CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI179660 (95621)

Formula C₁₆H₁₇NO₉

MW 367.31

InChIKey GRKTWUMXBYWXNZ-NCHAMQTENA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.72

logP -1.595

PSA 169.54

MR 85.6732

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -337.39226

PM7_Total_Energy_ev -5038.35104

PM7_Electronic_Energy_ev -38267.56413

PM7_Dipole_Debye 5.91666

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.4

PM7_LUMO_Energy_ev -1.469

PM7_COSMO_Area_square_ang 330.18

PM7_COSMO_Volue_cubic_ang 389.99

PM7_Electron_Affinity_ev 1.469

PM7_Ionization_Energy_ev 9.4

PM7_Energy_Gap_ev 7.931

PM7_Global_Hardness_ev 3.9655

PM7_Global_Softness_ev 0.25217500945656285

PM7_Chemical_Potential_ev -5.4345

PM7_Electronigativity_ev 5.4345

PM7_Back_Donation_Energy_ev -0.991375

PM7_Electrophilicity_ev 3.723841917790947

OPENEYE_Name 2-oxo-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1~{H}-quinoline-4-carboxylic acid

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)[nH]c(=O)cc2C(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cccc3c2[nH]c(=O)cc3C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H17NO9/c18-5-9-12(20)13(21)14(22)16(26-9)25-8-3-1-2-6-7(15(23)24)4-10(19)17-11(6)8/h1-4,9,12-14,16,18,20-22H,5H2,(H,17,19)(H,23,24)/f/h17,23H

InChI_3D 1S/C16H17NO9/c18-5-9-12(20)13(21)14(22)16(26-9)25-8-3-1-2-6-7(15(23)24)4-10(19)17-11(6)8/h1-4,9,12-14,16,18,20-22H,5H2,(H,17,19)(H,23,24)/t9-,12-,13+,14-,16-/m1/s1

AuxInfo 1/1/N:1,2,3,7,16,4,8,6,14,9,5,12,11,13,10,15,17,25,18,23,22,24,19,21,26,20/E:(23,24)/F:1,2,3,7,16,4,8,6,14,9,5,12,11,13,10,15,17,25,18,23,22,24,21,19,26,20/rA:43cCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;;s4d7;s7;s8;;s11;s11;s12;s13;s14;s5s9;d9;d10;s14s15;s10;s11;s12;s13;s16;s6s15;s1;s2;s3;s7;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;s25;/rC:;.8707,-.4993,0;0,1.0089,0;1.7371,0,0;1.7414,1.0089,0;.8707,1.5185,0;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;2.5983,-1.5053,0;-1.3289,4.1285,0;-.6914,4.899,0;-.9859,3.1892,0;.2992,4.7283,0;.0047,3.0185,0;2.0202,5.0457,0;2.6125,1.5125,0;4.3535,1.4968,0;1.7295,-2.0004,0;.6523,3.7872,0;3.4615,-2.0101,0;-2.8419,3.249,0;-2.212,5.7651,0;-.983,2.1892,0;3.0036,5.2271,0;.8707,2.5185,0;-.4326,-.2506,0;.8712,-.9993,0;-.4338,1.2576,0;3.9121,-.2597,0;-1.6522,4.51,0;-.5227,5.3696,0;-1.4782,3.1013,0;.2963,5.2283,0;-.1654,2.5483,0;1.9295,5.5375,0;2.1109,4.554,0;2.614,2.0125,0;3.4588,-2.5101,0;-3.2756,3.4977,0;-2.215,6.265,0;-1.4152,1.9379,0;3.1709,5.6983,0;

Duplicates ChEBI179660

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.sdf

Formula	C₁₆H₁₇NO₉
MW	367.31
InChIKey	GRKTWUMXBYWXNZ-NCHAMQTENA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.72
logP	-1.595
PSA	169.54
MR	85.6732
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-337.39226
PM7_Total_Energy_ev	-5038.35104
PM7_Electronic_Energy_ev	-38267.56413
PM7_Dipole_Debye	5.91666
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.4
PM7_LUMO_Energy_ev	-1.469
PM7_COSMO_Area_square_ang	330.18
PM7_COSMO_Volue_cubic_ang	389.99
PM7_Electron_Affinity_ev	1.469
PM7_Ionization_Energy_ev	9.4
PM7_Energy_Gap_ev	7.931
PM7_Global_Hardness_ev	3.9655
PM7_Global_Softness_ev	0.25217500945656285
PM7_Chemical_Potential_ev	-5.4345
PM7_Electronigativity_ev	5.4345
PM7_Back_Donation_Energy_ev	-0.991375
PM7_Electrophilicity_ev	3.723841917790947
OPENEYE_Name	2-oxo-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1~{H}-quinoline-4-carboxylic acid
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)CO)O)O)O)[nH]c(=O)cc2C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cccc3c2[nH]c(=O)cc3C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H17NO9/c18-5-9-12(20)13(21)14(22)16(26-9)25-8-3-1-2-6-7(15(23)24)4-10(19)17-11(6)8/h1-4,9,12-14,16,18,20-22H,5H2,(H,17,19)(H,23,24)/f/h17,23H
InChI_3D	1S/C16H17NO9/c18-5-9-12(20)13(21)14(22)16(26-9)25-8-3-1-2-6-7(15(23)24)4-10(19)17-11(6)8/h1-4,9,12-14,16,18,20-22H,5H2,(H,17,19)(H,23,24)/t9-,12-,13+,14-,16-/m1/s1
AuxInfo	1/1/N:1,2,3,7,16,4,8,6,14,9,5,12,11,13,10,15,17,25,18,23,22,24,19,21,26,20/E:(23,24)/F:1,2,3,7,16,4,8,6,14,9,5,12,11,13,10,15,17,25,18,23,22,24,21,19,26,20/rA:43cCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;;s4d7;s7;s8;;s11;s11;s12;s13;s14;s5s9;d9;d10;s14s15;s10;s11;s12;s13;s16;s6s15;s1;s2;s3;s7;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;s23;s24;s25;/rC:;.8707,-.4993,0;0,1.0089,0;1.7371,0,0;1.7414,1.0089,0;.8707,1.5185,0;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;2.5983,-1.5053,0;-1.3289,4.1285,0;-.6914,4.899,0;-.9859,3.1892,0;.2992,4.7283,0;.0047,3.0185,0;2.0202,5.0457,0;2.6125,1.5125,0;4.3535,1.4968,0;1.7295,-2.0004,0;.6523,3.7872,0;3.4615,-2.0101,0;-2.8419,3.249,0;-2.212,5.7651,0;-.983,2.1892,0;3.0036,5.2271,0;.8707,2.5185,0;-.4326,-.2506,0;.8712,-.9993,0;-.4338,1.2576,0;3.9121,-.2597,0;-1.6522,4.51,0;-.5227,5.3696,0;-1.4782,3.1013,0;.2963,5.2283,0;-.1654,2.5483,0;1.9295,5.5375,0;2.1109,4.554,0;2.614,2.0125,0;3.4588,-2.5101,0;-3.2756,3.4977,0;-2.215,6.265,0;-1.4152,1.9379,0;3.1709,5.6983,0;
Duplicates	ChEBI179660
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000179500-0000179749/ChEBI179660.sdf