_cubic_ang 410.72

PM7_Electron_Affinity_ev 0.781

PM7_Ionization_Energy_ev 9.249

PM7_Energy_Gap_ev 8.468

PM7_Global_Hardness_ev 4.234

PM7_Global_Softness_ev 0.23618327822390175

PM7_Chemical_Potential_ev -5.015

PM7_Electronigativity_ev 5.015

PM7_Back_Donation_Energy_ev -1.0585

PM7_Electrophilicity_ev 2.9700312942843645

OPENEYE_Name 2-[(3~{R})-3-hydroxy-2-oxo-5-[(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 c1cc(cc2c1NC(=O)C2(CC(=O)O)O)OC3C(C(C(C(O3)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc3c(c2)[C@](O)(CC(=O)O)C(=O)N3)[C@H]([C@H]([C@@H]1O)O)O

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

InChI_3D 1S/C16H19NO10/c18-5-9-11(21)12(22)13(23)14(27-9)26-6-1-2-8-7(3-6)16(25,4-10(19)20)15(24)17-8/h1-3,9,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t9-,11-,12+,13+,14-,16-/m1/s1

AuxInfo 1/1/N:2,1,3,15,16,6,4,5,12,8,10,9,11,13,7,14,17,26,19,21,23,22,24,18,25,27,20/E:(19,20)/F:2,1,3,15,16,6,4,5,12,8,10,9,11,13,7,14,17,26,21,19,23,22,24,18,25,27,20/rA:46cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;;;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:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;;3.2858,.5023,0;4.4258,-1.3126,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;2.6938,-.3125,0;3.5598,-.8125,0;-3.6283,-.7734,0;2.6938,1.3169,0;4.2858,.5024,0;4.4258,-2.3126,0;-1.8536,-1.3262,0;5.2919,-.8126,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.3488,-1.9401,0;2.287,-1.226,0;-4.2782,-.0134,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.1923,-2.8259,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;3.3098,-1.2455,0;3.8098,-.3795,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;2.8483,1.7924,0;5.7249,-1.0626,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.7829,-2.1882,0;1.7897,-1.2783,0;-4.7698,-.1048,0;

Duplicates ChEBI185289_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.sdf

Formula	C₁₆H₁₉NO₁₀
MW	385.33
InChIKey	KZKDOIBDOJKQAC-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	-392.88179
PM7_Total_Energy_ev	-5360.83997
PM7_Electronic_Energy_ev	-42337.64586
PM7_Dipole_Debye	3.58933
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.249
PM7_LUMO_Energy_ev	-0.781
PM7_COSMO_Area_square_ang	333.22
PM7_COSMO_Volue_cubic_ang	410.72
PM7_Electron_Affinity_ev	0.781
PM7_Ionization_Energy_ev	9.249
PM7_Energy_Gap_ev	8.468
PM7_Global_Hardness_ev	4.234
PM7_Global_Softness_ev	0.23618327822390175
PM7_Chemical_Potential_ev	-5.015
PM7_Electronigativity_ev	5.015
PM7_Back_Donation_Energy_ev	-1.0585
PM7_Electrophilicity_ev	2.9700312942843645
OPENEYE_Name	2-[(3~{R})-3-hydroxy-2-oxo-5-[(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	c1cc(cc2c1NC(=O)C2(CC(=O)O)O)OC3C(C(C(C(O3)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc3c(c2)[C@](O)(CC(=O)O)C(=O)N3)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H19NO10/c18-5-9-11(21)12(22)13(23)14(27-9)26-6-1-2-8-7(3-6)16(25,4-10(19)20)15(24)17-8/h1-3,9,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/f/h17,19H
InChI_3D	1S/C16H19NO10/c18-5-9-11(21)12(22)13(23)14(27-9)26-6-1-2-8-7(3-6)16(25,4-10(19)20)15(24)17-8/h1-3,9,11-14,18,21-23,25H,4-5H2,(H,17,24)(H,19,20)/t9-,11-,12+,13+,14-,16-/m1/s1
AuxInfo	1/1/N:2,1,3,15,16,6,4,5,12,8,10,9,11,13,7,14,17,26,19,21,23,22,24,18,25,27,20/E:(19,20)/F:2,1,3,15,16,6,4,5,12,8,10,9,11,13,7,14,17,26,21,19,23,22,24,18,25,27,20/rA:46cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;;;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:.868,1.5138,0;0,1.0058,0;.868,-.4978,0;1.736,-.0012,0;1.736,1.0058,0;;3.2858,.5023,0;4.4258,-1.3126,0;-1.1559,-3.2116,0;-2.1421,-3.0461,0;-.515,-2.444,0;-2.491,-2.1034,0;-.8639,-1.5013,0;2.6938,-.3125,0;3.5598,-.8125,0;-3.6283,-.7734,0;2.6938,1.3169,0;4.2858,.5024,0;4.4258,-2.3126,0;-1.8536,-1.3262,0;5.2919,-.8126,0;.3635,-4.0799,0;-2.1293,-4.7961,0;.3488,-1.9401,0;2.287,-1.226,0;-4.2782,-.0134,0;-.8653,-.5013,0;.868,2.0138,0;-.4337,1.2545,0;.8677,-.9978,0;-1.3239,-3.6825,0;-2.634,-3.1361,0;-.1923,-2.8259,0;-2.9222,-2.3566,0;-.3718,-1.4127,0;3.3098,-1.2455,0;3.8098,-.3795,0;-4.0083,-1.0983,0;-3.2483,-.4484,0;2.8483,1.7924,0;5.7249,-1.0626,0;.3657,-4.5799,0;-2.5605,-5.0492,0;.7829,-2.1882,0;1.7897,-1.2783,0;-4.7698,-.1048,0;
Duplicates	ChEBI185289_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185289_s0.sdf